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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:02:24 UTC

Update Date

2021-09-26 22:57:48 UTC

HMDB ID

HMDB0247886

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Acalabrutinib

Description

Acalabrutinib belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. Based on a literature review a significant number of articles have been published on Acalabrutinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Acalabrutinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Acalabrutinib 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

  Mrv1652309112103022D          

 35 39  0  0  0  0            999 V2000
   -4.1115    1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3579    1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042    0.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643   -0.2963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    1.4216    0.0000 C   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
   -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
   -0.1435   -1.3654    0.0000 C   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 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 N   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
   -0.1014   -3.5477    0.0000 C   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
   -1.1633   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -4.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -5.1170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -5.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -6.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -7.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3760   -7.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -6.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -6.0731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
  6 10  1  0  0  0  0
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 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
M  END

HMDB0247886
     RDKit          3D
Acalabrutinib
 58 62  0  0  0  0  0  0  0  0999 V2000
    8.1566   -0.2411   -3.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9551    0.1281   -2.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9608    0.4262   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619    0.8023   -1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6857    0.6895   -1.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.2783   -0.0058 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0244    1.4365    0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6216    1.4140    2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.7911    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    1.6741    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.8033    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    1.1873    0.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4238    0.0824    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346    0.1217    0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -0.5370   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.4304   -0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8169    0.3169    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2805    0.4264    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8621    1.1388    1.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0967   -0.2304   -0.7502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5190   -0.0984   -0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3014   -0.7263   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6867   -0.6017   -1.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2771    0.1822   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4506    0.8140    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1186    0.6590    0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978    0.9930    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    0.8901    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -1.0211    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732   -2.3753    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.9102    0.3793 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -3.2227    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654   -2.7687    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -1.4114    0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -0.5408    0.6617 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.3343   -4.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1835   -1.3357   -3.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0879    0.0111   -2.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4711    2.4339    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    0.6894    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.3958    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.1422    2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    1.0342    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488    2.8022    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    2.7081    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117   -1.1247   -1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -0.9742   -1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6727   -0.8342   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8224   -1.3470   -2.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2768   -1.1231   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3333    0.3050   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9486    1.4201    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    1.5851    1.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892    1.4319    1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0511   -2.8942    1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3559   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -3.4242    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5072   -1.0196    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  2  0
  4  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  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 17 27  1  0
 27 28  2  0
 13 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 10  6  1  0
 35 11  1  0
 28 14  1  0
 35 29  1  0
 26 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
 28 54  1  0
 31 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  1  0
M  END

  Mrv1652309112103022D          

 35 39  0  0  0  0            999 V2000
   -4.1115    1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3579    1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042    0.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643   -0.2963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    1.4216    0.0000 C   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
   -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
   -0.1435   -1.3654    0.0000 C   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
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    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 N   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
   -0.1014   -3.5477    0.0000 C   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
   -1.1633   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -4.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -5.1170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -5.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -6.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -7.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3760   -7.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -6.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -6.0731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
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 17 18  1  0  0  0  0
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 21 26  1  0  0  0  0
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 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247886

> <DATABASE_NAME>
hmdb

> <SMILES>
CC#CC(=O)N1CCCC1C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C26H23N7O2/c1-2-6-21(34)32-15-5-7-19(32)25-31-22(23-24(27)29-14-16-33(23)25)17-9-11-18(12-10-17)26(35)30-20-8-3-4-13-28-20/h3-4,8-14,16,19H,5,7,15H2,1H3,(H2,27,29)(H,28,30,35)

> <INCHI_KEY>
WDENQIQQYWYTPO-UHFFFAOYSA-N

> <FORMULA>
C26H23N7O2

> <MOLECULAR_WEIGHT>
465.517

> <EXACT_MASS>
465.191323009

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
50.85764606017518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{8-amino-3-[1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.5619672576666677

