# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:32:01 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 2-biphenyl-4-yl-6-fluoro-3-methylquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(nc2ccc(F)cc2c1C(O)=O)c3ccc(cc3)c4ccccc4
#
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
 BRE  BRE  '2-biphenyl-4-yl-6-fluoro-3-methylquinoline-4-carboxylic acid'  ligand  42  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BRE
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
 BRE  C1    C  CH3    0  -0.754   2.5192   0.4464  -0.7129
 BRE  C2    C  CR6    0  -0.014   1.1965   0.2043  -1.3853
 BRE  C3    C  CR6    0   0.156  -0.0114   0.0659  -0.6404
 BRE  C4    C  CR6    0   0.053   1.1199   0.1410  -2.7591
 BRE  N1    N  N      0  -0.459  -1.1898  -0.0660  -1.1991
 BRE  C5    C  C      0   0.328   2.3733   0.2431  -3.6150
 BRE  C23   C  CR6    0   0.029  -0.0264   0.0653   0.8429
 BRE  C6    C  CR66   0   0.084  -0.1451  -0.0171  -3.3796
 BRE  C7    C  CR66   0   0.170  -1.2814  -0.1080  -2.5426
 BRE  C8    C  CR16   0  -0.274  -0.9611   0.8399   1.5277
 BRE  C9    C  CR16   0  -0.268   0.8279  -0.7467   1.5858
 BRE  O1    O  O      0  -0.590   2.5260   1.3124  -4.2295
 BRE  O2    O  OC    -1  -0.578   3.1069  -0.7577  -3.6112
 BRE  C10   C  CR16   0  -0.505  -0.3159  -0.0834  -4.7829
 BRE  C11   C  CR16   0  -0.284  -2.5630  -0.2624  -3.1225
 BRE  C12   C  CR16   0  -0.300  -1.0243   0.8194   2.9106
 BRE  C13   C  CR16   0  -0.298   0.7567  -0.7759   2.9689
 BRE  C14   C  CR6    0   0.553  -1.5702  -0.2419  -5.2875
 BRE  C15   C  CR16   0  -0.420  -2.7135  -0.3312  -4.4786
 BRE  C16   C  CR6    0   0.082  -0.1673   0.0097   3.6586
 BRE  F1    F  F      0  -0.317  -1.7415  -0.3142  -6.6179
 BRE  C17   C  CR6    0   0.090  -0.2413  -0.0189   5.1329
 BRE  C18   C  CR16   0  -0.312  -0.0226  -1.2047   5.8375
 BRE  C19   C  CR16   0  -0.312  -0.5338   1.1386   5.8574
 BRE  C20   C  CR16   0  -0.239  -0.0928  -1.2320   7.2226
 BRE  C21   C  CR16   0  -0.266  -0.3844  -0.0739   7.9313
 BRE  C22   C  CR16   0  -0.239  -0.6051   1.1116   7.2425
 BRE  H11   H  HCH3   0   0.250   2.3994   0.9373   0.2507
 BRE  H12   H  HCH3   0   0.252   3.0641  -0.4838  -0.5434
 BRE  H13   H  HCH3   0   0.254   3.1556   1.0846  -1.3244
 BRE  H81   H  HCR6   0   0.252  -1.6485   1.4646   0.9719
 BRE  H91   H  HCR6   0   0.258   1.5512  -1.3782   1.0858
 BRE  H101  H  HCR6   0   0.276   0.5285  -0.0056  -5.4546
 BRE  H111  H  HCR6   0   0.269  -3.4215  -0.3300  -2.4671
 BRE  H121  H  HCR6   0   0.255  -1.7700   1.4250   3.4107
 BRE  H131  H  HCR6   0   0.255   1.4440  -1.4098   3.5151
 BRE  H151  H  HCR6   0   0.283  -3.6893  -0.4538  -4.9300
 BRE  H181  H  HCR6   0   0.255   0.1859  -2.1216   5.3006
 BRE  H191  H  HCR6   0   0.255  -0.6893   2.0761   5.3380
 BRE  H201  H  HCR6   0   0.258   0.0757  -2.1629   7.7484
 BRE  H211  H  HCR6   0   0.258  -0.4387  -0.0952   9.0119
 BRE  H221  H  HCR6   0   0.258  -0.8278   2.0216   7.7845

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
 BRE  C1   C2    single    1.503  0.020  1.503
 BRE  C1   H11   single    0.970  0.020  1.090
 BRE  C1   H12   single    0.970  0.020  1.090
 BRE  C1   H13   single    0.970  0.020  1.090
 BRE  C2   C3    aromatic  1.426  0.020  1.426
 BRE  C2   C4    aromatic  1.377  0.020  1.377
 BRE  C3   N1    aromatic  1.311  0.020  1.311
 BRE  C3   C23   single    1.483  0.020  1.483
 BRE  C4   C5    single    1.521  0.020  1.521
 BRE  C4   C6    aromatic  1.418  0.020  1.418
 BRE  N1   C7    aromatic  1.347  0.020  1.347
 BRE  C5   O1    deloc     1.243  0.020  1.243
 BRE  C5   O2    deloc     1.241  0.020  1.241
 BRE  C23  C8    aromatic  1.394  0.020  1.394
 BRE  C23  C9    aromatic  1.393  0.020  1.393
 BRE  C6   C7    aromatic  1.414  0.020  1.414
 BRE  C6   C10   aromatic  1.415  0.020  1.415
 BRE  C7   C11   aromatic  1.415  0.020  1.415
 BRE  C8   C12   aromatic  1.384  0.020  1.384
 BRE  C8   H81   single    0.930  0.020  1.080
 BRE  C9   C13   aromatic  1.385  0.020  1.385
 BRE  C9   H91   single    0.930  0.020  1.080
 BRE  C10  C14   aromatic  1.361  0.020  1.361
 BRE  C10  H101  single    0.930  0.020  1.080
 BRE  C11  C15   aromatic  1.366  0.020  1.366
 BRE  C11  H111  single    0.930  0.020  1.080
 BRE  C12  C16   aromatic  1.396  0.020  1.396
 BRE  C12  H121  single    0.930  0.020  1.080
 BRE  C13  C16   aromatic  1.395  0.020  1.395
 BRE  C13  H131  single    0.930  0.020  1.080
 BRE  C14  C15   aromatic  1.403  0.020  1.403
 BRE  C14  F1    single    1.343  0.020  1.343
 BRE  C15  H151  single    0.930  0.020  1.080
 BRE  C16  C17   single    1.477  0.020  1.477
 BRE  C17  C18   aromatic  1.397  0.020  1.397
 BRE  C17  C19   aromatic  1.396  0.020  1.396
 BRE  C18  C20   aromatic  1.387  0.020  1.387
 BRE  C18  H181  single    0.930  0.020  1.080
 BRE  C19  C22   aromatic  1.387  0.020  1.387
 BRE  C19  H191  single    0.930  0.020  1.080
 BRE  C20  C21   aromatic  1.389  0.020  1.389
 BRE  C20  H201  single    0.930  0.020  1.080
 BRE  C21  C22   aromatic  1.389  0.020  1.389
 BRE  C21  H211  single    0.930  0.020  1.080
 BRE  C22  H221  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
 BRE  H13   C1   H12  107.15  3.000
 BRE  H13   C1   H11  107.29  3.000
 BRE  H12   C1   H11  107.58  3.000
 BRE  H13   C1   C2   110.94  3.000
 BRE  H12   C1   C2   111.81  3.000
 BRE  H11   C1   C2   111.83  3.000
 BRE  C4    C2   C3   118.00  3.000
 BRE  C4    C2   C1   120.16  3.000
 BRE  C3    C2   C1   121.83  3.000
 BRE  C23   C3   N1   114.65  3.000
 BRE  C23   C3   C2   122.07  3.000
 BRE  N1    C3   C2   123.28  3.000
 BRE  C6    C4   C5   119.76  3.000
 BRE  C6    C4   C2   119.43  3.000
 BRE  C5    C4   C2   120.82  3.000
 BRE  C7    N1   C3   119.29  3.000
 BRE  O2    C5   O1   128.52  3.000
 BRE  O2    C5   C4   115.54  3.000
 BRE  O1    C5   C4   115.93  3.000
 BRE  C9    C23  C8   118.23  3.000
 BRE  C9    C23  C3   121.82  3.000
 BRE  C8    C23  C3   119.86  3.000
 BRE  C10   C6   C7   119.14  3.000
 BRE  C10   C6   C4   123.15  3.000
 BRE  C7    C6   C4   117.71  3.000
 BRE  C11   C7   C6   119.48  3.000
 BRE  C11   C7   N1   118.27  3.000
 BRE  C6    C7   N1   122.25  3.000
 BRE  H81   C8   C12  119.49  3.000
 BRE  H81   C8   C23  119.63  3.000
 BRE  C12   C8   C23  120.88  3.000
 BRE  H91   C9   C13  118.89  3.000
 BRE  H91   C9   C23  120.22  3.000
 BRE  C13   C9   C23  120.88  3.000
 BRE  H101  C10  C14  119.83  3.000
 BRE  H101  C10  C6   121.21  3.000
 BRE  C14   C10  C6   118.96  3.000
 BRE  H111  C11  C15  120.71  3.000
 BRE  H111  C11  C7   118.49  3.000
 BRE  C15   C11  C7   120.80  3.000
 BRE  H121  C12  C16  119.96  3.000
 BRE  H121  C12  C8   118.98  3.000
 BRE  C16   C12  C8   121.04  3.000
 BRE  H131  C13  C16  120.04  3.000
 BRE  H131  C13  C9   118.91  3.000
 BRE  C16   C13  C9   121.04  3.000
 BRE  F1    C14  C15  117.62  3.000
 BRE  F1    C14  C10  119.40  3.000
 BRE  C15   C14  C10  122.98  3.000
 BRE  H151  C15  C14  120.09  3.000
 BRE  H151  C15  C11  121.27  3.000
 BRE  C14   C15  C11  118.63  3.000
 BRE  C17   C16  C13  121.05  3.000
 BRE  C17   C16  C12  121.03  3.000
 BRE  C13   C16  C12  117.92  3.000
 BRE  C19   C17  C18  118.35  3.000
 BRE  C19   C17  C16  120.83  3.000
 BRE  C18   C17  C16  120.83  3.000
 BRE  H181  C18  C20  119.22  3.000
 BRE  H181  C18  C17  119.93  3.000
 BRE  C20   C18  C17  120.83  3.000
 BRE  H191  C19  C22  119.23  3.000
 BRE  H191  C19  C17  119.92  3.000
 BRE  C22   C19  C17  120.84  3.000
 BRE  H201  C20  C21  120.13  3.000
 BRE  H201  C20  C18  119.61  3.000
 BRE  C21   C20  C18  120.25  3.000
 BRE  H211  C21  C22  120.27  3.000
 BRE  H211  C21  C20  120.25  3.000
 BRE  C22   C21  C20  119.48  3.000
 BRE  H221  C22  C21  120.13  3.000
 BRE  H221  C22  C19  119.62  3.000
 BRE  C21   C22  C19  120.25  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
 BRE  CONST_01  C7    N1   C3   C2      0.00   0.0  0
 BRE  CONST_04  C7    C6   C4   C2      0.00   0.0  0
 BRE  CONST_05  C10   C6   C4   C2    180.00   0.0  0
 BRE  CONST_06  C6    C4   C2   C3      0.00   0.0  0
 BRE  CONST_07  C6    C7   N1   C3      0.00   0.0  0
 BRE  CONST_08  C11   C7   N1   C3    180.00   0.0  0
 BRE  CONST_09  C12   C8   C23  C3    180.00   0.0  0
 BRE  CONST_10  C13   C9   C23  C3    180.00   0.0  0
 BRE  CONST_11  N1    C3   C2   C4      0.00   0.0  0
 BRE  CONST_12  C23   C3   C2   C4    180.00   0.0  0
 BRE  CONST_13  N1    C7   C6   C4      0.00   0.0  0
 BRE  CONST_14  C11   C7   C6   C4    180.00   0.0  0
 BRE  CONST_15  C14   C10  C6   C4    180.00   0.0  0
 BRE  CONST_18  C10   C6   C7   N1    180.00   0.0  0
 BRE  CONST_19  C15   C11  C7   N1    180.00   0.0  0
 BRE  CONST_20  C7    N1   C3   C23   180.00   0.0  0
 BRE  CONST_21  C16   C12  C8   C23     0.00   0.0  0
 BRE  CONST_22  C16   C13  C9   C23     0.00   0.0  0
 BRE  CONST_23  C15   C11  C7   C6      0.00   0.0  0
 BRE  CONST_24  C15   C14  C10  C6      0.00   0.0  0
 BRE  CONST_25  C14   C10  C6   C7      0.00   0.0  0
 BRE  CONST_26  C14   C15  C11  C7      0.00   0.0  0
 BRE  CONST_27  C13   C9   C23  C8      0.00   0.0  0
 BRE  CONST_28  C13   C16  C12  C8      0.00   0.0  0
 BRE  CONST_29  C17   C16  C12  C8    180.00   0.0  0
 BRE  CONST_30  C12   C8   C23  C9      0.00   0.0  0
 BRE  CONST_31  C12   C16  C13  C9      0.00   0.0  0
 BRE  CONST_32  C17   C16  C13  C9    180.00   0.0  0
 BRE  CONST_33  C11   C7   C6   C10     0.00   0.0  0
 BRE  CONST_34  C11   C15  C14  C10     0.00   0.0  0
 BRE  CONST_39  C20   C18  C17  C16   180.00   0.0  0
 BRE  CONST_40  C22   C19  C17  C16   180.00   0.0  0
 BRE  CONST_41  C21   C20  C18  C17     0.00   0.0  0
 BRE  CONST_42  C21   C22  C19  C17     0.00   0.0  0
 BRE  CONST_43  C22   C19  C17  C18     0.00   0.0  0
 BRE  CONST_44  C22   C21  C20  C18     0.00   0.0  0
 BRE  CONST_45  C20   C18  C17  C19     0.00   0.0  0
 BRE  CONST_46  C20   C21  C22  C19     0.00   0.0  0
 BRE  CONST_47  N1    C3   C2   C1    180.00   0.0  0
 BRE  CONST_48  C23   C3   C2   C1      0.00   0.0  0
 BRE  CONST_49  C6    C4   C2   C1    180.00   0.0  0
 BRE  CONST_50  C5    C4   C2   C3    180.00   0.0  0
 BRE  CONST_51  C7    C6   C4   C5    180.00   0.0  0
 BRE  CONST_52  C10   C6   C4   C5      0.00   0.0  0
 BRE  CONST_53  F1    C14  C10  C6    180.00   0.0  0
 BRE  CONST_54  F1    C14  C15  C11   180.00   0.0  0
 BRE  CONST_55  H81   C8   C23  C3      0.00   0.0  0
 BRE  CONST_56  H91   C9   C23  C3      0.00   0.0  0
 BRE  CONST_57  H101  C10  C6   C4      0.00   0.0  0
 BRE  CONST_58  H111  C11  C7   N1      0.00   0.0  0
 BRE  CONST_59  H121  C12  C8   C23   180.00   0.0  0
 BRE  CONST_60  H131  C13  C9   C23   180.00   0.0  0
 BRE  CONST_61  H151  C15  C11  C7    180.00   0.0  0
 BRE  CONST_62  H181  C18  C17  C16     0.00   0.0  0
 BRE  CONST_63  H191  C19  C17  C16     0.00   0.0  0
 BRE  CONST_64  H201  C20  C18  C17   180.00   0.0  0
 BRE  CONST_65  H221  C22  C19  C17   180.00   0.0  0
 BRE  CONST_66  H211  C21  C20  C18   180.00   0.0  0
 BRE  Var_01    O1    C5   C4   C2   -106.77  30.0  2
 BRE  Var_02    H11   C1   C2   C3    -26.11  30.0  2

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
 BRE  plan-1  C3    0.020
 BRE  plan-1  C23   0.020
 BRE  plan-1  C8    0.020
 BRE  plan-1  C9    0.020
 BRE  plan-1  C12   0.020
 BRE  plan-1  C13   0.020
 BRE  plan-1  C16   0.020
 BRE  plan-1  C17   0.020
 BRE  plan-1  H81   0.020
 BRE  plan-1  H91   0.020
 BRE  plan-1  H121  0.020
 BRE  plan-1  H131  0.020
 BRE  plan-2  C16   0.020
 BRE  plan-2  C17   0.020
 BRE  plan-2  C18   0.020
 BRE  plan-2  C19   0.020
 BRE  plan-2  C20   0.020
 BRE  plan-2  C21   0.020
 BRE  plan-2  C22   0.020
 BRE  plan-2  H181  0.020
 BRE  plan-2  H191  0.020
 BRE  plan-2  H201  0.020
 BRE  plan-2  H211  0.020
 BRE  plan-2  H221  0.020
 BRE  plan-3  C1    0.020
 BRE  plan-3  C2    0.020
 BRE  plan-3  C3    0.020
 BRE  plan-3  C4    0.020
 BRE  plan-3  N1    0.020
 BRE  plan-3  C5    0.020
 BRE  plan-3  C23   0.020
 BRE  plan-3  C6    0.020
 BRE  plan-3  C7    0.020
 BRE  plan-3  C10   0.020
 BRE  plan-3  C11   0.020
 BRE  plan-3  C14   0.020
 BRE  plan-3  C15   0.020
 BRE  plan-3  F1    0.020
 BRE  plan-3  H101  0.020
 BRE  plan-3  H111  0.020
 BRE  plan-3  H151  0.020
 BRE  plan-4  C4    0.020
 BRE  plan-4  C5    0.020
 BRE  plan-4  O1    0.020
 BRE  plan-4  O2    0.020

