3D structure for Acalabrutinib (DB11703)

71226662
  -OEChem-10051722333D

58 62  0     1  0  0  0  0  0999 V2000
    4.3925    1.3137   -2.0231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7459    0.5825    2.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7915    1.2000    0.2597 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -2.0401   -0.2447 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621   -0.1352    0.5227 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8597   -4.4079   -1.1301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -3.6571   -0.7713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0983    0.4052   -0.2451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0282    0.6721   -1.6110 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.2562    0.3961 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2583   -0.5392    1.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9662    0.7378    2.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452    1.8312    1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -0.7880    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6377   -2.1928   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900    1.8497   -0.9607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401   -1.0037    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8194   -3.0677   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546   -3.4415   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -0.6589    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294   -4.1995   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563    3.2707   -0.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -0.0521   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8730   -0.9286    1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862    0.2846   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -0.5920    1.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9220    0.0147    0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1774    4.4507   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3217    0.3654    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4468    5.8877   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4800    0.6891   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1869    0.9685    0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5438    1.2481    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3494    0.9487   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1439    1.2400   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193   -0.6980   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453   -1.4303    2.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3456   -0.6685    1.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.7249    2.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6220    0.8692    3.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5134    2.7036    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904    2.1533    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -2.9385   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8360   -5.0319   -1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597    0.1725   -1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3363   -1.4020    2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -2.9632   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6745   -4.5413   -1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    0.7898   -1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -0.8161    2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4932    6.2862    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013    6.0993   -1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    6.4251   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6689    0.1682   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7940    0.9936    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1343    1.4721    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7692    0.9297   -2.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2000    1.4550   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  2  0  0  0  0
  2 29  2  0  0  0  0
  3 10  1  0  0  0  0
  3 13  1  0  0  0  0
  3 16  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  4 18  1  0  0  0  0
  5 14  2  0  0  0  0
  5 17  1  0  0  0  0
  6 19  2  0  0  0  0
  6 21  1  0  0  0  0
  7 19  1  0  0  0  0
  7 47  1  0  0  0  0
  7 48  1  0  0  0  0
  8 29  1  0  0  0  0
  8 31  1  0  0  0  0
  8 54  1  0  0  0  0
  9 31  1  0  0  0  0
  9 34  2  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 36  1  0  0  0  0
 11 12  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 13  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 15 17  2  0  0  0  0
 15 19  1  0  0  0  0
 16 22  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  2  0  0  0  0
 18 43  1  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 44  1  0  0  0  0
 22 28  3  0  0  0  0
 23 25  1  0  0  0  0
 23 45  1  0  0  0  0
 24 26  2  0  0  0  0
 24 46  1  0  0  0  0
 25 27  2  0  0  0  0
 25 49  1  0  0  0  0
 26 27  1  0  0  0  0
 26 50  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 51  1  0  0  0  0
 30 52  1  0  0  0  0
 30 53  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 55  1  0  0  0  0
 33 35  2  0  0  0  0
 33 56  1  0  0  0  0
 34 35  1  0  0  0  0
 34 57  1  0  0  0  0
 35 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11703

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/WDENQIQQYWYTPO-IBGZPJMESA-N/SDF?record_type=3d

> <SMILES>
CC#CC(=O)N1CCC[C@H]1C1=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)/t19-/m0/s1

> <INCHI_KEY>
WDENQIQQYWYTPO-IBGZPJMESA-N

> <FORMULA>
C26H23N7O2

> <MOLECULAR_WEIGHT>
465.517

> <EXACT_MASS>
465.191323009

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
50.99602552087383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for Acalabrutinib (DB11703)

Structure for Acalabrutinib (DB11703)