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.607191921336526

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.34466982966525

> <JCHEM_PKA_STRONGEST_BASIC>
5.00480731438698

> <JCHEM_POLAR_SURFACE_AREA>
118.51

> <JCHEM_REFRACTIVITY>
135.7163

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{8-amino-3-[1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247886
     RDKit          3D
Acalabrutinib
 58 62  0  0  0  0  0  0  0  0999 V2000
    8.1566   -0.2411   -3.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9551    0.1281   -2.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9608    0.4262   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619    0.8023   -1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6857    0.6895   -1.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.2783   -0.0058 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0244    1.4365    0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6216    1.4140    2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.7911    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    1.6741    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.8033    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    1.1873    0.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4238    0.0824    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346    0.1217    0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -0.5370   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.4304   -0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8169    0.3169    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2805    0.4264    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8621    1.1388    1.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0967   -0.2304   -0.7502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5190   -0.0984   -0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3014   -0.7263   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6867   -0.6017   -1.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2771    0.1822   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4506    0.8140    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1186    0.6590    0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978    0.9930    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    0.8901    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -1.0211    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732   -2.3753    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.9102    0.3793 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -3.2227    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654   -2.7687    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -1.4114    0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -0.5408    0.6617 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.3343   -4.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1835   -1.3357   -3.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0879    0.0111   -2.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4711    2.4339    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    0.6894    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.3958    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.1422    2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    1.0342    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488    2.8022    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    2.7081    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117   -1.1247   -1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -0.9742   -1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6727   -0.8342   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8224   -1.3470   -2.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2768   -1.1231   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3333    0.3050   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9486    1.4201    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    1.5851    1.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892    1.4319    1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0511   -2.8942    1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3559   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -3.4242    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5072   -1.0196    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  2  0
  4  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  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 17 27  1  0
 27 28  2  0
 13 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 10  6  1  0
 35 11  1  0
 28 14  1  0
 35 29  1  0
 26 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
 28 54  1  0
 31 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  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      -7.675   2.858   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.268   2.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.861   1.605   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.454   0.978   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.293  -0.553   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -2.208   1.884   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.208   3.424   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.744   3.899   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.161   2.654   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.197  -0.533   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.530  -4.383   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.287  -5.158   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.189  -6.622   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.696  -6.943   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.726  -5.798   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.171  -8.407   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.678  -8.727   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      -1.141  -9.552   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -1.617 -11.016   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.586 -12.161   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.062 -13.625   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.569 -13.946   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.599 -12.801   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      -3.123 -11.336   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   13   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0247886
