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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 20:31:35 UTC

Update Date

2021-09-24 20:31:36 UTC

HMDB ID

HMDB0304875

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zanubrutinib

Description

Zanubrutinib, also known as brukinsa, 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 Zanubrutinib.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309242122322D          

 35 39  0  0  1  0            999 V2000
    0.0768    0.9256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  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  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  4 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  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 23 35  1  0  0  0  0
M  END

HMDB0304875
     RDKit          3D
Zanubrutinib
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.7161    2.9464    2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3949    2.4463    1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9693    1.5068    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752    1.1744   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7395    0.8790    0.0683 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551    1.0055    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607    0.2135    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1176    0.0641   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -1.2146   -1.4504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1784   -2.4415   -1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -3.7040   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856   -3.5325   -1.3434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688   -2.3346   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -2.0280   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -3.0791   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1671   -2.7556    0.2575 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6954   -4.2935   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -0.6817   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007    0.0458    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718    0.8482    1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    1.5718    1.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935    1.5127    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.2516    1.7684 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6271    2.1312    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4936    1.1425    1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7474    0.9387    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0693    1.8127   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225    2.8108   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981    2.9674    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4128    0.7260    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243    0.0187   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2571   -0.2122   -0.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.1888   -0.9813 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.2316   -1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6101   -0.0528   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    3.6747    2.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7090    2.7664    2.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4560    2.8055    1.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    2.0793    0.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060    0.7543    1.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4404   -0.7806    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532    0.6729    0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.8840   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.1641   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -2.4695   -0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517   -2.4918   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177   -4.4200   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7429   -4.2808   -2.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -4.3157   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4572    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131   -2.8109   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214    0.9041    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    2.1883    2.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2447    0.4537    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180    0.1524    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0335    1.6990   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418    3.4771   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337    3.7549   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3496    0.6603   -0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -0.5600   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4727    1.2421   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278   -0.4904   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.1086   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4908    0.1084   -1.7123 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 22 30  1  0
 30 31  2  0
 18 32  2  0
 32 33  1  0
  8 34  1  0
 34 35  1  0
 35  5  1  0
 33  9  1  0
 33 13  1  0
 31 19  1  0
 29 24  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 16 50  1  0
 16 51  1  0
 20 52  1  0
 21 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 34 61  1  0
 34 62  1  0
 35 63  1  0
 35 64  1  0
M  END


  Mrv1652309242122322D          

 35 39  0  0  1  0            999 V2000
    0.0768    0.9256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  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  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  4 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  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 23 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304875

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1=C2NCC[C@@H](C3CCN(CC3)C(=O)C=C)N2N=C1C1=CC=C(OC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/t22-/m0/s1

> <INCHI_KEY>
RNOAOAWBMHREKO-QFIPXVFZSA-N

> <FORMULA>
C27H29N5O3

> <MOLECULAR_WEIGHT>
471.561

> <EXACT_MASS>
471.227039814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.381078970827474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S)-2-(4-phenoxyphenyl)-7-[1-(prop-2-enoyl)piperidin-4-yl]-4H,5H,6H,7H-pyrazolo[1,5-a]pyrimidine-3-carboxamide

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.415974260666667

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.861172319867268

> <JCHEM_PKA_STRONGEST_BASIC>
3.0539319066113735

> <JCHEM_POLAR_SURFACE_AREA>
102.48000000000002

> <JCHEM_REFRACTIVITY>
146.24649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-2-(4-phenoxyphenyl)-7-[1-(prop-2-enoyl)piperidin-4-yl]-4H,5H,6H,7H-pyrazolo[1,5-a]pyrimidine-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304875
     RDKit          3D
Zanubrutinib
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.7161    2.9464    2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3949    2.4463    1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9693    1.5068    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752    1.1744   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7395    0.8790    0.0683 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551    1.0055    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607    0.2135    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1176    0.0641   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -1.2146   -1.4504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1784   -2.4415   -1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -3.7040   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856   -3.5325   -1.3434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688   -2.3346   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -2.0280   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -3.0791   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1671   -2.7556    0.2575 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6954   -4.2935   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -0.6817   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007    0.0458    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718    0.8482    1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    1.5718    1.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935    1.5127    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.2516    1.7684 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6271    2.1312    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4936    1.1425    1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7474    0.9387    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0693    1.8127   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225    2.8108   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981    2.9674    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4128    0.7260    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243    0.0187   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2571   -0.2122   -0.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.1888   -0.9813 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.2316   -1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6101   -0.0528   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    3.6747    2.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7090    2.7664    2.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4560    2.8055    1.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    2.0793    0.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060    0.7543    1.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4404   -0.7806    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532    0.6729    0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.8840   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.1641   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -2.4695   -0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517   -2.4918   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177   -4.4200   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7429   -4.2808   -2.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -4.3157   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4572    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131   -2.8109   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214    0.9041    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    2.1883    2.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2447    0.4537    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180    0.1524    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0335    1.6990   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418    3.4771   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337    3.7549   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3496    0.6603   -0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -0.5600   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4727    1.2421   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278   -0.4904   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.1086   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4908    0.1084   -1.7123 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 22 30  1  0
 30 31  2  0
 18 32  2  0
 32 33  1  0
  8 34  1  0
 34 35  1  0
 35  5  1  0
 33  9  1  0
 33 13  1  0
 31 19  1  0
 29 24  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 16 50  1  0
 16 51  1  0
 20 52  1  0
 21 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 34 61  1  0
 34 62  1  0
 35 63  1  0
 35 64  1  0
M  END

HEADER    PROTEIN                                 24-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-21         0                                  
HETATM    1  N   UNK     0       0.143   1.728   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.680   2.552   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.924   0.237   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -6.693   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.924  -7.463   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.590  -6.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -5.153   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924  -9.003   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.258  -9.773   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.590  -9.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590 -11.313   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.590  -2.073   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.940  -1.303   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.710   0.031   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.250   0.031   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.020   1.365   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.250   2.698   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.710   2.698   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.940   1.365   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20    9    5   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    4   23                                                  
CONECT   23   22   24   35                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   26   35                                                       
CONECT   35   34   23                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0304875
HETATM    1  C1  UNL     1      -6.716   2.946   2.216  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.395   2.446   1.234  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.969   1.507   0.242  1.00  0.00           C  
HETATM    4  O1  UNL     1      -7.875   1.174  -0.654  1.00  0.00           O  
HETATM    5  N1  UNL     1      -5.739   0.879   0.068  1.00  0.00           N  
HETATM    6  C4  UNL     1      -4.555   1.005   0.847  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.361   0.214   0.413  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.118   0.064  -1.035  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.427  -1.215  -1.450  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.178  -2.442  -1.114  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.415  -3.704  -1.326  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.986  -3.533  -1.343  1.00  0.00           N  
HETATM   13  C10 UNL     1      -0.369  -2.335  -0.935  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.911  -2.028  -0.455  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.896  -3.079  -0.263  1.00  0.00           C  
HETATM   16  N3  UNL     1       3.167  -2.756   0.258  1.00  0.00           N  
HETATM   17  O2  UNL     1       1.695  -4.293  -0.529  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.958  -0.682  -0.226  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.101   0.046   0.287  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.972   0.848   1.424  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.074   1.572   1.898  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.294   1.513   1.265  1.00  0.00           C  
HETATM   23  O3  UNL     1       5.384   2.252   1.768  1.00  0.00           O  
HETATM   24  C18 UNL     1       6.627   2.131   1.121  1.00  0.00           C  
HETATM   25  C19 UNL     1       7.494   1.143   1.526  1.00  0.00           C  
HETATM   26  C20 UNL     1       8.747   0.939   0.951  1.00  0.00           C  
HETATM   27  C21 UNL     1       9.069   1.813  -0.074  1.00  0.00           C  
HETATM   28  C22 UNL     1       8.222   2.811  -0.501  1.00  0.00           C  
HETATM   29  C23 UNL     1       6.998   2.967   0.101  1.00  0.00           C  
HETATM   30  C24 UNL     1       4.413   0.726   0.151  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.324   0.019  -0.308  1.00  0.00           C  
HETATM   32  N4  UNL     1      -0.257  -0.212  -0.557  1.00  0.00           N  
HETATM   33  N5  UNL     1      -1.055  -1.189  -0.981  1.00  0.00           N  
HETATM   34  C26 UNL     1      -4.369   0.232  -1.873  1.00  0.00           C  
HETATM   35  C27 UNL     1      -5.610  -0.053  -1.069  1.00  0.00           C  
HETATM   36  H1  UNL     1      -7.231   3.675   2.893  1.00  0.00           H  
HETATM   37  H2  UNL     1      -5.709   2.766   2.481  1.00  0.00           H  
HETATM   38  H3  UNL     1      -8.456   2.805   1.164  1.00  0.00           H  
HETATM   39  H4  UNL     1      -4.267   2.079   0.843  1.00  0.00           H  
HETATM   40  H5  UNL     1      -4.806   0.754   1.922  1.00  0.00           H  
HETATM   41  H6  UNL     1      -3.440  -0.781   0.890  1.00  0.00           H  
HETATM   42  H7  UNL     1      -2.453   0.673   0.925  1.00  0.00           H  
HETATM   43  H8  UNL     1      -2.440   0.884  -1.354  1.00  0.00           H  
HETATM   44  H9  UNL     1      -2.376  -1.164  -2.580  1.00  0.00           H  
HETATM   45  H10 UNL     1      -3.669  -2.470  -0.122  1.00  0.00           H  
HETATM   46  H11 UNL     1      -4.052  -2.492  -1.847  1.00  0.00           H  
HETATM   47  H12 UNL     1      -2.618  -4.420  -0.475  1.00  0.00           H  
HETATM   48  H13 UNL     1      -2.743  -4.281  -2.241  1.00  0.00           H  
HETATM   49  H14 UNL     1      -0.390  -4.316  -1.665  1.00  0.00           H  
HETATM   50  H15 UNL     1       3.280  -2.457   1.243  1.00  0.00           H  
HETATM   51  H16 UNL     1       4.013  -2.811  -0.340  1.00  0.00           H  
HETATM   52  H17 UNL     1       1.021   0.904   1.932  1.00  0.00           H  
HETATM   53  H18 UNL     1       2.943   2.188   2.787  1.00  0.00           H  
HETATM   54  H19 UNL     1       7.245   0.454   2.330  1.00  0.00           H  
HETATM   55  H20 UNL     1       9.418   0.152   1.284  1.00  0.00           H  
HETATM   56  H21 UNL     1      10.034   1.699  -0.553  1.00  0.00           H  
HETATM   57  H22 UNL     1       8.542   3.477  -1.327  1.00  0.00           H  
HETATM   58  H23 UNL     1       6.334   3.755  -0.237  1.00  0.00           H  
HETATM   59  H24 UNL     1       5.350   0.660  -0.364  1.00  0.00           H  
HETATM   60  H25 UNL     1       3.466  -0.560  -1.206  1.00  0.00           H  
HETATM   61  H26 UNL     1      -4.473   1.242  -2.315  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.328  -0.490  -2.704  1.00  0.00           H  
HETATM   63  H28 UNL     1      -5.654  -1.109  -0.730  1.00  0.00           H  
HETATM   64  H29 UNL     1      -6.491   0.108  -1.712  1.00  0.00           H  
CONECT    1    2    2   36   37
CONECT    2    3   38
CONECT    3    4    4    5
CONECT    5    6   35
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   34   43
CONECT    9   10   33   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   49
CONECT   13   14   14   33
CONECT   14   15   18
CONECT   15   16   17   17
CONECT   16   50   51
CONECT   18   19   32   32
CONECT   19   20   20   31
CONECT   20   21   52
CONECT   21   22   22   53
CONECT   22   23   30
CONECT   23   24
CONECT   24   25   25   29
CONECT   25   26   54
CONECT   26   27   27   55
CONECT   27   28   56
CONECT   28   29   29   57
CONECT   29   58
CONECT   30   31   31   59
CONECT   31   60
CONECT   32   33
CONECT   34   35   61   62
CONECT   35   63   64
END

HMDB0304875
     RDKit          3D
Zanubrutinib
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.7161    2.9464    2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3949    2.4463    1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9693    1.5068    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752    1.1744   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7395    0.8790    0.0683 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551    1.0055    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607    0.2135    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1176    0.0641   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -1.2146   -1.4504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1784   -2.4415   -1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -3.7040   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856   -3.5325   -1.3434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688   -2.3346   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -2.0280   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -3.0791   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1671   -2.7556    0.2575 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6954   -4.2935   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -0.6817   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007    0.0458    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718    0.8482    1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    1.5718    1.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935    1.5127    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.2516    1.7684 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6271    2.1312    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4936    1.1425    1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7474    0.9387    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0693    1.8127   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225    2.8108   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981    2.9674    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4128    0.7260    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243    0.0187   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2571   -0.2122   -0.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.1888   -0.9813 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.2316   -1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6101   -0.0528   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    3.6747    2.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7090    2.7664    2.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4560    2.8055    1.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    2.0793    0.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060    0.7543    1.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4404   -0.7806    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532    0.6729    0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.8840   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.1641   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -2.4695   -0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517   -2.4918   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177   -4.4200   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7429   -4.2808   -2.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -4.3157   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4572    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131   -2.8109   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214    0.9041    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    2.1883    2.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2447    0.4537    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180    0.1524    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0335    1.6990   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418    3.4771   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337    3.7549   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3496    0.6603   -0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -0.5600   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4727    1.2421   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278   -0.4904   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.1086   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4908    0.1084   -1.7123 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 22 30  1  0
 30 31  2  0
 18 32  2  0
 32 33  1  0
  8 34  1  0
 34 35  1  0
 35  5  1  0
 33  9  1  0
 33 13  1  0
 31 19  1  0
 29 24  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 16 50  1  0
 16 51  1  0
 20 52  1  0
 21 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 34 61  1  0
 34 62  1  0
 35 63  1  0
 35 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(1-Acryloyl-4-piperidinyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo(1,5-a)pyrimidine-3-carboxamide	HMDB
Brukinsa	HMDB
(7S)-2-(4-Phenoxyphenyl)-7-(1-(prop-2-enoyl)piperidin-4-yl)-4,5,6,7-tetrahydropyrazolo(1,5-a)pyrimidine-3-carboxamide	MeSH

Chemical Formula

C₂₇H₂₉N₅O₃

Average Molecular Weight

471.561

Monoisotopic Molecular Weight

471.227039814

IUPAC Name

(7S)-2-(4-phenoxyphenyl)-7-[1-(prop-2-enoyl)piperidin-4-yl]-4H,5H,6H,7H-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Traditional Name

(7S)-2-(4-phenoxyphenyl)-7-[1-(prop-2-enoyl)piperidin-4-yl]-4H,5H,6H,7H-pyrazolo[1,5-a]pyrimidine-3-carboxamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1=C2NCC[C@@H](C3CCN(CC3)C(=O)C=C)N2N=C1C1=CC=C(OC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/t22-/m0/s1

InChI Key

RNOAOAWBMHREKO-QFIPXVFZSA-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
Phenylpyrazole
Diaryl ether
Pyrimidinecarboxamide
Pyrazolopyrimidine
N-acyl-piperidine
Phenoxy compound
Pyrazole-4-carboxamide
Phenol ether
Secondary aliphatic/aromatic amine
Pyrimidine
Piperidine
Acrylic acid or derivatives
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Pyrazole
Azole
Primary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304875)

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	3.27	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	3.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.48 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	146.25 m³·mol⁻¹	ChemAxon
Polarizability	51.38 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	213.599	32859911
AllCCS	[M+H-H2O]+	211.751	32859911
AllCCS	[M+Na]+	215.764	32859911
AllCCS	[M+NH4]+	215.284	32859911
AllCCS	[M-H]-	204.138	32859911
AllCCS	[M+Na-2H]-	205.015	32859911
AllCCS	[M+HCOO]-	206.129	32859911
DeepCCS	[M+H]+	205.004	30932474
DeepCCS	[M-H]-	202.609	30932474
DeepCCS	[M-2H]-	235.492	30932474
DeepCCS	[M+Na]+	211.016	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.0039 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1985.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	166.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	103.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	462.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	449.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	149.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	898.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	433.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1394.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	302.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	303.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	52.8 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Zanubrutinib,1TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4595.3	Semi standard non polar	33892256
Zanubrutinib,1TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3462.2	Standard non polar	33892256
Zanubrutinib,1TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5749.8	Standard polar	33892256
Zanubrutinib,1TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4521.6	Semi standard non polar	33892256
Zanubrutinib,1TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3161.7	Standard non polar	33892256
Zanubrutinib,1TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5641.0	Standard polar	33892256
Zanubrutinib,2TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4471.2	Semi standard non polar	33892256
Zanubrutinib,2TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3264.2	Standard non polar	33892256
Zanubrutinib,2TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5260.4	Standard polar	33892256
Zanubrutinib,2TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4539.1	Semi standard non polar	33892256
Zanubrutinib,2TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3548.0	Standard non polar	33892256
Zanubrutinib,2TMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5573.8	Standard polar	33892256
Zanubrutinib,3TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4436.2	Semi standard non polar	33892256
Zanubrutinib,3TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3387.7	Standard non polar	33892256
Zanubrutinib,3TMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C)C3=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5078.1	Standard polar	33892256
Zanubrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4801.1	Semi standard non polar	33892256
Zanubrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3625.7	Standard non polar	33892256
Zanubrutinib,1TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5776.7	Standard polar	33892256
Zanubrutinib,1TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4719.0	Semi standard non polar	33892256
Zanubrutinib,1TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3459.1	Standard non polar	33892256
Zanubrutinib,1TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(N)=O)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5717.4	Standard polar	33892256
Zanubrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4803.2	Semi standard non polar	33892256
Zanubrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3768.6	Standard non polar	33892256
Zanubrutinib,2TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5356.8	Standard polar	33892256
Zanubrutinib,2TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4858.1	Semi standard non polar	33892256
Zanubrutinib,2TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	3876.0	Standard non polar	33892256
Zanubrutinib,2TBDMS,isomer #2	C=CC(=O)N1CCC([C@@H]2CCNC3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5551.8	Standard polar	33892256
Zanubrutinib,3TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4882.5	Semi standard non polar	33892256
Zanubrutinib,3TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	4077.5	Standard non polar	33892256
Zanubrutinib,3TBDMS,isomer #1	C=CC(=O)N1CCC([C@@H]2CCN([Si](C)(C)C(C)(C)C)C3=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C4=CC=C(OC5=CC=CC=C5)C=C4)=NN32)CC1	5166.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 10V, Positive-QTOF	splash10-00di-0000900000-ff4480decec5da90d821	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 20V, Positive-QTOF	splash10-0pb9-0002900000-f62808afedca4a251702	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 40V, Positive-QTOF	splash10-0zmi-0336900000-3b0450ffe1546daede32	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 10V, Negative-QTOF	splash10-00di-0000900000-731071d1dfdbc633fc9e	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 20V, Negative-QTOF	splash10-0006-8007900000-fed41d24f4259d07e548	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zanubrutinib 40V, Negative-QTOF	splash10-0006-9110100000-bc1dc1c2ad2bc0e519b8	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

64835237

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zanubrutinib

METLIN ID

Not Available

PubChem Compound

135565884

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

Not Available

Showing metabocard for Zanubrutinib (HMDB0304875)

MOL for HMDB0304875 (Zanubrutinib)

3D MOL for HMDB0304875 (Zanubrutinib)

3D SDF for HMDB0304875 (Zanubrutinib)

3D-SDF for HMDB0304875 (Zanubrutinib)

PDB for HMDB0304875 (Zanubrutinib)

3D PDB for HMDB0304875 (Zanubrutinib)

SMILES for HMDB0304875 (Zanubrutinib)

INCHI for HMDB0304875 (Zanubrutinib)

Structure for HMDB0304875 (Zanubrutinib)

3D Structure for HMDB0304875 (Zanubrutinib)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra