# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 20:17:09 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: 6-fluoro-2-[2-methyl-4-phenoxy-5-(propan-2-yl)phenyl]quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(c(C)cc1Oc2ccccc2)c3cc(C(O)=O)c4cc(F)ccc4n3
#
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
 1EA  1EA  '6-fluoro-2-[2-methyl-4-phenoxy-5-(propan-2-yl)phenyl]quinoline-4-carboxylic acid'  ligand  52  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1EA
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
 1EA  O1    O  O      0  -0.581  -4.6504  -2.5001  -1.8303
 1EA  C22   C  C      0   0.382  -3.5758  -1.9288  -2.0888
 1EA  O2    O  OC    -1  -0.578  -2.8062  -2.1578  -3.0360
 1EA  C3    C  CR6    0   0.019  -3.1229  -0.8396  -1.1139
 1EA  C4    C  CR66   0   0.073  -4.0099   0.0381  -0.4260
 1EA  C5    C  CR16   0  -0.516  -5.4160   0.0324  -0.5881
 1EA  C6    C  CR6    0   0.563  -6.1656   0.9521   0.0793
 1EA  F1    F  F      0  -0.318  -7.5006   0.9484  -0.0757
 1EA  C7    C  CR16   0  -0.415  -5.6151   1.9167   0.9352
 1EA  C8    C  CR16   0  -0.286  -4.2606   1.9341   1.1073
 1EA  C9    C  CR66   0   0.173  -3.4283   1.0064   0.4369
 1EA  N1    N  N      0  -0.445  -2.1003   1.0916   0.6657
 1EA  C1    C  CR6    0   0.172  -1.3011   0.2676   0.0392
 1EA  C2    C  CR16   0  -0.371  -1.7818  -0.6940  -0.8800
 1EA  C10   C  CR6    0   0.061   0.1498   0.3510   0.3254
 1EA  C15   C  CR16   0  -0.383   0.8403  -0.8371   0.5566
 1EA  C14   C  CR6    0   0.095   2.1984  -0.8826   0.8515
 1EA  C24   C  CH1    0  -0.300   2.9182  -2.1772   1.1568
 1EA  C26   C  CH3    0  -0.641   2.9510  -2.4127   2.6693
 1EA  C25   C  CH3    0  -0.666   2.3211  -3.3834   0.4377
 1EA  C13   C  CR6    0   0.270   2.8539   0.3432   0.9068
 1EA  C12   C  CR16   0  -0.341   2.1946   1.5373   0.6629
 1EA  C11   C  CR6    0   0.062   0.8357   1.5731   0.3735
 1EA  C23   C  CH3    0  -0.732   0.1852   2.8982   0.0977
 1EA  O3    O  O2     0  -0.514   4.1842   0.3890   1.2484
 1EA  C16   C  CR6    0   0.369   5.1225   0.4469   0.2622
 1EA  C21   C  CR16   0  -0.332   6.4390   0.6266   0.6787
 1EA  C20   C  CR16   0  -0.247   7.4537   0.6866  -0.2624
 1EA  C19   C  CR16   0  -0.274   7.1695   0.5702  -1.6185
 1EA  C18   C  CR16   0  -0.247   5.8548   0.3897  -2.0209
 1EA  C17   C  CR16   0  -0.338   4.8241   0.3251  -1.0901
 1EA  H5    H  HCR6   0   0.279  -5.8880  -0.7009  -1.2242
 1EA  H7    H  HCR6   0   0.283  -6.2565   2.6253   1.4422
 1EA  H8    H  HCR6   0   0.269  -3.7949   2.6625   1.7582
 1EA  H2    H  HCR6   0   0.263  -1.0759  -1.3170  -1.4123
 1EA  H15   H  HCR6   0   0.255   0.2826  -1.7648   0.5187
 1EA  H3    H  HCH1   0   0.239   3.9514  -2.0787   0.8138
 1EA  H262  H  HCH3   0   0.221   1.9396  -2.5357   3.0621
 1EA  H261  H  HCH3   0   0.230   3.5147  -3.3166   2.9063
 1EA  H263  H  HCH3   0   0.234   3.4167  -1.5810   3.1982
 1EA  H252  H  HCH3   0   0.223   1.3238  -3.6296   0.8060
 1EA  H251  H  HCH3   0   0.234   2.2530  -3.2192  -0.6386
 1EA  H4    H  HCH3   0   0.239   2.9506  -4.2585   0.6019
 1EA  H12   H  HCR6   0   0.262   2.7584   2.4628   0.6995
 1EA  H232  H  HCH3   0   0.251  -0.4576   3.2101   0.9198
 1EA  H233  H  HCH3   0   0.242   0.9426   3.6674  -0.0489
 1EA  H231  H  HCH3   0   0.241  -0.4384   2.8668  -0.7959
 1EA  H21   H  HCR6   0   0.267   6.6590   0.7204   1.7348
 1EA  H20   H  HCR6   0   0.260   8.4745   0.8285   0.0685
 1EA  H19   H  HCR6   0   0.255   7.9636   0.6199  -2.3510
 1EA  H18   H  HCR6   0   0.261   5.6177   0.2958  -3.0728