HETATM    1  C1  UNL     1       8.157  -0.241  -3.445  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.955   0.128  -2.672  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.961   0.426  -2.057  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.762   0.802  -1.335  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.686   0.689  -1.935  1.00  0.00           O  
HETATM    6  N1  UNL     1       4.804   1.278  -0.006  1.00  0.00           N  
HETATM    7  C5  UNL     1       6.024   1.436   0.758  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.622   1.414   2.208  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.178   1.791   2.215  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.698   1.674   0.794  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.502   0.803   0.658  1.00  0.00           C  
HETATM   12  N2  UNL     1       1.222   1.187   0.508  1.00  0.00           N  
HETATM   13  C10 UNL     1       0.424   0.082   0.419  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.035   0.122   0.267  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.740  -0.537  -0.683  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.120  -0.430  -0.693  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.817   0.317   0.221  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.280   0.426   0.206  1.00  0.00           C  
HETATM   19  O2  UNL     1      -5.862   1.139   1.084  1.00  0.00           O  
HETATM   20  N3  UNL     1      -6.097  -0.230  -0.750  1.00  0.00           N  
HETATM   21  C16 UNL     1      -7.519  -0.098  -0.731  1.00  0.00           C  
HETATM   22  C17 UNL     1      -8.301  -0.726  -1.645  1.00  0.00           C  
HETATM   23  C18 UNL     1      -9.687  -0.602  -1.631  1.00  0.00           C  
HETATM   24  C19 UNL     1     -10.277   0.182  -0.660  1.00  0.00           C  
HETATM   25  C20 UNL     1      -9.451   0.814   0.265  1.00  0.00           C  
HETATM   26  N4  UNL     1      -8.119   0.659   0.205  1.00  0.00           N  
HETATM   27  C21 UNL     1      -3.098   0.993   1.194  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.731   0.890   1.207  1.00  0.00           C  
HETATM   29  C23 UNL     1       1.234  -1.021   0.518  1.00  0.00           C  
HETATM   30  C24 UNL     1       0.973  -2.375   0.504  1.00  0.00           C  
HETATM   31  N5  UNL     1      -0.332  -2.910   0.379  1.00  0.00           N  
HETATM   32  N6  UNL     1       2.009  -3.223   0.634  1.00  0.00           N  
HETATM   33  C25 UNL     1       3.265  -2.769   0.776  1.00  0.00           C  
HETATM   34  C26 UNL     1       3.513  -1.411   0.791  1.00  0.00           C  
HETATM   35  N7  UNL     1       2.491  -0.541   0.662  1.00  0.00           N  
HETATM   36  H1  UNL     1       8.089   0.334  -4.393  1.00  0.00           H  
HETATM   37  H2  UNL     1       8.183  -1.336  -3.625  1.00  0.00           H  
HETATM   38  H3  UNL     1       9.088   0.011  -2.880  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.471   2.434   0.480  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.787   0.689   0.502  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.809   0.396   2.631  1.00  0.00           H  
HETATM   42  H7  UNL     1       6.277   2.142   2.748  1.00  0.00           H  
HETATM   43  H8  UNL     1       3.651   1.034   2.866  1.00  0.00           H  
HETATM   44  H9  UNL     1       4.049   2.802   2.620  1.00  0.00           H  
HETATM   45  H10 UNL     1       3.376   2.708   0.479  1.00  0.00           H  
HETATM   46  H11 UNL     1      -1.212  -1.125  -1.436  1.00  0.00           H  
HETATM   47  H12 UNL     1      -3.661  -0.974  -1.471  1.00  0.00           H  
HETATM   48  H13 UNL     1      -5.673  -0.834  -1.502  1.00  0.00           H  
HETATM   49  H14 UNL     1      -7.822  -1.347  -2.413  1.00  0.00           H  
HETATM   50  H15 UNL     1     -10.277  -1.123  -2.384  1.00  0.00           H  
HETATM   51  H16 UNL     1     -11.333   0.305  -0.613  1.00  0.00           H  
HETATM   52  H17 UNL     1      -9.949   1.420   1.011  1.00  0.00           H  
HETATM   53  H18 UNL     1      -3.655   1.585   1.916  1.00  0.00           H  
HETATM   54  H19 UNL     1      -1.189   1.432   1.983  1.00  0.00           H  
HETATM   55  H20 UNL     1      -1.051  -2.894   1.134  1.00  0.00           H  
HETATM   56  H21 UNL     1      -0.610  -3.356  -0.527  1.00  0.00           H  
HETATM   57  H22 UNL     1       4.130  -3.424   0.884  1.00  0.00           H  
HETATM   58  H23 UNL     1       4.507  -1.020   0.904  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3    3
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   10
CONECT    7    8   39   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   45
CONECT   11   12   12   35
CONECT   12   13
CONECT   13   14   29   29
CONECT   14   15   15   28
CONECT   15   16   46
CONECT   16   17   17   47
CONECT   17   18   27
CONECT   18   19   19   20
CONECT   20   21   48
CONECT   21   22   22   26
CONECT   22   23   49
CONECT   23   24   24   50
CONECT   24   25   51
CONECT   25   26   26   52
CONECT   27   28   28   53
CONECT   28   54
CONECT   29   30   35
CONECT   30   31   32   32
CONECT   31   55   56
CONECT   32   33
CONECT   33   34   34   57
CONECT   34   35   58
END

HMDB0247886
     RDKit          3D
Acalabrutinib
 58 62  0  0  0  0  0  0  0  0999 V2000
    8.1566   -0.2411   -3.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9551    0.1281   -2.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9608    0.4262   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619    0.8023   -1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6857    0.6895   -1.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.2783   -0.0058 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0244    1.4365    0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6216    1.4140    2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.7911    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    1.6741    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.8033    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    1.1873    0.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4238    0.0824    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346    0.1217    0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -0.5370   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.4304   -0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8169    0.3169    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2805    0.4264    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8621    1.1388    1.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0967   -0.2304   -0.7502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5190   -0.0984   -0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3014   -0.7263   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6867   -0.6017   -1.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2771    0.1822   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4506    0.8140    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1186    0.6590    0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978    0.9930    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    0.8901    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -1.0211    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732   -2.3753    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.9102    0.3793 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -3.2227    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654   -2.7687    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -1.4114    0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -0.5408    0.6617 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.3343   -4.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1835   -1.3357   -3.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0879    0.0111   -2.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4711    2.4339    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    0.6894    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.3958    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.1422    2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    1.0342    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488    2.8022    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    2.7081    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117   -1.1247   -1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -0.9742   -1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6727   -0.8342   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8224   -1.3470   -2.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2768   -1.1231   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3333    0.3050   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9486    1.4201    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    1.5851    1.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892    1.4319    1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0511   -2.8942    1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3559   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -3.4242    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5072   -1.0196    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  2  0
  4  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  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 17 27  1  0
 27 28  2  0
 13 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 10  6  1  0
 35 11  1  0
 28 14  1  0
 35 29  1  0
 26 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
 28 54  1  0
 31 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₃N₇O₂

Average Molecular Weight

465.517

Monoisotopic Molecular Weight

465.191323009

IUPAC Name

4-{8-amino-3-[1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide

Traditional Name

4-{8-amino-3-[1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide

CAS Registry Number

Not Available

SMILES

CC#CC(=O)N1CCCC1C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1

InChI Identifier

InChI=1S/C26H23N7O2/c1-2-6-21(34)32-15-5-7-19(32)25-31-22(23-24(27)29-14-16-33(23)25)17-9-11-18(12-10-17)26(35)30-20-8-3-4-13-28-20/h3-4,8-14,16,19H,5,7,15H2,1H3,(H2,27,29)(H,28,30,35)

InChI Key

WDENQIQQYWYTPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Phenylimidazoles

Alternative Parents

Substituents

5-phenylimidazole
4-phenylimidazole
Benzamide
Imidazo[1,5-a]pyrazine
Benzoic acid or derivatives
Benzoyl
N-acylpyrrolidine
Aminopyrazine
Monocyclic benzene moiety
N-substituted imidazole
Imidolactam
Pyrazine
Pyridine
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Azacycle
Carboxylic acid derivative
Amine
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Primary 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: HMDB0247886)

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	2.69	ALOGPS
logP	2.56	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.34	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	118.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	135.72 m³·mol⁻¹	ChemAxon
Polarizability	50.86 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]+	202.427	30932474
DeepCCS	[M-H]-	200.069	30932474
DeepCCS	[M-2H]-	232.955	30932474
DeepCCS	[M+Na]+	208.52	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acalabrutinib	CC#CC(=O)N1CCCC1C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1	5668.6	Standard polar	33892256
Acalabrutinib	CC#CC(=O)N1CCCC1C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1	4712.9	Standard non polar	33892256
Acalabrutinib	CC#CC(=O)N1CCCC1C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1	4734.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acalabrutinib,1TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	4657.6	Semi standard non polar	33892256
Acalabrutinib,1TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	3527.5	Standard non polar	33892256
Acalabrutinib,1TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	6560.5	Standard polar	33892256
Acalabrutinib,1TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N)=NC=CN12	4379.9	Semi standard non polar	33892256
Acalabrutinib,1TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N)=NC=CN12	3210.0	Standard non polar	33892256
Acalabrutinib,1TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N)=NC=CN12	6320.7	Standard polar	33892256
Acalabrutinib,2TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	4373.2	Semi standard non polar	33892256
Acalabrutinib,2TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	3237.3	Standard non polar	33892256
Acalabrutinib,2TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N[Si](C)(C)C)=NC=CN12	5925.3	Standard polar	33892256
Acalabrutinib,2TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	4528.9	Semi standard non polar	33892256
Acalabrutinib,2TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	3468.8	Standard non polar	33892256
Acalabrutinib,2TMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	6123.8	Standard polar	33892256
Acalabrutinib,3TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	4306.0	Semi standard non polar	33892256
Acalabrutinib,3TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	3275.2	Standard non polar	33892256
Acalabrutinib,3TMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C)C=C2)=C2C(N([Si](C)(C)C)[Si](C)(C)C)=NC=CN12	5448.2	Standard polar	33892256
Acalabrutinib,1TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	4823.2	Semi standard non polar	33892256
Acalabrutinib,1TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	3694.4	Standard non polar	33892256
Acalabrutinib,1TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	6500.3	Standard polar	33892256
Acalabrutinib,1TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N)=NC=CN12	4568.7	Semi standard non polar	33892256
Acalabrutinib,1TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N)=NC=CN12	3392.7	Standard non polar	33892256
Acalabrutinib,1TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N)=NC=CN12	6257.2	Standard polar	33892256
Acalabrutinib,2TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	4686.0	Semi standard non polar	33892256
Acalabrutinib,2TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	3631.4	Standard non polar	33892256
Acalabrutinib,2TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N[Si](C)(C)C(C)(C)C)=NC=CN12	5861.5	Standard polar	33892256
Acalabrutinib,2TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	4888.3	Semi standard non polar	33892256
Acalabrutinib,2TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	3911.4	Standard non polar	33892256
Acalabrutinib,2TBDMS,isomer #2	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)NC3=CC=CC=N3)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	6012.8	Standard polar	33892256
Acalabrutinib,3TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	4775.5	Semi standard non polar	33892256
Acalabrutinib,3TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	3917.6	Standard non polar	33892256
Acalabrutinib,3TBDMS,isomer #1	CC#CC(=O)N1CCCC1C1=NC(C2=CC=C(C(=O)N(C3=CC=CC=N3)[Si](C)(C)C(C)(C)C)C=C2)=C2C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=CN12	5443.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Acalabrutinib GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-9628400000-39bb2698cb40f40d9f64	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acalabrutinib 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 - Acalabrutinib 10V, Positive-QTOF	splash10-014i-0000900000-49693a6109ef2d721095	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acalabrutinib 20V, Positive-QTOF	splash10-014i-0002900000-dfa804fb9d3bb65c89d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acalabrutinib 40V, Positive-QTOF	splash10-001i-4009400000-44f01ac588bf1c452adf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acalabrutinib 10V, Negative-QTOF	splash10-03di-0000900000-102133b22290ef2e72b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acalabrutinib 20V, Negative-QTOF	splash10-03di-3037900000-85e6ce8ffaa2231e42e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acalabrutinib 40V, Negative-QTOF	splash10-002f-9035100000-b52b37ea72409c2acef6	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

64870108

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acalabrutinib

METLIN ID

Not Available

PubChem Compound

71226663

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 Acalabrutinib (HMDB0247886)

MOL for HMDB0247886 (Acalabrutinib)

3D MOL for HMDB0247886 (Acalabrutinib)

3D SDF for HMDB0247886 (Acalabrutinib)

3D-SDF for HMDB0247886 (Acalabrutinib)

PDB for HMDB0247886 (Acalabrutinib)

3D PDB for HMDB0247886 (Acalabrutinib)

SMILES for HMDB0247886 (Acalabrutinib)

INCHI for HMDB0247886 (Acalabrutinib)

Structure for HMDB0247886 (Acalabrutinib)

3D Structure for HMDB0247886 (Acalabrutinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra