# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 14:15:30 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: N-[2-chloro-5-(trifluoromethyl)phenyl]-2-[1-(4-methoxyphenyl)-4-oxo-1,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)n2ncc3C(=O)N(CC(=O)Nc4cc(ccc4Cl)C(F)(F)F)C=Nc23
#
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
 OQS  OQS  N-[2-chloro-5-(trifluoromethyl)phenyl]-2-[1-(4-methoxyphenyl)-4-oxo-1,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-yl]acetamide  ligand  48  33  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OQS
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
 OQS  C4   C   CR16  0  -0.269   -5.8966   1.4623  -0.3330
 OQS  C14  C   CT    0   1.055    5.5006   2.8039  -0.2474
 OQS  C5   C   CR6   0   0.311   -5.2384   0.2378  -0.2655
 OQS  C6   C   CR15  0  -0.061   -2.7548   0.2339  -2.6949
 OQS  C11  C   CR6   0   0.460    4.2412  -0.7270   0.1150
 OQS  C7   C   CR56  0  -0.316   -2.0351  -0.4609  -1.7028
 OQS  C8   C   CR6   0   0.569   -0.7189  -0.9993  -1.5832
 OQS  C10  C   C     0   0.552    1.8134  -1.0560   0.0849
 OQS  C12  C   CR16  0  -0.318    4.3153   0.6287  -0.1831
 OQS  C13  C   CR6   0  -0.178    5.4847   1.3377   0.0574
 OQS  N1   N   NR5   0  -0.474   -4.0564   0.0432  -1.0137
 OQS  N2   N   N     0  -0.252   -3.9580   0.5250  -2.2688
 OQS  C3   C   CR16  0  -0.339   -7.0536   1.6644   0.3911
 OQS  N3   N   NR6   0  -0.515   -0.5230  -1.6027  -0.3282
 OQS  C1   C   CH3   0  -0.439   -9.2377  -0.0418   2.7397
 OQS  C2   C   CR6   0   0.389   -7.5665   0.6510   1.2057
 OQS  O2   O   O     0  -0.453    0.1762  -0.9847  -2.4061
 OQS  O3   O   O     0  -0.439    1.4997   0.0668   0.4132
 OQS  N4   N   NH1   0  -0.748    3.0863  -1.4763  -0.1203
 OQS  F1   F   F     0  -0.310    5.0164   3.0644  -1.4687
 OQS  F2   F   F     0  -0.312    4.7434   3.4939   0.6176
 OQS  F3   F   F     0  -0.300    6.7292   3.3223  -0.1925
 OQS  C15  C   CR16  0  -0.303    6.6020   0.7056   0.5808
 OQS  C16  C   CR16  0  -0.195    6.5459  -0.6492   0.8621
 OQS  C17  C   CR6   0  -0.118    5.3765  -1.3523   0.6400
 OQS  CL1  CL  CL    0  -0.089    5.3250  -3.0350   1.0244
 OQS  C18  C   CR16  0   0.191   -1.4579  -1.5995   0.6581
 OQS  N5   N   N     0  -0.451   -2.6471  -1.1087   0.5709
 OQS  C19  C   CR56  0   0.575   -2.9105  -0.5541  -0.6313
 OQS  C20  C   CR16  0  -0.271   -5.7481  -0.7772   0.5271
 OQS  C21  C   CR16  0  -0.383   -6.9035  -0.5720   1.2697
 OQS  H1   H   HCR6  0   0.275   -5.5036   2.2584  -0.9507
 OQS  H2   H   HCR5  0   0.283   -2.4401   0.5166  -3.6873
 OQS  H3   H   HCH2  0   0.314    1.0538  -2.8591  -0.8699
 OQS  H4   H   HCH2  0   0.332    0.7490  -2.7357   0.8532
 OQS  H5   H   HCR6  0   0.297    3.4589   1.1189  -0.6209
 OQS  H6   H   HCR6  0   0.272   -7.5629   2.6182   0.3406
 OQS  H7   H   HCH3  0   0.262  -10.1224   0.4007   3.1901
 OQS  H8   H   HCH3  0   0.231   -9.5335  -0.9420   2.1948
 OQS  H9   H   HCH3  0   0.231   -8.5408  -0.3222   3.5338
 OQS  H10  H   HNH1  0   0.418    3.2201  -2.4499  -0.3528
 OQS  H11  H   HCR6  0   0.284    7.5201   1.2418   0.7737
 OQS  H12  H   HCR6  0   0.296    7.4120  -1.1552   1.2644
 OQS  H13  H   HCR6  0   0.304   -1.1511  -2.0651   1.5860
 OQS  H14  H   HCR6  0   0.278   -5.2598  -1.7405   0.5709
 OQS  H15  H   HCR6  0   0.287   -7.2744  -1.3845   1.8787
 OQS  O1   O   O2    0  -0.467   -8.6911   0.9407   1.8810
 OQS  C9   C   CH2   0  -0.468    0.7833  -2.1633  -0.0757

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
 OQS  C1   O1   single    1.415  0.020  1.415
 OQS  O1   C2   single    1.343  0.020  1.343
 OQS  C2   C3   aromatic  1.398  0.020  1.398
 OQS  C2   C21  aromatic  1.393  0.020  1.393
 OQS  C3   C4   aromatic  1.380  0.020  1.380
 OQS  C21  C20  aromatic  1.389  0.020  1.389
 OQS  C4   C5   aromatic  1.392  0.020  1.392
 OQS  C20  C5   aromatic  1.385  0.020  1.385
 OQS  C5   N1   single    1.412  0.020  1.412
 OQS  N1   N2   aromatic  1.348  0.020  1.348
 OQS  N1   C19  aromatic  1.348  0.020  1.348
 OQS  N2   C6   aromatic  1.309  0.020  1.309
 OQS  C19  N5   single    1.350  0.020  1.350
 OQS  C19  C7   aromatic  1.387  0.020  1.387
 OQS  N5   C18  double    1.289  0.020  1.289
 OQS  C6   C7   aromatic  1.409  0.020  1.409
 OQS  C7   C8   single    1.427  0.020  1.427
 OQS  C18  N3   single    1.359  0.020  1.359
 OQS  C8   N3   single    1.406  0.020  1.406
 OQS  C8   O2   double    1.216  0.020  1.216
 OQS  N3   C9   single    1.444  0.020  1.444
 OQS  C9   C10  single    1.521  0.020  1.521
 OQS  O3   C10  double    1.211  0.020  1.211
 OQS  C10  N4   single    1.356  0.020  1.356
 OQS  N4   C11  single    1.397  0.020  1.397
 OQS  F1   C14  single    1.339  0.020  1.339
 OQS  C12  C11  aromatic  1.390  0.020  1.390
 OQS  C12  C13  aromatic  1.388  0.020  1.388
 OQS  C11  C17  aromatic  1.398  0.020  1.398
 OQS  F3   C14  single    1.335  0.020  1.335
 OQS  C14  C13  single    1.498  0.020  1.498
 OQS  C14  F2   single    1.341  0.020  1.341
 OQS  C13  C15  aromatic  1.386  0.020  1.386
 OQS  C17  CL1  single    1.727  0.020  1.727
 OQS  C17  C16  aromatic  1.382  0.020  1.382
 OQS  C15  C16  aromatic  1.385  0.020  1.385
 OQS  C4   H1   single    0.930  0.020  1.080
 OQS  C6   H2   single    0.930  0.020  1.080
 OQS  C9   H3   single    0.970  0.020  1.090
 OQS  C9   H4   single    0.970  0.020  1.090
 OQS  C12  H5   single    0.930  0.020  1.080
 OQS  C3   H6   single    0.930  0.020  1.080
 OQS  C1   H7   single    0.970  0.020  1.090
 OQS  C1   H8   single    0.970  0.020  1.090
 OQS  C1   H9   single    0.970  0.020  1.090
 OQS  N4   H10  single    0.860  0.020  1.020
 OQS  C15  H11  single    0.930  0.020  1.080
 OQS  C16  H12  single    0.930  0.020  1.080
 OQS  C18  H13  single    0.930  0.020  1.080
 OQS  C20  H14  single    0.930  0.020  1.080
 OQS  C21  H15  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
 OQS  H1   C4   C3   119.77  3.000
 OQS  H1   C4   C5   120.23  3.000
 OQS  C3   C4   C5   120.00  3.000
 OQS  F3   C14  F2   107.07  3.000
 OQS  F2   C14  F1   106.51  3.000
 OQS  F3   C14  F1   107.14  3.000
 OQS  F2   C14  C13  111.50  3.000
 OQS  F3   C14  C13  112.44  3.000
 OQS  F1   C14  C13  111.84  3.000
 OQS  C20  C5   N1   120.68  3.000
 OQS  N1   C5   C4   119.43  3.000
 OQS  C20  C5   C4   119.89  3.000
 OQS  H2   C6   N2   120.61  3.000
 OQS  H2   C6   C7   128.90  3.000
 OQS  N2   C6   C7   110.49  3.000
 OQS  C17  C11  N4   119.65  3.000
 OQS  C17  C11  C12  118.25  3.000
 OQS  N4   C11  C12  122.09  3.000
 OQS  C19  C7   C8   119.48  3.000
 OQS  C8   C7   C6   135.74  3.000
 OQS  C19  C7   C6   104.76  3.000
 OQS  O2   C8   N3   120.43  3.000
 OQS  O2   C8   C7   128.15  3.000
 OQS  N3   C8   C7   111.42  3.000
 OQS  N4   C10  O3   124.85  3.000
 OQS  N4   C10  C9   113.21  3.000
 OQS  O3   C10  C9   121.88  3.000
 OQS  H5   C12  C13  120.43  3.000
 OQS  H5   C12  C11  119.18  3.000
 OQS  C13  C12  C11  120.38  3.000
 OQS  C15  C13  C12  120.75  3.000
 OQS  C15  C13  C14  120.97  3.000
 OQS  C12  C13  C14  118.27  3.000
 OQS  C19  N1   N2   111.14  3.000
 OQS  C19  N1   C5   128.49  3.000
 OQS  N2   N1   C5   120.34  3.000
 OQS  N1   N2   C6   106.90  3.000
 OQS  H6   C3   C2   119.56  3.000
 OQS  H6   C3   C4   119.95  3.000
 OQS  C2   C3   C4   120.49  3.000
 OQS  C18  N3   C9   119.77  3.000
 OQS  C9   N3   C8   116.66  3.000
 OQS  C18  N3   C8   123.42  3.000
 OQS  H9   C1   H8   108.87  3.000
 OQS  H9   C1   H7   108.81  3.000
 OQS  H8   C1   H7   108.76  3.000
 OQS  H9   C1   O1   111.88  3.000
 OQS  H8   C1   O1   111.96  3.000
 OQS  H7   C1   O1   106.45  3.000
 OQS  C21  C2   O1   124.39  3.000
 OQS  C21  C2   C3   119.26  3.000
 OQS  O1   C2   C3   116.35  3.000
 OQS  H10  N4   C10  117.26  3.000
 OQS  H10  N4   C11  116.51  3.000
 OQS  C10  N4   C11  125.76  3.000
 OQS  H11  C15  C16  118.92  3.000
 OQS  H11  C15  C13  121.73  3.000
 OQS  C16  C15  C13  119.34  3.000
 OQS  H12  C16  C17  119.97  3.000
 OQS  H12  C16  C15  120.08  3.000
 OQS  C17  C16  C15  119.95  3.000
 OQS  CL1  C17  C16  119.01  3.000
 OQS  C16  C17  C11  121.31  3.000
 OQS  CL1  C17  C11  119.68  3.000
 OQS  H13  C18  N5   118.88  3.000
 OQS  H13  C18  N3   115.21  3.000
 OQS  N5   C18  N3   125.90  3.000
 OQS  C19  N5   C18  113.36  3.000
 OQS  N5   C19  N1   126.93  3.000
 OQS  N5   C19  C7   126.33  3.000
 OQS  N1   C19  C7   106.72  3.000
 OQS  H14  C20  C21  119.07  3.000
 OQS  H14  C20  C5   120.66  3.000
 OQS  C21  C20  C5   120.26  3.000
 OQS  H15  C21  C20  118.40  3.000
 OQS  H15  C21  C2   121.51  3.000
 OQS  C20  C21  C2   120.09  3.000
 OQS  C2   O1   C1   118.61  3.000
 OQS  H4   C9   H3   107.05  3.000
 OQS  H4   C9   N3   108.90  3.000
 OQS  H3   C9   N3   110.18  3.000
 OQS  H4   C9   C10  108.25  3.000
 OQS  H3   C9   C10  111.94  3.000
 OQS  N3   C9   C10  110.40  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
 OQS  CONST_01  C21  C2   C3   C4     0.00   0.0  0
 OQS  CONST_02  C21  C20  C5   C4     0.00   0.0  0
 OQS  CONST_05  C2   C3   C4   C5     0.00   0.0  0
 OQS  CONST_06  C2   C21  C20  C5     0.00   0.0  0
 OQS  CONST_07  C6   N2   N1   C5   180.00   0.0  0
 OQS  CONST_08  C7   C19  N1   C5   180.00   0.0  0
 OQS  CONST_09  C19  N1   N2   C6     0.00   0.0  0
 OQS  CONST_10  N1   C19  C7   C6     0.00   0.0  0
 OQS  CONST_11  C15  C13  C12  C11    0.00   0.0  0
 OQS  CONST_12  C15  C16  C17  C11    0.00   0.0  0
 OQS  CONST_13  N2   N1   C19  C7     0.00   0.0  0
 OQS  CONST_14  N1   N2   C6   C7     0.00   0.0  0
 OQS  CONST_15  C16  C17  C11  C12    0.00   0.0  0
 OQS  CONST_16  C16  C15  C13  C12    0.00   0.0  0
 OQS  CONST_17  C17  C11  C12  C13    0.00   0.0  0
 OQS  CONST_18  C17  C16  C15  C13    0.00   0.0  0
 OQS  CONST_19  C3   C4   C5   N1   180.00   0.0  0
 OQS  CONST_20  C21  C20  C5   N1   180.00   0.0  0
 OQS  CONST_22  C19  C7   C6   N2     0.00   0.0  0
 OQS  CONST_23  C20  C21  C2   C3     0.00   0.0  0
 OQS  CONST_24  C20  C5   C4   C3     0.00   0.0  0
 OQS  CONST_26  N5   C19  N1   C5     0.00   0.0  0
 OQS  CONST_27  C18  N3   C8   C7     0.00   0.0  0
 OQS  CONST_28  N5   C18  N3   C8     0.00   0.0  0
 OQS  CONST_29  C19  N5   C18  N3     0.00   0.0  0
 OQS  CONST_30  O1   C2   C3   C4   180.00   0.0  0
 OQS  CONST_31  C11  C12  C13  C14  180.00   0.0  0
 OQS  CONST_32  C16  C15  C13  C14  180.00   0.0  0
 OQS  CONST_33  CL1  C17  C11  C12  180.00   0.0  0
 OQS  CONST_34  N4   C11  C12  C13  180.00   0.0  0
 OQS  CONST_35  C20  C21  C2   O1   180.00   0.0  0
 OQS  CONST_36  C16  C17  C11  N4   180.00   0.0  0
 OQS  CONST_37  CL1  C17  C16  C15  180.00   0.0  0
 OQS  CONST_38  C9   N3   C8   C7   180.00   0.0  0
 OQS  CONST_39  N5   C18  N3   C9   180.00   0.0  0
 OQS  CONST_40  C18  N3   C8   O2   180.00   0.0  0
 OQS  CONST_41  H14  C20  C5   C4   180.00   0.0  0
 OQS  CONST_42  H6   C3   C4   C5   180.00   0.0  0
 OQS  CONST_43  H15  C21  C20  C5   180.00   0.0  0
 OQS  CONST_44  H12  C16  C17  C11  180.00   0.0  0
 OQS  CONST_45  H2   C6   C7   C8     0.00   0.0  0
 OQS  CONST_46  H11  C15  C13  C12  180.00   0.0  0
 OQS  CONST_47  H1   C4   C5   N1     0.00   0.0  0
 OQS  CONST_48  H5   C12  C13  C15  180.00   0.0  0
 OQS  CONST_49  H13  C18  N3   C8   180.00   0.0  0
 OQS  CONST_52  O2   C8   N3   C9     0.00   0.0  0
 OQS  CONST_54  C9   C10  N4   C11  180.00   0.0  0
 OQS  CONST_55  O3   C10  N4   C11    0.00   0.0  0
 OQS  Var_01    C10  C9   N3   C8    70.46  30.0  3
 OQS  Var_02    F1   C14  C13  C12  -48.72  30.0  3
 OQS  Var_03    C21  C2   O1   C1     1.30  30.0  2
 OQS  Var_04    O3   C10  C9   N3    23.29  30.0  3
 OQS  Var_05    H7   C1   O1   C2   179.15  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
 OQS  plan-1  C14  0.020
 OQS  plan-1  C11  0.020
 OQS  plan-1  C12  0.020
 OQS  plan-1  C13  0.020
 OQS  plan-1  N4   0.020
 OQS  plan-1  C15  0.020
 OQS  plan-1  C16  0.020
 OQS  plan-1  C17  0.020
 OQS  plan-1  CL1  0.020
 OQS  plan-1  H5   0.020
 OQS  plan-1  H11  0.020
 OQS  plan-1  H12  0.020
 OQS  plan-2  C4   0.020
 OQS  plan-2  C5   0.020
 OQS  plan-2  N1   0.020
 OQS  plan-2  C3   0.020
 OQS  plan-2  C2   0.020
 OQS  plan-2  C20  0.020
 OQS  plan-2  C21  0.020
 OQS  plan-2  H1   0.020
 OQS  plan-2  H6   0.020
 OQS  plan-2  H14  0.020
 OQS  plan-2  H15  0.020
 OQS  plan-2  O1   0.020
 OQS  plan-3  C5   0.020
 OQS  plan-3  C6   0.020
 OQS  plan-3  C7   0.020
 OQS  plan-3  C8   0.020
 OQS  plan-3  N1   0.020
 OQS  plan-3  N2   0.020
 OQS  plan-3  N3   0.020
 OQS  plan-3  O2   0.020
 OQS  plan-3  C18  0.020
 OQS  plan-3  N5   0.020
 OQS  plan-3  C19  0.020
 OQS  plan-3  H2   0.020
 OQS  plan-3  H13  0.020
 OQS  plan-3  C9   0.020
 OQS  plan-4  C11  0.020
 OQS  plan-4  C10  0.020
 OQS  plan-4  O3   0.020
 OQS  plan-4  N4   0.020
 OQS  plan-4  H10  0.020
 OQS  plan-4  C9   0.020

