# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 05:44:59 2021
#   Inital geometry file: a 133 line input string
#   Ligand name: (3~{R})-~{N}-[3-(3,4-dihydro-2~{H}-quinolin-1-yl)-2,2-bis(fluoranyl)propyl]-3-methyl-2-oxidanylidene-3,4-dihydro-1~{H}-quinoxaline-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1Nc2c(NC1=O)cccc2C(=O)NCC(F)(F)CN3CCCc4ccccc34
#
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
 OSQ  OSQ  (3~{R})-~{N}-[3-(3,4-dihydro-2~{H}-quinolin-1-yl)-2,2-bis(fluoranyl)propyl]-3-methyl-2-oxidanylidene-3,4-dihydro-1~{H}-quinoxaline-5-carboxamide  ligand  54  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OSQ
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
 OSQ  C4   C  CR6   0   0.347  26.5560  37.2079  27.2356
 OSQ  C14  C  CH2   0  -0.466  24.8331  45.8424  21.4383
 OSQ  C5   C  CR16  0  -0.333  25.9153  38.0781  28.0947
 OSQ  C6   C  CR16  0  -0.264  25.7952  39.4230  27.7620
 OSQ  C11  C  CT    0   0.759  27.6100  42.2244  22.5182
 OSQ  C7   C  CR16  0  -0.323  26.3479  39.8840  26.5851
 OSQ  C8   C  CR6   0  -0.126  27.0252  39.0235  25.7123
 OSQ  C9   C  C     0   0.557  27.6295  39.5368  24.4557
 OSQ  C10  C  CH2   0  -0.424  28.6410  41.4797  23.3540
 OSQ  C12  C  CH2   0  -0.451  26.9402  43.3841  23.2467
 OSQ  C13  C  CH2   0  -0.283  25.9859  44.8624  21.5231
 OSQ  N1   N  NH1   0  -0.733  26.6220  35.8434  27.5129
 OSQ  N2   N  NH1   0  -0.664  28.0384  40.8261  24.4858
 OSQ  C3   C  C     0   0.556  27.4491  34.9656  26.8983
 OSQ  N3   N  NT    0  -0.534  25.7766  43.9139  22.6026
 OSQ  C1   C  CH3   0  -0.678  28.7721  34.5739  24.7956
 OSQ  C2   C  CH1   0  -0.228  28.3552  35.5834  25.8474
 OSQ  C15  C  CH2   0  -0.483  23.5458  45.0759  21.1957
 OSQ  C16  C  CR6   0   0.019  23.3911  43.9495  22.1834
 OSQ  C17  C  CR16  0  -0.310  22.1261  43.4487  22.4613
 OSQ  C18  C  CR16  0  -0.286  21.9163  42.4160  23.3638
 OSQ  C19  C  CR16  0  -0.262  23.0190  41.8763  24.0078
 OSQ  C20  C  CR16  0  -0.337  24.2935  42.3527  23.7486
 OSQ  C21  C  CR6   0   0.386  24.5148  43.4004  22.8392
 OSQ  F1   F  F     0  -0.348  28.2390  42.6928  21.3944
 OSQ  F2   F  F     0  -0.331  26.6659  41.3518  22.0664
 OSQ  O1   O  O     0  -0.486  27.7668  38.8354  23.4608
 OSQ  C22  C  CR6   0   0.307  27.1028  37.6533  26.0183
 OSQ  N4   N  NH1   0  -0.686  27.6616  36.6924  25.2205
 OSQ  O2   O  O     0  -0.464  27.4822  33.7864  27.1939
 OSQ  H2   H  HCH2  0   0.233  24.7718  46.4173  22.3661
 OSQ  H3   H  HCR6  0   0.277  25.4904  37.7024  29.0177
 OSQ  H4   H  HCR6  0   0.262  25.2674  40.0984  28.4203
 OSQ  H5   H  HCR6  0   0.251  26.2337  40.9309  26.3345
 OSQ  H6   H  HCH2  0   0.288  29.1625  40.7562  22.7252
 OSQ  H7   H  HCH2  0   0.292  29.3807  42.1929  23.7192
 OSQ  H8   H  HCH2  0   0.269  26.7052  43.0751  24.2659
 OSQ  H9   H  HCH2  0   0.293  27.6857  44.1771  23.3506
 OSQ  H10  H  HCH2  0   0.225  26.1023  44.3538  20.5581
 OSQ  H11  H  HCH2  0   0.246  26.9191  45.3927  21.7167
 OSQ  H12  H  HNH1  0   0.411  26.0606  35.4879  28.2750
 OSQ  H13  H  HNH1  0   0.417  28.1145  41.2876  25.3769
 OSQ  H14  H  HCH3  0   0.248  29.3333  33.7577  25.2440
 OSQ  H15  H  HCH3  0   0.239  27.9064  34.1618  24.2777
 OSQ  H16  H  HCH3  0   0.247  29.4186  35.0515  24.0589
 OSQ  H17  H  HCH1  0   0.273  29.2573  35.9287  26.3793
 OSQ  H18  H  HCH2  0   0.249  22.6808  45.7392  21.2551
 OSQ  H19  H  HCH2  0   0.242  23.5542  44.6756  20.1766
 OSQ  H20  H  HCR6  0   0.241  21.2784  43.8914  21.9496
 OSQ  H21  H  HCR6  0   0.242  20.9190  42.0440  23.5565
 OSQ  H22  H  HCR6  0   0.245  22.8994  41.0648  24.7147
 OSQ  H23  H  HCR6  0   0.232  25.1179  41.8803  24.2622
 OSQ  H24  H  HNH1  0   0.399  28.0712  37.0256  24.3608
 OSQ  H1   H  HCH2  0   0.244  25.0166  46.5515  20.6299

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
 OSQ  C14  C15  single    1.518  0.020  1.518
 OSQ  C14  C13  single    1.515  0.020  1.515
 OSQ  C15  C16  single    1.506  0.020  1.506
 OSQ  C13  N3   single    1.452  0.020  1.452
 OSQ  F1   C11  single    1.370  0.020  1.370
 OSQ  F2   C11  single    1.363  0.020  1.363
 OSQ  C16  C17  aromatic  1.389  0.020  1.389
 OSQ  C16  C21  aromatic  1.412  0.020  1.412
 OSQ  C11  C12  single    1.524  0.020  1.524
 OSQ  C11  C10  single    1.522  0.020  1.522
 OSQ  N3   C21  single    1.383  0.020  1.383
 OSQ  N3   C12  single    1.432  0.020  1.432
 OSQ  C17  C18  aromatic  1.387  0.020  1.387
 OSQ  C21  C20  aromatic  1.405  0.020  1.405
 OSQ  C10  N2   single    1.439  0.020  1.439
 OSQ  O1   C9   double    1.225  0.020  1.225
 OSQ  C1   C2   single    1.516  0.020  1.516
 OSQ  C18  C19  aromatic  1.386  0.020  1.386
 OSQ  C20  C19  aromatic  1.385  0.020  1.385
 OSQ  C9   N2   single    1.353  0.020  1.353
 OSQ  C9   C8   single    1.486  0.020  1.486
 OSQ  N4   C2   single    1.451  0.020  1.451
 OSQ  N4   C22  single    1.368  0.020  1.368
 OSQ  C2   C3   single    1.519  0.020  1.519
 OSQ  C8   C22  aromatic  1.406  0.020  1.406
 OSQ  C8   C7   aromatic  1.400  0.020  1.400
 OSQ  C22  C4   aromatic  1.407  0.020  1.407
 OSQ  O2   C3   double    1.216  0.020  1.216
 OSQ  C3   N1   single    1.354  0.020  1.354
 OSQ  N1   C4   single    1.394  0.020  1.394
 OSQ  C4   C5   aromatic  1.380  0.020  1.380
 OSQ  C7   C6   aromatic  1.380  0.020  1.380
 OSQ  C5   C6   aromatic  1.391  0.020  1.391
 OSQ  C14  H1   single    0.970  0.020  1.090
 OSQ  C14  H2   single    0.970  0.020  1.090
 OSQ  C5   H3   single    0.930  0.020  1.080
 OSQ  C6   H4   single    0.930  0.020  1.080
 OSQ  C7   H5   single    0.930  0.020  1.080
 OSQ  C10  H6   single    0.970  0.020  1.090
 OSQ  C10  H7   single    0.970  0.020  1.090
 OSQ  C12  H8   single    0.970  0.020  1.090
 OSQ  C12  H9   single    0.970  0.020  1.090
 OSQ  C13  H10  single    0.970  0.020  1.090
 OSQ  C13  H11  single    0.970  0.020  1.090
 OSQ  N1   H12  single    0.860  0.020  1.020
 OSQ  N2   H13  single    0.860  0.020  1.020
 OSQ  C1   H14  single    0.970  0.020  1.090
 OSQ  C1   H15  single    0.970  0.020  1.090
 OSQ  C1   H16  single    0.970  0.020  1.090
 OSQ  C2   H17  single    0.970  0.020  1.090
 OSQ  C15  H18  single    0.970  0.020  1.090
 OSQ  C15  H19  single    0.970  0.020  1.090
 OSQ  C17  H20  single    0.930  0.020  1.080
 OSQ  C18  H21  single    0.930  0.020  1.080
 OSQ  C19  H22  single    0.930  0.020  1.080
 OSQ  C20  H23  single    0.930  0.020  1.080
 OSQ  N4   H24  single    0.890  0.020  1.040

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
 OSQ  C22  C4   N1   117.62  3.000
 OSQ  N1   C4   C5   121.01  3.000
 OSQ  C22  C4   C5   121.28  3.000
 OSQ  H2   C14  H1   107.26  3.000
 OSQ  H2   C14  C15  110.71  3.000
 OSQ  H1   C14  C15  110.64  3.000
 OSQ  H2   C14  C13  109.59  3.000
 OSQ  H1   C14  C13  109.51  3.000
 OSQ  C15  C14  C13  109.12  3.000
 OSQ  H3   C5   C6   120.35  3.000
 OSQ  H3   C5   C4   119.58  3.000
 OSQ  C6   C5   C4   120.06  3.000
 OSQ  H4   C6   C7   120.43  3.000
 OSQ  H4   C6   C5   120.06  3.000
 OSQ  C7   C6   C5   119.52  3.000
 OSQ  F2   C11  F1   105.36  3.000
 OSQ  F2   C11  C12  109.95  3.000
 OSQ  F1   C11  C12  109.48  3.000
 OSQ  C12  C11  C10  114.05  3.000
 OSQ  F2   C11  C10  109.76  3.000
 OSQ  F1   C11  C10  107.86  3.000
 OSQ  H5   C7   C8   120.07  3.000
 OSQ  H5   C7   C6   118.58  3.000
 OSQ  C8   C7   C6   121.34  3.000
 OSQ  C22  C8   C9   119.88  3.000
 OSQ  C22  C8   C7   119.33  3.000
 OSQ  C9   C8   C7   120.77  3.000
 OSQ  O1   C9   N2   122.00  3.000
 OSQ  N2   C9   C8   115.68  3.000
 OSQ  O1   C9   C8   122.32  3.000
 OSQ  H7   C10  H6   107.61  3.000
 OSQ  H7   C10  N2   108.53  3.000
 OSQ  H6   C10  N2   110.62  3.000
 OSQ  H7   C10  C11  108.86  3.000
 OSQ  H6   C10  C11  109.37  3.000
 OSQ  N2   C10  C11  111.74  3.000
 OSQ  H9   C12  H8   105.28  3.000
 OSQ  H9   C12  N3   109.18  3.000
 OSQ  H8   C12  N3   110.50  3.000
 OSQ  H9   C12  C11  107.31  3.000
 OSQ  H8   C12  C11  109.01  3.000
 OSQ  N3   C12  C11  115.07  3.000
 OSQ  H11  C13  H10  106.90  3.000
 OSQ  H11  C13  N3   108.00  3.000
 OSQ  H10  C13  N3   111.50  3.000
 OSQ  H11  C13  C14  110.26  3.000
 OSQ  H10  C13  C14  109.35  3.000
 OSQ  N3   C13  C14  110.76  3.000
 OSQ  H12  N1   C3   116.97  3.000
 OSQ  H12  N1   C4   117.89  3.000
 OSQ  C3   N1   C4   124.98  3.000
 OSQ  H13  N2   C10  117.15  3.000
 OSQ  H13  N2   C9   118.66  3.000
 OSQ  C10  N2   C9   122.81  3.000
 OSQ  O2   C3   C2   123.12  3.000
 OSQ  O2   C3   N1   122.35  3.000
 OSQ  C2   C3   N1   114.51  3.000
 OSQ  C21  N3   C13  120.08  3.000
 OSQ  C21  N3   C12  121.83  3.000
 OSQ  C13  N3   C12  117.33  3.000
 OSQ  H16  C1   H15  108.40  3.000
 OSQ  H16  C1   H14  107.54  3.000
 OSQ  H15  C1   H14  108.78  3.000
 OSQ  H16  C1   C2   109.89  3.000
 OSQ  H15  C1   C2   111.29  3.000
 OSQ  H14  C1   C2   110.83  3.000
 OSQ  H17  C2   N4   111.11  3.000
 OSQ  H17  C2   C1   108.55  3.000
 OSQ  N4   C2   C1   109.91  3.000
 OSQ  H17  C2   C3   106.36  3.000
 OSQ  N4   C2   C3   108.95  3.000
 OSQ  C1   C2   C3   111.91  3.000
 OSQ  H19  C15  H18  106.19  3.000
 OSQ  H19  C15  C16  109.74  3.000
 OSQ  H18  C15  C16  109.72  3.000
 OSQ  H19  C15  C14  109.08  3.000
 OSQ  H18  C15  C14  110.88  3.000
 OSQ  C16  C15  C14  111.10  3.000
 OSQ  C21  C16  C17  119.45  3.000
 OSQ  C21  C16  C15  120.91  3.000
 OSQ  C17  C16  C15  119.64  3.000
 OSQ  H20  C17  C18  119.51  3.000
 OSQ  H20  C17  C16  118.06  3.000
 OSQ  C18  C17  C16  122.44  3.000
 OSQ  H21  C18  C19  121.12  3.000
 OSQ  H21  C18  C17  120.75  3.000
 OSQ  C19  C18  C17  118.14  3.000
 OSQ  H22  C19  C20  118.79  3.000
 OSQ  H22  C19  C18  120.47  3.000
 OSQ  C20  C19  C18  120.74  3.000
 OSQ  H23  C20  C21  120.92  3.000
 OSQ  H23  C20  C19  117.57  3.000
 OSQ  C21  C20  C19  121.50  3.000
 OSQ  C20  C21  C16  117.73  3.000
 OSQ  C20  C21  N3   122.10  3.000
 OSQ  C16  C21  N3   120.15  3.000
 OSQ  N4   C22  C8   125.45  3.000
 OSQ  C8   C22  C4   118.39  3.000
 OSQ  N4   C22  C4   116.16  3.000
 OSQ  H24  N4   C22  115.51  3.000
 OSQ  H24  N4   C2   115.26  3.000
 OSQ  C22  N4   C2   118.70  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
 OSQ  CONST_01  C7   C8   C22  C4      0.00   0.0  0
 OSQ  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 OSQ  CONST_03  C8   C22  C4   C5      0.00   0.0  0
 OSQ  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 OSQ  CONST_05  C22  C8   C7   C6      0.00   0.0  0
 OSQ  CONST_06  C22  C4   C5   C6      0.00   0.0  0
 OSQ  CONST_07  C19  C18  C17  C16     0.00   0.0  0
 OSQ  CONST_08  C19  C20  C21  C16     0.00   0.0  0
 OSQ  CONST_09  C20  C21  C16  C17     0.00   0.0  0
 OSQ  CONST_10  C20  C19  C18  C17     0.00   0.0  0
 OSQ  CONST_11  C21  C16  C17  C18     0.00   0.0  0
 OSQ  CONST_12  C21  C20  C19  C18     0.00   0.0  0
 OSQ  CONST_13  C2   C3   N1   C4      0.00   0.0  0
 OSQ  CONST_14  C9   C8   C22  C4    180.00   0.0  0
 OSQ  CONST_15  C9   C8   C7   C6    180.00   0.0  0
 OSQ  CONST_16  N4   C22  C8   C9      0.00   0.0  0
 OSQ  CONST_17  O2   C3   N1   C4    180.00   0.0  0
 OSQ  CONST_18  H4   C6   C5   C4    180.00   0.0  0
 OSQ  CONST_19  H5   C7   C6   C5    180.00   0.0  0
 OSQ  CONST_20  H3   C5   C6   C7    180.00   0.0  0
 OSQ  CONST_21  H23  C20  C21  N3      0.00   0.0  0
 OSQ  CONST_22  H20  C17  C16  C15     0.00   0.0  0
 OSQ  CONST_23  H21  C18  C17  C16   180.00   0.0  0
 OSQ  CONST_24  H22  C19  C18  C17   180.00   0.0  0
 OSQ  CONST_25  H12  N1   C3   C2    180.00   0.0  0
 OSQ  CONST_26  C10  N2   C9   C8    180.00   0.0  0
 OSQ  CONST_27  H13  N2   C9   C8      0.00   0.0  0
 OSQ  CONST_28  O1   C9   N2   C10     0.00   0.0  0
 OSQ  Var_01    C2   N4   C22  C4    -35.38  30.0  1
 OSQ  Var_02    C17  C16  C15  C14   156.70  30.0  1
 OSQ  Var_03    C21  N3   C13  C14    39.75  30.0  1
 OSQ  Var_04    C3   N1   C4   C5   -165.39  30.0  1
 OSQ  Var_05    C16  C15  C14  C13    50.54  30.0  1
 OSQ  Var_06    C16  C21  N3   C13   -10.24  30.0  1
 OSQ  Var_07    C15  C14  C13  N3    -59.43  30.0  1
 OSQ  Var_08    C13  N3   C12  C11   -81.70  30.0  2
 OSQ  Var_09    O1   C9   C8   C7   -151.60  30.0  2
 OSQ  Var_10    N3   C12  C11  C10  -167.05  30.0  3
 OSQ  Var_11    C9   N2   C10  C11    93.58  30.0  3
 OSQ  Var_12    N2   C10  C11  C12    64.50  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 OSQ  chir_01  C2  C1  N4  C3  negativ

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
 OSQ  plan-1  N3   0.020
 OSQ  plan-1  C15  0.020
 OSQ  plan-1  C16  0.020
 OSQ  plan-1  C17  0.020
 OSQ  plan-1  C18  0.020
 OSQ  plan-1  C19  0.020
 OSQ  plan-1  C20  0.020
 OSQ  plan-1  C21  0.020
 OSQ  plan-1  H20  0.020
 OSQ  plan-1  H21  0.020
 OSQ  plan-1  H22  0.020
 OSQ  plan-1  H23  0.020
 OSQ  plan-2  C4   0.020
 OSQ  plan-2  C5   0.020
 OSQ  plan-2  C6   0.020
 OSQ  plan-2  C7   0.020
 OSQ  plan-2  C8   0.020
 OSQ  plan-2  C9   0.020
 OSQ  plan-2  N1   0.020
 OSQ  plan-2  C22  0.020
 OSQ  plan-2  N4   0.020
 OSQ  plan-2  H3   0.020
 OSQ  plan-2  H4   0.020
 OSQ  plan-2  H5   0.020
 OSQ  plan-3  C8   0.020
 OSQ  plan-3  C9   0.020
 OSQ  plan-3  C10  0.020
 OSQ  plan-3  N2   0.020
 OSQ  plan-3  O1   0.020
 OSQ  plan-3  H13  0.020
 OSQ  plan-4  C4   0.020
 OSQ  plan-4  N1   0.020
 OSQ  plan-4  C3   0.020
 OSQ  plan-4  C2   0.020
 OSQ  plan-4  O2   0.020
 OSQ  plan-4  H12  0.020

