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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:44:39 UTC

Update Date

2021-09-26 23:06:29 UTC

HMDB ID

HMDB0253332

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ibrutinib

Description

Ibrutinib, also known as imbruvica, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on Ibrutinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ibrutinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ibrutinib 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

  Mrv1652309112113442D          

 33 37  0  0  0  0            999 V2000
    0.7478   -5.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -3.9893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633    3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112    3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    4.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    5.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4928    4.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    4.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    3.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 N   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
 14 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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 13 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
 12 32  1  0  0  0  0
 29 33  1  0  0  0  0
M  END

HMDB0253332
     RDKit          3D
Ibrutinib
 57 61  0  0  0  0  0  0  0  0999 V2000
   -6.9990    2.1687    2.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0631    1.6844    1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.3016    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792    1.4316   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3699    0.7851   -0.5306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    0.3879   -1.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.0089   -2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -1.3880   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2060   -0.1576   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -0.4133   -0.5591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479    0.4083   -0.6176 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.1536   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.4244    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -0.2408   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129    0.3487   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0797    1.5540    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.1028    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4560    1.4049    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0836    0.4931    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1834   -0.2384    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6460   -0.0312   -0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    0.8835   -1.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9345    1.5957   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616    2.2064    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6992    1.6327    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -1.4140    0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828   -2.4286    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -2.2949    1.4059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279   -3.5488    1.3257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247   -3.6565    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -2.6687    0.3525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -1.5542    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095    0.6416   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7702    2.4617    3.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135    2.2807    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0481    1.5816    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    1.0932   -2.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449    0.4792   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862   -1.7750   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -1.1159   -3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4086   -2.1296   -1.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3397   -1.8391   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    0.4701   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.1956   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.1947   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7573    0.2890    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6852   -0.9568    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4950   -0.5677   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4017    1.0474   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4397    2.3195   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    3.1551    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365    2.1659    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -2.8428    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.6594    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0353   -4.5886    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0780   -0.0107    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.6156    0.1878 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  1  0
  7  8  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 12 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  9 33  1  0
 33  5  1  0
 32 10  1  0
 25 13  1  0
 32 26  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 14 44  1  0
 15 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
M  END

  Mrv1652309112113442D          

 33 37  0  0  0  0            999 V2000
    0.7478   -5.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -3.9893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633    3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112    3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    4.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    5.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4928    4.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    4.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    3.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 N   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
 14 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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 13 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
 12 32  1  0  0  0  0
 29 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253332

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1C(=NN2C1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)

> <INCHI_KEY>
XYFPWWZEPKGCCK-UHFFFAOYSA-N

> <FORMULA>
C25H24N6O2

> <MOLECULAR_WEIGHT>
440.507

> <EXACT_MASS>
440.196074037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
47.840979574821326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
3.630226299333334

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.69607468212975

> <JCHEM_PKA_STRONGEST_BASIC>
4.057408726522325

> <JCHEM_POLAR_SURFACE_AREA>
99.16

> <JCHEM_REFRACTIVITY>
138.07410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ibrutinib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253332
     RDKit          3D
Ibrutinib
 57 61  0  0  0  0  0  0  0  0999 V2000
   -6.9990    2.1687    2.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0631    1.6844    1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.3016    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792    1.4316   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3699    0.7851   -0.5306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    0.3879   -1.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.0089   -2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -1.3880   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2060   -0.1576   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -0.4133   -0.5591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479    0.4083   -0.6176 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.1536   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.4244    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -0.2408   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129    0.3487   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0797    1.5540    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.1028    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4560    1.4049    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0836    0.4931    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1834   -0.2384    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6460   -0.0312   -0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    0.8835   -1.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9345    1.5957   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616    2.2064    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6992    1.6327    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -1.4140    0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828   -2.4286    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -2.2949    1.4059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279   -3.5488    1.3257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247   -3.6565    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -2.6687    0.3525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -1.5542    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095    0.6416   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7702    2.4617    3.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135    2.2807    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0481    1.5816    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    1.0932   -2.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449    0.4792   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862   -1.7750   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -1.1159   -3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4086   -2.1296   -1.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3397   -1.8391   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    0.4701   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.1956   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.1947   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7573    0.2890    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6852   -0.9568    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4950   -0.5677   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4017    1.0474   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4397    2.3195   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    3.1551    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365    2.1659    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -2.8428    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.6594    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0353   -4.5886    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0780   -0.0107    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.6156    0.1878 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  1  0
  7  8  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 12 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  9 33  1  0
 33  5  1  0
 32 10  1  0
 25 13  1  0
 32 26  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 14 44  1  0
 15 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.396 -10.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.365  -9.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.841  -7.767   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.348  -7.447   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -0.189  -6.622   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.696  -6.943   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.726  -5.798   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.287  -5.158   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.726   3.192   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.696   4.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.189   4.017   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.287   2.552   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.171   5.802   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.141   6.946   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.617   8.411   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.586   9.555   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.920   9.235   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.396   7.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.365   6.626   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       2.530   1.777   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12   15                                                  
CONECT   12   11   13   32                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   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   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   13   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   12                                                       
CONECT   33   29                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0253332
HETATM    1  C1  UNL     1      -6.999   2.169   2.467  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.063   1.684   1.659  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.401   1.302   0.309  1.00  0.00           C  
HETATM    4  O1  UNL     1      -7.579   1.432  -0.086  1.00  0.00           O  
HETATM    5  N1  UNL     1      -5.370   0.785  -0.531  1.00  0.00           N  
HETATM    6  C4  UNL     1      -5.665   0.388  -1.894  1.00  0.00           C  
HETATM    7  C5  UNL     1      -5.197  -1.009  -2.207  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.974  -1.388  -1.400  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.206  -0.158  -1.060  1.00  0.00           C  
HETATM   10  N2  UNL     1      -1.880  -0.413  -0.559  1.00  0.00           N  
HETATM   11  N3  UNL     1      -0.848   0.408  -0.618  1.00  0.00           N  
HETATM   12  C8  UNL     1       0.247  -0.154  -0.052  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.565   0.424   0.105  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.663  -0.241  -0.360  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.913   0.349  -0.153  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.080   1.554   0.490  1.00  0.00           C  
HETATM   17  O2  UNL     1       5.367   2.103   0.671  1.00  0.00           O  
HETATM   18  C13 UNL     1       6.456   1.405   0.190  1.00  0.00           C  
HETATM   19  C14 UNL     1       7.084   0.493   1.001  1.00  0.00           C  
HETATM   20  C15 UNL     1       8.183  -0.238   0.573  1.00  0.00           C  
HETATM   21  C16 UNL     1       8.646  -0.031  -0.707  1.00  0.00           C  
HETATM   22  C17 UNL     1       8.040   0.884  -1.564  1.00  0.00           C  
HETATM   23  C18 UNL     1       6.935   1.596  -1.083  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.962   2.206   0.949  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.699   1.633   0.752  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.183  -1.414   0.377  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.483  -2.429   1.032  1.00  0.00           C  
HETATM   28  N4  UNL     1       1.840  -2.295   1.406  1.00  0.00           N  
HETATM   29  N5  UNL     1      -0.228  -3.549   1.326  1.00  0.00           N  
HETATM   30  C23 UNL     1      -1.525  -3.657   0.990  1.00  0.00           C  
HETATM   31  N6  UNL     1      -2.181  -2.669   0.353  1.00  0.00           N  
HETATM   32  C24 UNL     1      -1.522  -1.554   0.046  1.00  0.00           C  
HETATM   33  C25 UNL     1      -4.010   0.642  -0.055  1.00  0.00           C  
HETATM   34  H1  UNL     1      -6.770   2.462   3.480  1.00  0.00           H  
HETATM   35  H2  UNL     1      -8.013   2.281   2.126  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.048   1.582   2.027  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.092   1.093  -2.552  1.00  0.00           H  
HETATM   38  H5  UNL     1      -6.745   0.479  -2.116  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.986  -1.775  -1.995  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.973  -1.116  -3.298  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.409  -2.130  -1.996  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.340  -1.839  -0.447  1.00  0.00           H  
HETATM   43  H10 UNL     1      -3.120   0.470  -1.970  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.610  -1.196  -0.904  1.00  0.00           H  
HETATM   45  H12 UNL     1       4.765  -0.195  -0.528  1.00  0.00           H  
HETATM   46  H13 UNL     1       6.757   0.289   2.028  1.00  0.00           H  
HETATM   47  H14 UNL     1       8.685  -0.957   1.199  1.00  0.00           H  
HETATM   48  H15 UNL     1       9.495  -0.568  -1.098  1.00  0.00           H  
HETATM   49  H16 UNL     1       8.402   1.047  -2.568  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.440   2.319  -1.733  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.062   3.155   1.457  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.836   2.166   1.122  1.00  0.00           H  
HETATM   53  H20 UNL     1       2.598  -2.843   0.921  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.173  -1.659   2.170  1.00  0.00           H  
HETATM   55  H22 UNL     1      -2.035  -4.589   1.258  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.078  -0.011   0.862  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.544   1.616   0.188  1.00  0.00           H  
CONECT    1    2    2   34   35
CONECT    2    3   36
CONECT    3    4    4    5
CONECT    5    6   33
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9   41   42
CONECT    9   10   33   43
CONECT   10   11   32
CONECT   11   12   12
CONECT   12   13   26
CONECT   13   14   14   25
CONECT   14   15   44
CONECT   15   16   16   45
CONECT   16   17   24
CONECT   17   18
CONECT   18   19   19   23
CONECT   19   20   46
CONECT   20   21   21   47
CONECT   21   22   48
CONECT   22   23   23   49
CONECT   23   50
CONECT   24   25   25   51
CONECT   25   52
CONECT   26   27   27   32
CONECT   27   28   29
CONECT   28   53   54
CONECT   29   30   30
CONECT   30   31   55
CONECT   31   32   32
CONECT   33   56   57
END

HMDB0253332
     RDKit          3D
Ibrutinib
 57 61  0  0  0  0  0  0  0  0999 V2000
   -6.9990    2.1687    2.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0631    1.6844    1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.3016    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792    1.4316   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3699    0.7851   -0.5306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    0.3879   -1.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975   -1.0089   -2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -1.3880   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2060   -0.1576   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -0.4133   -0.5591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479    0.4083   -0.6176 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.1536   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.4244    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -0.2408   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129    0.3487   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0797    1.5540    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.1028    0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4560    1.4049    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0836    0.4931    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1834   -0.2384    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6460   -0.0312   -0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    0.8835   -1.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9345    1.5957   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616    2.2064    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6992    1.6327    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -1.4140    0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828   -2.4286    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -2.2949    1.4059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279   -3.5488    1.3257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247   -3.6565    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -2.6687    0.3525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -1.5542    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095    0.6416   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7702    2.4617    3.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135    2.2807    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0481    1.5816    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    1.0932   -2.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449    0.4792   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862   -1.7750   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -1.1159   -3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4086   -2.1296   -1.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3397   -1.8391   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    0.4701   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.1956   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.1947   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7573    0.2890    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6852   -0.9568    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4950   -0.5677   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4017    1.0474   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4397    2.3195   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    3.1551    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365    2.1659    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -2.8428    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.6594    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0353   -4.5886    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0780   -0.0107    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.6156    0.1878 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  1  0
  7  8  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  2  0
 12 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  9 33  1  0
 33  5  1  0
 32 10  1  0
 25 13  1  0
 32 26  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 14 44  1  0
 15 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
PCI-32765 racemic acid	HMDB
1-((3R)-3-(4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo(3,4-D)pyrimidin-1-yl)piperidin-1- yl)prop-2-en-1-one	HMDB
Imbruvica	HMDB
Ibrutinib	MeSH

Chemical Formula

C₂₅H₂₄N₆O₂

Average Molecular Weight

440.507

Monoisotopic Molecular Weight

440.196074037

IUPAC Name

1-{3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one

Traditional Name

ibrutinib

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1C(=NN2C1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)

InChI Key

XYFPWWZEPKGCCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Phenylpyrazole
N-acyl-piperidine
Pyrazolo[3,4-d]pyrimidine
Pyrazolopyrimidine
Phenoxy compound
Phenol ether
Aminopyrimidine
Piperidine
Pyrimidine
Imidolactam
Azole
Acrylic acid or derivatives
Pyrazole
Heteroaromatic compound
Tertiary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Ether
Primary amine
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
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: HMDB0253332)

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	2.76	ALOGPS
logP	3.63	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	19.7	ChemAxon
pKa (Strongest Basic)	4.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.16 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	138.07 m³·mol⁻¹	ChemAxon
Polarizability	47.84 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	200.108	30932474
DeepCCS	[M-H]-	197.75	30932474
DeepCCS	[M-2H]-	230.635	30932474
DeepCCS	[M+Na]+	206.201	30932474
AllCCS	[M+H]+	207.7	32859911
AllCCS	[M+H-H2O]+	205.5	32859911
AllCCS	[M+NH4]+	209.7	32859911
AllCCS	[M+Na]+	210.3	32859911
AllCCS	[M-H]-	201.7	32859911
AllCCS	[M+Na-2H]-	201.9	32859911
AllCCS	[M+HCOO]-	202.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ibrutinib	NC1=NC=NC2=C1C(=NN2C1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1	4980.4	Standard polar	33892256
Ibrutinib	NC1=NC=NC2=C1C(=NN2C1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1	4035.0	Standard non polar	33892256
Ibrutinib	NC1=NC=NC2=C1C(=NN2C1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1	4367.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ibrutinib,1TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C)N=CN=C32)C1	4330.0	Semi standard non polar	33892256
Ibrutinib,1TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C)N=CN=C32)C1	3097.8	Standard non polar	33892256
Ibrutinib,1TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C)N=CN=C32)C1	5402.2	Standard polar	33892256
Ibrutinib,2TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)C1	4153.0	Semi standard non polar	33892256
Ibrutinib,2TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)C1	2945.4	Standard non polar	33892256
Ibrutinib,2TMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)C1	5096.3	Standard polar	33892256
Ibrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)C1	4489.8	Semi standard non polar	33892256
Ibrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)C1	3218.6	Standard non polar	33892256
Ibrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)C1	5426.9	Standard polar	33892256
Ibrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)C1	4503.1	Semi standard non polar	33892256
Ibrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)C1	3412.0	Standard non polar	33892256
Ibrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCCC(N2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3)C3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)C1	5095.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ibrutinib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9224200000-ffd0085995b625744f60	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ibrutinib 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 - Ibrutinib 10V, Positive-QTOF	splash10-0006-0001900000-b21ec61c9661466856dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibrutinib 20V, Positive-QTOF	splash10-0006-0002900000-7692bab5bd5aaa716cfc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibrutinib 40V, Positive-QTOF	splash10-0076-1039200000-1637acac9363b7b2b534	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibrutinib 10V, Negative-QTOF	splash10-000i-0003900000-f0c8aaa7dd95d57f9205	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibrutinib 20V, Negative-QTOF	splash10-0f7c-7009700000-dcbd8c198a1f274d8c7c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibrutinib 40V, Negative-QTOF	splash10-0006-9011100000-d787f92cbd9af44c64f4	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

17283512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ibrutinib

METLIN ID

Not Available

PubChem Compound

16126651

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Ibrutinib (HMDB0253332)

MOL for HMDB0253332 (Ibrutinib)

3D MOL for HMDB0253332 (Ibrutinib)

3D SDF for HMDB0253332 (Ibrutinib)

3D-SDF for HMDB0253332 (Ibrutinib)

PDB for HMDB0253332 (Ibrutinib)

3D PDB for HMDB0253332 (Ibrutinib)

SMILES for HMDB0253332 (Ibrutinib)

INCHI for HMDB0253332 (Ibrutinib)

Structure for HMDB0253332 (Ibrutinib)

3D Structure for HMDB0253332 (Ibrutinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra