# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 10:13:47 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: 3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1[nH]nc2ncc(NC(=O)c3c(F)ccc(NC(=O)c4cccc(c4)C(C)(C)C#N)c3F)cc12
#
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
 0WP  0WP  3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide  ligand  56  36  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0WP
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
 0WP  C1   C  C     0   0.522  -2.3240   0.5669  -0.9667
 0WP  C2   C  CR6   0  -0.481  -1.0141   1.2793  -1.1363
 0WP  O3   O  O     0  -0.439  -2.6966  -0.2621  -1.7738
 0WP  C4   C  CR6   0   0.548   0.1786   0.5815  -1.0635
 0WP  C5   C  CR6   0   0.193   1.4130   1.1720  -1.2934
 0WP  C6   C  CR16  0  -0.261   1.4327   2.5272  -1.6109
 0WP  C7   C  CR16  0  -0.426   0.2617   3.2625  -1.6809
 0WP  C8   C  CR6   0   0.586  -0.9397   2.6267  -1.4453
 0WP  F9   F  F     0  -0.295  -2.0801   3.3186  -1.5379
 0WP  F10  F  F     0  -0.285   0.1347  -0.7151  -0.7485
 0WP  N11  N  NH1   0  -0.762   2.5748   0.3945  -1.2221
 0WP  N12  N  NH1   0  -0.723  -3.0008   0.9369   0.1373
 0WP  C13  C  C     0   0.539   3.6873   0.7577  -0.5298
 0WP  C14  C  CR6   0  -0.026   4.8280  -0.2016  -0.6085
 0WP  O15  O  O     0  -0.451   3.7587   1.7880   0.1133
 0WP  C16  C  CR16  0  -0.306   5.0053  -1.0747  -1.6799
 0WP  C17  C  CR16  0  -0.218   6.1039  -1.9159  -1.7023
 0WP  C18  C  CR16  0  -0.312   7.0287  -1.8955  -0.6668
 0WP  C19  C  CR6   0   0.208   6.8692  -1.0239   0.4047
 0WP  C20  C  CR16  0  -0.317   5.7659  -0.1778   0.4178
 0WP  C21  C  CT    0  -0.289   7.8461  -1.0049   1.5788
 0WP  C22  C  CH3   0  -0.615   7.1631  -1.5796   2.8320
 0WP  C23  C  CH3   0  -0.661   9.1476  -1.7689   1.3092
 0WP  C24  C  CR6   0   0.268  -4.2676   0.5086   0.5560
 0WP  C25  C  CR16  0  -0.246  -4.9847  -0.5248   0.0053
 0WP  C26  C  CR56  0  -0.195  -6.2326  -0.7801   0.5929
 0WP  C27  C  CR56  0   0.369  -6.6906  -0.0033   1.6886
 0WP  N28  N  N     0  -0.413  -5.9714   1.0097   2.2185
 0WP  C29  C  CR16  0  -0.135  -4.8203   1.2343   1.6591
 0WP  C30  C  CR5   0   0.588  -7.2649  -1.6954   0.3871
 0WP  N31  N  NR15  0  -0.481  -8.1918  -1.4125   1.3084
 0WP  N32  N  N     0  -0.331  -7.8821  -0.3874   2.1230
 0WP  C33  C  CSP   0   0.155   8.2092   0.3928   1.8468
 0WP  N34  N  NS    0  -0.263   8.5067   1.4821   2.0679
 0WP  O35  O  O2    0  -0.443  -7.3240  -2.6477  -0.5237
 0WP  C36  C  CH3   0  -0.456  -8.4547  -3.5158  -0.5113
 0WP  H1   H  HCR6  0   0.297   2.3727   3.0155  -1.8218
 0WP  H2   H  HCR6  0   0.297   0.2848   4.3134  -1.9341
 0WP  H3   H  HNH1  0   0.423   2.5218  -0.5447  -1.5853
 0WP  H4   H  HNH1  0   0.428  -2.5454   1.6039   0.7434
 0WP  H5   H  HCR6  0   0.269   4.3179  -1.0899  -2.5160
 0WP  H6   H  HCR6  0   0.271   6.2508  -2.5875  -2.5373
 0WP  H7   H  HCR6  0   0.273   7.8764  -2.5644  -0.7141
 0WP  H8   H  HCR6  0   0.265   5.6200   0.5171   1.2365
