# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 16:53:53 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-butoxy-9-(2,6-difluorobenzyl)-N-(2-morpholin-4-ylethyl)-9H-purin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1nc(NCCN2CCOCC2)c3ncn(Cc4c(F)cccc4F)c3n1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 I24  I24  2-butoxy-9-(2,6-difluorobenzyl)-N-(2-morpholin-4-ylethyl)-9H-purin-6-amine  ligand  60  32  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_I24
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 I24  N1    N  N     0  -0.493   8.5805  50.1063  72.4744
 I24  C2    C  CR6   0   0.551   9.2937  49.4343  73.3541
 I24  N3    N  N     0  -0.528   9.3877  49.6307  74.6706
 I24  C4    C  CR6   0   0.509   8.6936  50.6231  75.2268
 I24  C5    C  CR56  0   0.502   7.8861  51.0865  73.0506
 I24  C6    C  CR56  0  -0.047   7.8714  51.4128  74.3938
 I24  N7    N  N     0  -0.458   7.0444  52.4820  74.6289
 I24  C8    C  CR15  0   0.111   6.5765  52.7862  73.4547
 I24  N9    N  NR5   0  -0.491   7.0505  51.9811  72.4557
 I24  N10   N  NH1   0  -0.650   8.7976  50.8568  76.5342
 I24  O11   O  O2    0  -0.470  10.0529  48.4223  72.9390
 I24  C12   C  CH2   0  -0.282   9.5789  50.0735  77.4588
 I24  C13   C  CH2   0  -0.286   9.7793  50.8810  78.7340
 I24  N14   N  NT    0  -0.437   8.5317  51.4341  79.2190
 I24  C15   C  CH2   0  -0.297   7.6302  50.4353  79.7644
 I24  C16   C  CH2   0  -0.167   6.3132  51.0843  80.1440
 I24  O17   O  O2    0  -0.481   6.4972  52.1406  81.0597
 I24  C18   C  CH2   0  -0.172   7.3797  53.1111  80.5415
 I24  C19   C  CH2   0  -0.282   8.7223  52.5084  80.1753
 I24  C20   C  CH2   0  -0.160   9.9828  48.0042  71.5746
 I24  C21   C  CH2   0  -0.442   8.8079  47.0812  71.3125
 I24  C22   C  CH2   0  -0.418   8.8388  46.5328  69.8903
 I24  C23   C  CH3   0  -0.635   7.7096  45.5479  69.6254
 I24  C24   C  CH2   0  -0.358   6.7492  52.0701  71.0417
 I24  C25   C  CR6   0  -0.271   6.0772  50.8293  70.5273
 I24  C26   C  CR6   0   0.571   4.7994  50.4810  70.9430
 I24  C27   C  CR16  0  -0.373   4.1351  49.3553  70.5036
 I24  C28   C  CR16  0  -0.205   4.7790  48.5308  69.5920
 I24  C29   C  CR16  0  -0.411   6.0552  48.8301  69.1412
 I24  C30   C  CR6   0   0.568   6.6772  49.9656  69.6236
 I24  F31   F  F     0  -0.303   4.1911  51.2948  71.8175
 I24  F32   F  F     0  -0.300   7.9097  50.2504  69.1880
 I24  H10   H  HNH1  0   0.389   8.2068  51.5638  76.9499
 I24  H8    H  HCR5  0   0.272   5.8870  53.5899  73.2430
 I24  H241  H  HCH2  0   0.286   6.1100  52.9413  70.8996
 I24  H242  H  HCH2  0   0.289   7.6701  52.2675  70.4970
 I24  H121  H  HCH2  0   0.223   9.0953  49.1142  77.6699
 I24  H122  H  HCH2  0   0.252  10.5530  49.8411  77.0276
 I24  H201  H  HCH2  0   0.234   9.9521  48.8682  70.9081
 I24  H202  H  HCH2  0   0.223  10.9213  47.4758  71.4017
 I24  H131  H  HCH2  0   0.212  10.2851  50.2475  79.4788
 I24  H132  H  HCH2  0   0.234  10.4527  51.7137  78.5162
 I24  H151  H  HCH2  0   0.240   7.4325  49.6614  79.0197
 I24  H152  H  HCH2  0   0.199   8.0679  49.9339  80.6444
 I24  H191  H  HCH2  0   0.195   9.2358  52.1610  81.0877
 I24  H192  H  HCH2  0   0.233   9.3471  53.2854  79.7285
 I24  H161  H  HCH2  0   0.194   5.8140  51.4454  79.2333
 I24  H162  H  HCH2  0   0.228   5.6579  50.3519  80.6179
 I24  H181  H  HCH2  0   0.195   6.9457  53.5879  79.6511
 I24  H182  H  HCH2  0   0.228   7.5074  53.8786  81.3059
 I24  H211  H  HCH2  0   0.212   8.8337  46.2496  72.0235
 I24  H212  H  HCH2  0   0.232   7.8689  47.6166  71.4766
 I24  H221  H  HCH2  0   0.213   8.7853  47.3618  69.1780
 I24  H222  H  HCH2  0   0.212   9.7992  46.0408  69.7087
 I24  H231  H  HCH3  0   0.210   7.7791  44.6845  70.2897
 I24  H232  H  HCH3  0   0.210   6.7347  46.0101  69.7901
 I24  H233  H  HCH3  0   0.225   7.7335  45.1783  68.6000
 I24  H27   H  HCR6  0   0.259   3.1385  49.1335  70.8588
 I24  H28   H  HCR6  0   0.246   4.2772  47.6456  69.2266
 I24  H29   H  HCR6  0   0.263   6.5609  48.1961  68.4258

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 I24  N1   C2    aromatic  1.317  0.020  1.317
 I24  N1   C5    aromatic  1.332  0.020  1.332
 I24  C2   N3    aromatic  1.334  0.020  1.334
 I24  C2   O11   single    1.332  0.020  1.332
 I24  N3   C4    aromatic  1.333  0.020  1.333
 I24  C4   C6    aromatic  1.412  0.020  1.412
 I24  C4   N10   single    1.332  0.020  1.332
 I24  C5   C6    aromatic  1.382  0.020  1.382
 I24  C5   N9    aromatic  1.361  0.020  1.361
 I24  C6   N7    aromatic  1.372  0.020  1.372
 I24  N7   C8    aromatic  1.300  0.020  1.300
 I24  C8   N9    aromatic  1.368  0.020  1.368
 I24  N9   C24   single    1.448  0.020  1.448
 I24  N10  C12   single    1.442  0.020  1.442
 I24  O11  C20   single    1.429  0.020  1.429
 I24  C12  C13   single    1.523  0.020  1.523
 I24  C13  N14   single    1.448  0.020  1.448
 I24  N14  C15   single    1.452  0.020  1.452
 I24  N14  C19   single    1.451  0.020  1.451
 I24  C15  C16   single    1.517  0.020  1.517
 I24  C16  O17   single    1.410  0.020  1.410
 I24  O17  C18   single    1.410  0.020  1.410
 I24  C18  C19   single    1.517  0.020  1.517
 I24  C20  C21   single    1.517  0.020  1.517
 I24  C21  C22   single    1.525  0.020  1.525
 I24  C22  C23   single    1.522  0.020  1.522
 I24  C24  C25   single    1.502  0.020  1.502
 I24  C25  C26   aromatic  1.388  0.020  1.388
 I24  C25  C30   aromatic  1.387  0.020  1.387
 I24  C26  C27   aromatic  1.379  0.020  1.379
 I24  C26  F31   single    1.341  0.020  1.341
 I24  C27  C28   aromatic  1.388  0.020  1.388
 I24  C28  C29   aromatic  1.386  0.020  1.386
 I24  C29  C30   aromatic  1.382  0.020  1.382
 I24  C30  F32   single    1.338  0.020  1.338
 I24  N10  H10   single    0.860  0.020  1.020
 I24  C8   H8    single    0.930  0.020  1.080
 I24  C24  H241  single    0.970  0.020  1.090
 I24  C24  H242  single    0.970  0.020  1.090
 I24  C12  H121  single    0.970  0.020  1.090
 I24  C12  H122  single    0.970  0.020  1.090
 I24  C20  H201  single    0.970  0.020  1.090
 I24  C20  H202  single    0.970  0.020  1.090
 I24  C13  H131  single    0.970  0.020  1.090
 I24  C13  H132  single    0.970  0.020  1.090
 I24  C15  H151  single    0.970  0.020  1.090
 I24  C15  H152  single    0.970  0.020  1.090
 I24  C19  H191  single    0.970  0.020  1.090
 I24  C19  H192  single    0.970  0.020  1.090
 I24  C16  H161  single    0.970  0.020  1.090
 I24  C16  H162  single    0.970  0.020  1.090
 I24  C18  H181  single    0.970  0.020  1.090
 I24  C18  H182  single    0.970  0.020  1.090
 I24  C21  H211  single    0.970  0.020  1.090
 I24  C21  H212  single    0.970  0.020  1.090
 I24  C22  H221  single    0.970  0.020  1.090
 I24  C22  H222  single    0.970  0.020  1.090
 I24  C23  H231  single    0.970  0.020  1.090
 I24  C23  H232  single    0.970  0.020  1.090
 I24  C23  H233  single    0.970  0.020  1.090
 I24  C27  H27   single    0.930  0.020  1.080
 I24  C28  H28   single    0.930  0.020  1.080
 I24  C29  H29   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 I24  C5    N1   C2    111.64  3.000
 I24  O11   C2   N3    112.29  3.000
 I24  O11   C2   N1    119.24  3.000
 I24  N3    C2   N1    128.47  3.000
 I24  C4    N3   C2    118.99  3.000
 I24  N10   C4   C6    121.76  3.000
 I24  N10   C4   N3    119.97  3.000
 I24  C6    C4   N3    118.27  3.000
 I24  N9    C5   C6    105.25  3.000
 I24  N9    C5   N1    127.92  3.000
 I24  C6    C5   N1    126.83  3.000
 I24  N7    C6   C5    110.91  3.000
 I24  N7    C6   C4    133.30  3.000
 I24  C5    C6   C4    115.79  3.000
 I24  C8    N7   C6    104.16  3.000
 I24  H8    C8   N9    121.07  3.000
 I24  H8    C8   N7    125.53  3.000
 I24  N9    C8   N7    113.40  3.000
 I24  C24   N9   C8    127.21  3.000
 I24  C24   N9   C5    126.50  3.000
 I24  C8    N9   C5    106.28  3.000
 I24  H10   N10  C12   115.65  3.000
 I24  H10   N10  C4    118.73  3.000
 I24  C12   N10  C4    125.19  3.000
 I24  C20   O11  C2    119.48  3.000
 I24  H122  C12  H121  106.51  3.000
 I24  H122  C12  C13   109.07  3.000
 I24  H121  C12  C13   111.18  3.000
 I24  H122  C12  N10   110.26  3.000
 I24  H121  C12  N10   111.11  3.000
 I24  C13   C12  N10   108.68  3.000
 I24  H132  C13  H131  106.88  3.000
 I24  H132  C13  N14   107.85  3.000
 I24  H131  C13  N14   112.89  3.000
 I24  H132  C13  C12   108.56  3.000
 I24  H131  C13  C12   108.78  3.000
 I24  N14   C13  C12   111.69  3.000
 I24  C19   N14  C15   110.09  3.000
 I24  C19   N14  C13   112.97  3.000
 I24  C15   N14  C13   113.45  3.000
 I24  H152  C15  H151  107.08  3.000
 I24  H152  C15  C16   109.84  3.000
 I24  H151  C15  C16   108.47  3.000
 I24  H152  C15  N14   111.46  3.000
 I24  H151  C15  N14   110.11  3.000
 I24  C16   C15  N14   109.80  3.000
 I24  H162  C16  H161  107.91  3.000
 I24  H162  C16  O17   107.41  3.000
 I24  H161  C16  O17   110.56  3.000
 I24  H162  C16  C15   110.06  3.000
 I24  H161  C16  C15   109.11  3.000
 I24  O17   C16  C15   111.71  3.000
 I24  C18   O17  C16   111.01  3.000
 I24  H182  C18  H181  107.97  3.000
 I24  H182  C18  C19   110.19  3.000
 I24  H181  C18  C19   109.04  3.000
 I24  H182  C18  O17   107.46  3.000
 I24  H181  C18  O17   110.43  3.000
 I24  C19   C18  O17   111.67  3.000
 I24  H192  C19  H191  107.22  3.000
 I24  H192  C19  C18   108.81  3.000
 I24  H191  C19  C18   109.73  3.000
 I24  H192  C19  N14   109.41  3.000
 I24  H191  C19  N14   111.91  3.000
 I24  C18   C19  N14   109.70  3.000
 I24  H202  C20  H201  108.11  3.000
 I24  H202  C20  C21   110.14  3.000
 I24  H201  C20  C21   110.75  3.000
 I24  H202  C20  O11   104.53  3.000
 I24  H201  C20  O11   110.66  3.000
 I24  C21   C20  O11   112.40  3.000
 I24  H212  C21  H211  107.15  3.000
 I24  H212  C21  C22   109.49  3.000
 I24  H211  C21  C22   109.41  3.000
 I24  H212  C21  C20   109.96  3.000
 I24  H211  C21  C20   109.38  3.000
 I24  C22   C21  C20   111.37  3.000
 I24  H222  C22  H221  105.99  3.000
 I24  H222  C22  C23   109.35  3.000
 I24  H221  C22  C23   109.92  3.000
 I24  H222  C22  C21   109.53  3.000
 I24  H221  C22  C21   109.50  3.000
 I24  C23   C22  C21   112.34  3.000
 I24  H233  C23  H232  107.76  3.000
 I24  H233  C23  H231  107.63  3.000
 I24  H232  C23  H231  107.46  3.000
 I24  H233  C23  C22   111.52  3.000
 I24  H232  C23  C22   111.25  3.000
 I24  H231  C23  C22   111.03  3.000
 I24  H242  C24  H241  106.63  3.000
 I24  H242  C24  C25   110.92  3.000
 I24  H241  C24  C25   110.69  3.000
 I24  H242  C24  N9    108.90  3.000
 I24  H241  C24  N9    107.36  3.000
 I24  C25   C24  N9    112.12  3.000
 I24  C30   C25  C26   115.93  3.000
 I24  C30   C25  C24   122.97  3.000
 I24  C26   C25  C24   121.10  3.000
 I24  F31   C26  C27   119.00  3.000
 I24  F31   C26  C25   117.44  3.000
 I24  C27   C26  C25   123.56  3.000
 I24  H27   C27  C28   121.45  3.000
 I24  H27   C27  C26   120.47  3.000
 I24  C28   C27  C26   118.09  3.000
 I24  H28   C28  C29   119.62  3.000
 I24  H28   C28  C27   119.55  3.000
 I24  C29   C28  C27   120.84  3.000
 I24  H29   C29  C30   120.15  3.000
 I24  H29   C29  C28   121.27  3.000
 I24  C30   C29  C28   118.58  3.000
 I24  F32   C30  C29   118.43  3.000
 I24  F32   C30  C25   118.57  3.000
 I24  C29   C30  C25   123.00  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 I24  CONST_01  C4    N3   C2   N1      0.00   0.0  0
 I24  CONST_02  C4    C6   C5   N1      0.00   0.0  0
 I24  CONST_03  N7    C6   C5   N1    180.00   0.0  0
 I24  CONST_04  C8    N9   C5   N1    180.00   0.0  0
 I24  CONST_05  C6    C5   N1   C2      0.00   0.0  0
 I24  CONST_06  N9    C5   N1   C2    180.00   0.0  0
 I24  CONST_07  C6    C4   N3   C2      0.00   0.0  0
 I24  CONST_08  C5    N1   C2   N3      0.00   0.0  0
 I24  CONST_09  C5    C6   C4   N3      0.00   0.0  0
 I24  CONST_10  N7    C6   C4   N3    180.00   0.0  0
 I24  CONST_11  N9    C5   C6   C4    180.00   0.0  0
 I24  CONST_12  C8    N7   C6   C4    180.00   0.0  0
 I24  CONST_13  C8    N7   C6   C5      0.00   0.0  0
 I24  CONST_14  N7    C8   N9   C5      0.00   0.0  0
 I24  CONST_15  C8    N9   C5   C6      0.00   0.0  0
 I24  CONST_16  N9    C8   N7   C6      0.00   0.0  0
 I24  CONST_17  N9    C5   C6   N7      0.00   0.0  0
 I24  CONST_18  C28   C27  C26  C25     0.00   0.0  0
 I24  CONST_19  C28   C29  C30  C25     0.00   0.0  0
 I24  CONST_20  C29   C30  C25  C26     0.00   0.0  0
 I24  CONST_21  C29   C28  C27  C26     0.00   0.0  0
 I24  CONST_22  C30   C25  C26  C27     0.00   0.0  0
 I24  CONST_23  C30   C29  C28  C27     0.00   0.0  0
 I24  CONST_24  C24   N9   C5   N1      0.00   0.0  0
 I24  CONST_25  N10   C4   N3   C2    180.00   0.0  0
 I24  CONST_26  O11   C2   N3   C4    180.00   0.0  0
 I24  CONST_27  O11   C2   N1   C5    180.00   0.0  0
 I24  CONST_28  N10   C4   C6   C5    180.00   0.0  0
 I24  CONST_29  C24   N9   C5   C6    180.00   0.0  0
 I24  CONST_30  N10   C4   C6   N7      0.00   0.0  0
 I24  CONST_31  C24   N9   C8   N7    180.00   0.0  0
 I24  CONST_32  C27   C26  C25  C24   180.00   0.0  0
 I24  CONST_33  C29   C30  C25  C24   180.00   0.0  0
 I24  CONST_34  F32   C30  C25  C26   180.00   0.0  0
 I24  CONST_35  F31   C26  C27  C28   180.00   0.0  0
 I24  CONST_36  F32   C30  C29  C28   180.00   0.0  0
 I24  CONST_37  F31   C26  C25  C30   180.00   0.0  0
 I24  CONST_38  H8    C8   N9   C5    180.00   0.0  0
 I24  CONST_39  H27   C27  C26  C25   180.00   0.0  0
 I24  CONST_40  H29   C29  C30  C25   180.00   0.0  0
 I24  CONST_41  H28   C28  C27  C26   180.00   0.0  0
 I24  CONST_42  C12   N10  C4   N3      0.00   0.0  0
 I24  CONST_43  C12   N10  C4   C6    180.00   0.0  0
 I24  CONST_44  H10   N10  C4   N3    180.00   0.0  0
 I24  Var_01    O17   C16  C15  N14   -56.86  30.0  1
 I24  Var_02    O17   C18  C19  N14    57.20  30.0  1
 I24  Var_03    C18   C19  N14  C15   -56.90  30.0  1
 I24  Var_04    C19   N14  C15  C16    56.77  30.0  1
 I24  Var_05    C19   C18  O17  C16   -57.09  30.0  1
 I24  Var_06    C25   C24  N9   C5     62.61  30.0  2
 I24  Var_07    C26   C25  C24  N9     66.93  30.0  2
 I24  Var_08    C15   N14  C13  C12    70.89  30.0  3
 I24  Var_09    C21   C20  O11  C2    -81.94  30.0  3
 I24  Var_10    C13   C12  N10  C4    163.08  30.0  3
 I24  Var_11    N14   C13  C12  N10    48.96  30.0  3
 I24  Var_12    C22   C21  C20  O11  -173.99  30.0  3
 I24  Var_13    C23   C22  C21  C20   177.06  30.0  3
 I24  Var_14    H231  C23  C22  C21   -61.02  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 I24  plan-1  C24  0.020
 I24  plan-1  C25  0.020
 I24  plan-1  C26  0.020
 I24  plan-1  C27  0.020
 I24  plan-1  C28  0.020
 I24  plan-1  C29  0.020
 I24  plan-1  C30  0.020
 I24  plan-1  F31  0.020
 I24  plan-1  F32  0.020
 I24  plan-1  H27  0.020
 I24  plan-1  H28  0.020
 I24  plan-1  H29  0.020
 I24  plan-2  N1   0.020
 I24  plan-2  C2   0.020
 I24  plan-2  N3   0.020
 I24  plan-2  C4   0.020
 I24  plan-2  C5   0.020
 I24  plan-2  C6   0.020
 I24  plan-2  N7   0.020
 I24  plan-2  C8   0.020
 I24  plan-2  N9   0.020
 I24  plan-2  N10  0.020
 I24  plan-2  O11  0.020
 I24  plan-2  C24  0.020
 I24  plan-2  H8   0.020
 I24  plan-3  C4   0.020
 I24  plan-3  N10  0.020
 I24  plan-3  C12  0.020
 I24  plan-3  H10  0.020