 0WP  H9   H  HCH3  0   0.255   7.8457  -1.5688   3.6816
 0WP  H10  H  HCH3  0   0.254   6.2686  -1.0195   3.1001
 0WP  H11  H  HCH3  0   0.256   6.8744  -2.6116   2.6347
 0WP  H12  H  HCH3  0   0.260   9.6544  -1.4077   0.4153
 0WP  H13  H  HCH3  0   0.268   9.8219  -1.6594   2.1569
 0WP  H14  H  HCH3  0   0.258   8.9412  -2.8320   1.1894
 0WP  H15  H  HCR6  0   0.290  -4.6205  -1.1117  -0.8226
 0WP  H16  H  HCR6  0   0.279  -4.2312   2.0484   2.0747
 0WP  H17  H  HNR5  0   0.442  -9.0754  -1.8822   1.4460
 0WP  H18  H  HCH3  0   0.274  -8.3048  -4.2235  -1.3204
 0WP  H19  H  HCH3  0   0.249  -8.5241  -4.0614   0.4318
 0WP  H20  H  HCH3  0   0.246  -9.3809  -2.9653  -0.6885

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
 0WP  N34  C33  triple    1.151  0.020  1.151
 0WP  C33  C21  single    1.469  0.020  1.469
 0WP  C22  C21  single    1.539  0.020  1.539
 0WP  C21  C23  single    1.533  0.020  1.533
 0WP  C21  C19  single    1.527  0.020  1.527
 0WP  C18  C19  aromatic  1.390  0.020  1.390
 0WP  C18  C17  aromatic  1.388  0.020  1.388
 0WP  C19  C20  aromatic  1.390  0.020  1.390
 0WP  C17  C16  aromatic  1.384  0.020  1.384
 0WP  C20  C14  aromatic  1.390  0.020  1.390
 0WP  C16  C14  aromatic  1.393  0.020  1.393
 0WP  C14  C13  single    1.493  0.020  1.493
 0WP  O15  C13  double    1.217  0.020  1.217
 0WP  C13  N11  single    1.360  0.020  1.360
 0WP  N11  C5   single    1.400  0.020  1.400
 0WP  F10  C4   single    1.335  0.020  1.335
 0WP  C5   C4   aromatic  1.388  0.020  1.388
 0WP  C5   C6   aromatic  1.392  0.020  1.392
 0WP  C4   C2   aromatic  1.384  0.020  1.384
 0WP  C6   C7   aromatic  1.384  0.020  1.384
 0WP  C2   C1   single    1.501  0.020  1.501
 0WP  C2   C8   aromatic  1.384  0.020  1.384
 0WP  O3   C1   double    1.216  0.020  1.216
 0WP  C1   N12  single    1.347  0.020  1.347
 0WP  N12  C24  single    1.401  0.020  1.401
 0WP  C7   C8   aromatic  1.380  0.020  1.380
 0WP  C24  C29  aromatic  1.431  0.020  1.431
 0WP  C24  C25  aromatic  1.373  0.020  1.373
 0WP  C29  N28  aromatic  1.299  0.020  1.299
 0WP  C8   F9   single    1.337  0.020  1.337
 0WP  C25  C26  aromatic  1.403  0.020  1.403
 0WP  N28  C27  aromatic  1.351  0.020  1.351
 0WP  C26  C27  aromatic  1.419  0.020  1.419
 0WP  C26  C30  aromatic  1.395  0.020  1.395
 0WP  C27  N32  aromatic  1.325  0.020  1.325
 0WP  C30  O35  single    1.319  0.020  1.319
 0WP  C30  N31  aromatic  1.337  0.020  1.337
 0WP  O35  C36  single    1.426  0.020  1.426
 0WP  N32  N31  aromatic  1.346  0.020  1.346
 0WP  C6   H1   single    0.930  0.020  1.080
 0WP  C7   H2   single    0.930  0.020  1.080
 0WP  N11  H3   single    0.860  0.020  1.020
 0WP  N12  H4   single    0.860  0.020  1.020
 0WP  C16  H5   single    0.930  0.020  1.080
 0WP  C17  H6   single    0.930  0.020  1.080
 0WP  C18  H7   single    0.930  0.020  1.080
 0WP  C20  H8   single    0.930  0.020  1.080
 0WP  C22  H9   single    0.970  0.020  1.090
 0WP  C22  H10  single    0.970  0.020  1.090
 0WP  C22  H11  single    0.970  0.020  1.090
 0WP  C23  H12  single    0.970  0.020  1.090
 0WP  C23  H13  single    0.970  0.020  1.090
 0WP  C23  H14  single    0.970  0.020  1.090
 0WP  C25  H15  single    0.930  0.020  1.080
 0WP  C29  H16  single    0.930  0.020  1.080
 0WP  N31  H17  single    0.860  0.020  1.020
 0WP  C36  H18  single    0.970  0.020  1.090
 0WP  C36  H19  single    0.970  0.020  1.090
 0WP  C36  H20  single    0.970  0.020  1.090

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
 0WP  N12  C1   O3   125.28  3.000
 0WP  N12  C1   C2   113.63  3.000
 0WP  O3   C1   C2   121.08  3.000
 0WP  C8   C2   C4   117.15  3.000
 0WP  C8   C2   C1   122.29  3.000
 0WP  C4   C2   C1   120.46  3.000
 0WP  F10  C4   C5   118.80  3.000
 0WP  C5   C4   C2   122.92  3.000
 0WP  F10  C4   C2   118.29  3.000
 0WP  N11  C5   C6   122.72  3.000
 0WP  C6   C5   C4   117.69  3.000
 0WP  N11  C5   C4   119.58  3.000
 0WP  H1   C6   C7   119.09  3.000
 0WP  H1   C6   C5   119.80  3.000
 0WP  C7   C6   C5   121.10  3.000
 0WP  H2   C7   C8   120.43  3.000
 0WP  H2   C7   C6   120.67  3.000
 0WP  C8   C7   C6   118.90  3.000
 0WP  F9   C8   C7   119.50  3.000
 0WP  F9   C8   C2   118.25  3.000
 0WP  C7   C8   C2   122.24  3.000
 0WP  H3   N11  C13  118.37  3.000
 0WP  H3   N11  C5   117.09  3.000
 0WP  C13  N11  C5   123.83  3.000
 0WP  H4   N12  C24  115.49  3.000
 0WP  H4   N12  C1   116.54  3.000
 0WP  C24  N12  C1   127.97  3.000
 0WP  O15  C13  C14  121.83  3.000
 0WP  O15  C13  N11  122.91  3.000
 0WP  C14  C13  N11  115.27  3.000
 0WP  C20  C14  C16  119.50  3.000
 0WP  C16  C14  C13  122.72  3.000
 0WP  C20  C14  C13  117.75  3.000
 0WP  H5   C16  C17  118.88  3.000
 0WP  H5   C16  C14  121.46  3.000
 0WP  C17  C16  C14  119.63  3.000
 0WP  H6   C17  C18  119.63  3.000
 0WP  H6   C17  C16  119.86  3.000
 0WP  C18  C17  C16  120.51  3.000
 0WP  H7   C18  C19  120.77  3.000
 0WP  H7   C18  C17  118.73  3.000
 0WP  C19  C18  C17  120.50  3.000
 0WP  C21  C19  C20  119.52  3.000
 0WP  C20  C19  C18  118.66  3.000
 0WP  C21  C19  C18  121.79  3.000
 0WP  H8   C20  C19  120.27  3.000
 0WP  H8   C20  C14  118.54  3.000
 0WP  C19  C20  C14  121.19  3.000
 0WP  C33  C21  C23  107.25  3.000
 0WP  C23  C21  C22  109.51  3.000
 0WP  C33  C21  C22  108.46  3.000
 0WP  C23  C21  C19  113.68  3.000
 0WP  C22  C21  C19  109.73  3.000
 0WP  C33  C21  C19  108.07  3.000
 0WP  H11  C22  H10  108.31  3.000
 0WP  H11  C22  H9   108.46  3.000
 0WP  H10  C22  H9   108.51  3.000
 0WP  H11  C22  C21  108.90  3.000
 0WP  H10  C22  C21  111.90  3.000
 0WP  H9   C22  C21  110.68  3.000
 0WP  H14  C23  H13  107.53  3.000
 0WP  H14  C23  H12  108.75  3.000
 0WP  H13  C23  H12  108.50  3.000
 0WP  H14  C23  C21  110.17  3.000
 0WP  H13  C23  C21  109.80  3.000
 0WP  H12  C23  C21  111.97  3.000
 0WP  C29  C24  C25  119.27  3.000
 0WP  C25  C24  N12  125.62  3.000
 0WP  C29  C24  N12  115.11  3.000
 0WP  H15  C25  C26  121.54  3.000
 0WP  H15  C25  C24  122.76  3.000
 0WP  C26  C25  C24  115.70  3.000
 0WP  C30  C26  C27  103.55  3.000
 0WP  C30  C26  C25  135.73  3.000
 0WP  C27  C26  C25  120.72  3.000
 0WP  N32  C27  N28  124.58  3.000
 0WP  N32  C27  C26  112.62  3.000
 0WP  N28  C27  C26  122.80  3.000
 0WP  C29  N28  C27  115.62  3.000
 0WP  H16  C29  N28  116.40  3.000
 0WP  H16  C29  C24  117.70  3.000
 0WP  N28  C29  C24  125.89  3.000
 0WP  O35  C30  N31  126.69  3.000
 0WP  N31  C30  C26  105.82  3.000
 0WP  O35  C30  C26  127.50  3.000
 0WP  H17  N31  N32  118.23  3.000
 0WP  H17  N31  C30  127.01  3.000
 0WP  N32  N31  C30  114.76  3.000
 0WP  N31  N32  C27  103.25  3.000
 0WP  N34  C33  C21  180.00  3.000
 0WP  C36  O35  C30  117.98  3.000
 0WP  H20  C36  H19  109.76  3.000
 0WP  H20  C36  H18  108.96  3.000
 0WP  H19  C36  H18  109.08  3.000
 0WP  H20  C36  O35  111.37  3.000
 0WP  H19  C36  O35  111.24  3.000
 0WP  H18  C36  O35  106.33  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
 0WP  CONST_01  C6   C5   C4   C2      0.00   0.0  0
 0WP  CONST_02  C6   C7   C8   C2      0.00   0.0  0
 0WP  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 0WP  CONST_04  C7   C8   C2   C4      0.00   0.0  0
 0WP  CONST_05  C8   C2   C4   C5      0.00   0.0  0
 0WP  CONST_06  C8   C7   C6   C5      0.00   0.0  0
 0WP  CONST_07  C18  C19  C20  C14     0.00   0.0  0
 0WP  CONST_08  C18  C17  C16  C14     0.00   0.0  0
 0WP  CONST_09  C19  C18  C17  C16     0.00   0.0  0
 0WP  CONST_10  C19  C20  C14  C16     0.00   0.0  0
 0WP  CONST_11  C20  C19  C18  C17     0.00   0.0  0
 0WP  CONST_12  C20  C14  C16  C17     0.00   0.0  0
 0WP  CONST_13  C27  N28  C29  C24     0.00   0.0  0
 0WP  CONST_14  C27  C26  C25  C24     0.00   0.0  0
 0WP  CONST_15  C30  C26  C25  C24   180.00   0.0  0
 0WP  CONST_16  N28  C29  C24  C25     0.00   0.0  0
 0WP  CONST_17  N28  C27  C26  C25     0.00   0.0  0
 0WP  CONST_18  N32  C27  C26  C25   180.00   0.0  0
 0WP  CONST_19  N31  C30  C26  C25   180.00   0.0  0
 0WP  CONST_20  C29  C24  C25  C26     0.00   0.0  0
 0WP  CONST_21  C29  N28  C27  C26     0.00   0.0  0
 0WP  CONST_22  N31  N32  C27  C26     0.00   0.0  0
 0WP  CONST_23  N32  N31  C30  C26     0.00   0.0  0
 0WP  CONST_24  N31  C30  C26  C27     0.00   0.0  0
 0WP  CONST_25  C30  N31  N32  C27     0.00   0.0  0
 0WP  CONST_26  C30  C26  C27  N28   180.00   0.0  0
 0WP  CONST_27  N31  N32  C27  N28   180.00   0.0  0
 0WP  CONST_28  N32  C27  N28  C29   180.00   0.0  0
 0WP  CONST_29  N32  C27  C26  C30     0.00   0.0  0
 0WP  CONST_30  C5   C4   C2   C1    180.00   0.0  0
 0WP  CONST_31  C7   C8   C2   C1    180.00   0.0  0
 0WP  CONST_32  N11  C5   C4   C2    180.00   0.0  0
 0WP  CONST_33  F9   C8   C2   C4    180.00   0.0  0
 0WP  CONST_34  F10  C4   C5   C6    180.00   0.0  0
 0WP  CONST_35  F9   C8   C7   C6    180.00   0.0  0
 0WP  CONST_36  N11  C5   C6   C7    180.00   0.0  0
 0WP  CONST_37  F10  C4   C2   C8    180.00   0.0  0
 0WP  CONST_38  N28  C29  C24  N12   180.00   0.0  0
 0WP  CONST_39  C26  C25  C24  N12   180.00   0.0  0
 0WP  CONST_40  C19  C20  C14  C13   180.00   0.0  0
 0WP  CONST_41  C17  C16  C14  C13   180.00   0.0  0
 0WP  CONST_42  C21  C19  C20  C14   180.00   0.0  0
 0WP  CONST_43  C21  C19  C18  C17   180.00   0.0  0
 0WP  CONST_44  O35  C30  C26  C25     0.00   0.0  0
 0WP  CONST_45  O35  C30  C26  C27   180.00   0.0  0
 0WP  CONST_46  O35  C30  N31  N32   180.00   0.0  0
 0WP  CONST_47  H2   C7   C8   C2    180.00   0.0  0
 0WP  CONST_48  H1   C6   C5   C4    180.00   0.0  0
 0WP  CONST_49  H6   C17  C16  C14   180.00   0.0  0
 0WP  CONST_50  H7   C18  C17  C16   180.00   0.0  0
 0WP  CONST_51  H8   C20  C14  C16   180.00   0.0  0
 0WP  CONST_52  H5   C16  C17  C18   180.00   0.0  0
 0WP  CONST_53  H16  C29  C24  C25   180.00   0.0  0
 0WP  CONST_54  H17  N31  C30  C26   180.00   0.0  0
 0WP  CONST_55  H15  C25  C26  C27   180.00   0.0  0
 0WP  CONST_56  C24  N12  C1   C2    180.00   0.0  0
 0WP  CONST_57  C14  C13  N11  C5    180.00   0.0  0
 0WP  CONST_58  C29  C24  N12  C1    180.00   0.0  0
 0WP  CONST_59  C25  C24  N12  C1      0.00   0.0  0
 0WP  CONST_63  H4   N12  C24  C25   180.00   0.0  0
 0WP  CONST_64  C24  N12  C1   O3      0.00   0.0  0
 0WP  CONST_65  O15  C13  N11  C5      0.00   0.0  0
 0WP  Var_01    C4   C2   C1   O3    -65.47  30.0  2
 0WP  Var_02    C20  C14  C13  N11  -156.42  30.0  2
 0WP  Var_03    C33  C21  C19  C18   132.45  30.0  1
 0WP  Var_04    H9   C22  C21  C19  -179.72  30.0  3
 0WP  Var_05    H12  C23  C21  C19    55.65  30.0  3
 0WP  Var_06    H18  C36  O35  C30  -179.34  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
 0WP  plan-1  C1   0.020
 0WP  plan-1  C2   0.020
 0WP  plan-1  C4   0.020
 0WP  plan-1  C5   0.020
 0WP  plan-1  C6   0.020
 0WP  plan-1  C7   0.020
 0WP  plan-1  C8   0.020
 0WP  plan-1  F9   0.020
 0WP  plan-1  F10  0.020
 0WP  plan-1  N11  0.020
 0WP  plan-1  H1   0.020
 0WP  plan-1  H2   0.020
 0WP  plan-2  C13  0.020
 0WP  plan-2  C14  0.020
 0WP  plan-2  C16  0.020
 0WP  plan-2  C17  0.020
 0WP  plan-2  C18  0.020
 0WP  plan-2  C19  0.020
 0WP  plan-2  C20  0.020
 0WP  plan-2  C21  0.020
 0WP  plan-2  H5   0.020
 0WP  plan-2  H6   0.020
 0WP  plan-2  H7   0.020
 0WP  plan-2  H8   0.020
 0WP  plan-3  N12  0.020
 0WP  plan-3  C24  0.020
 0WP  plan-3  C25  0.020
 0WP  plan-3  C26  0.020
 0WP  plan-3  C27  0.020
 0WP  plan-3  N28  0.020
 0WP  plan-3  C29  0.020
 0WP  plan-3  C30  0.020
 0WP  plan-3  N31  0.020
 0WP  plan-3  N32  0.020
 0WP  plan-3  O35  0.020
 0WP  plan-3  H15  0.020
 0WP  plan-3  H16  0.020
 0WP  plan-3  H17  0.020
 0WP  plan-4  C1   0.020
 0WP  plan-4  C2   0.020
 0WP  plan-4  O3   0.020
 0WP  plan-4  N12  0.020
 0WP  plan-4  C24  0.020
 0WP  plan-4  H4   0.020
 0WP  plan-5  C5   0.020
 0WP  plan-5  N11  0.020
 0WP  plan-5  C13  0.020
 0WP  plan-5  C14  0.020
 0WP  plan-5  O15  0.020
 0WP  plan-5  H3   0.020