 1EA  H17   H  HCR6   0   0.278   3.8059   0.1819  -1.4277

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
 1EA  O1   C22   deloc     1.244  0.020  1.244
 1EA  O2   C22   deloc     1.242  0.020  1.242
 1EA  C25  C24   single    1.526  0.020  1.526
 1EA  C22  C3    single    1.530  0.020  1.530
 1EA  C24  C26   single    1.531  0.020  1.531
 1EA  C24  C14   single    1.512  0.020  1.512
 1EA  C3   C2    aromatic  1.369  0.020  1.369
 1EA  C3   C4    aromatic  1.425  0.020  1.425
 1EA  C2   C1    aromatic  1.415  0.020  1.415
 1EA  C14  C15   aromatic  1.391  0.020  1.391
 1EA  C14  C13   aromatic  1.391  0.020  1.391
 1EA  C15  C10   aromatic  1.393  0.020  1.393
 1EA  C5   C4    aromatic  1.415  0.020  1.415
 1EA  C5   C6    aromatic  1.361  0.020  1.361
 1EA  C4   C9    aromatic  1.421  0.020  1.421
 1EA  C1   C10   single    1.481  0.020  1.481
 1EA  C1   N1    aromatic  1.308  0.020  1.308
 1EA  O3   C13   single    1.374  0.020  1.374
 1EA  O3   C16   single    1.362  0.020  1.362
 1EA  C10  C11   aromatic  1.402  0.020  1.402
 1EA  C13  C12   aromatic  1.386  0.020  1.386
 1EA  F1   C6    single    1.344  0.020  1.344
 1EA  C6   C7    aromatic  1.402  0.020  1.402
 1EA  C17  C16   aromatic  1.390  0.020  1.390
 1EA  C17  C18   aromatic  1.390  0.020  1.390
 1EA  C12  C11   aromatic  1.390  0.020  1.390
 1EA  C9   N1    aromatic  1.350  0.020  1.350
 1EA  C9   C8    aromatic  1.415  0.020  1.415
 1EA  C11  C23   single    1.502  0.020  1.502
 1EA  C16  C21   aromatic  1.392  0.020  1.392
 1EA  C18  C19   aromatic  1.387  0.020  1.387
 1EA  C7   C8    aromatic  1.366  0.020  1.366
 1EA  C21  C20   aromatic  1.385  0.020  1.385
 1EA  C19  C20   aromatic  1.390  0.020  1.390
 1EA  C5   H5    single    0.930  0.020  1.080
 1EA  C7   H7    single    0.930  0.020  1.080
 1EA  C8   H8    single    0.930  0.020  1.080
 1EA  C2   H2    single    0.930  0.020  1.080
 1EA  C15  H15   single    0.930  0.020  1.080
 1EA  C24  H3    single    0.970  0.020  1.090
 1EA  C26  H262  single    0.970  0.020  1.090
 1EA  C26  H261  single    0.970  0.020  1.090
 1EA  C26  H263  single    0.970  0.020  1.090
 1EA  C25  H252  single    0.970  0.020  1.090
 1EA  C25  H251  single    0.970  0.020  1.090
 1EA  C25  H4    single    0.970  0.020  1.090
 1EA  C12  H12   single    0.930  0.020  1.080
 1EA  C23  H232  single    0.970  0.020  1.090
 1EA  C23  H233  single    0.970  0.020  1.090
 1EA  C23  H231  single    0.970  0.020  1.090
 1EA  C21  H21   single    0.930  0.020  1.080
 1EA  C20  H20   single    0.930  0.020  1.080
 1EA  C19  H19   single    0.930  0.020  1.080
 1EA  C18  H18   single    0.930  0.020  1.080
 1EA  C17  H17   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
 1EA  C3    C22  O2    115.71  3.000
 1EA  C3    C22  O1    116.75  3.000
 1EA  O2    C22  O1    127.52  3.000
 1EA  C2    C3   C4    117.50  3.000
 1EA  C4    C3   C22   124.18  3.000
 1EA  C2    C3   C22   118.32  3.000
 1EA  C9    C4   C5    118.60  3.000
 1EA  C9    C4   C3    117.26  3.000
 1EA  C5    C4   C3    124.10  3.000
 1EA  H5    C5   C6    120.47  3.000
 1EA  H5    C5   C4    120.30  3.000
 1EA  C6    C5   C4    119.22  3.000
 1EA  C7    C6   F1    117.53  3.000
 1EA  C7    C6   C5    123.22  3.000
 1EA  F1    C6   C5    119.24  3.000
 1EA  H7    C7   C8    121.38  3.000
 1EA  H7    C7   C6    120.26  3.000
 1EA  C8    C7   C6    118.37  3.000
 1EA  H8    C8   C9    118.24  3.000
 1EA  H8    C8   C7    120.75  3.000
 1EA  C9    C8   C7    121.02  3.000
 1EA  N1    C9   C8    117.18  3.000
 1EA  C8    C9   C4    119.57  3.000
 1EA  N1    C9   C4    123.25  3.000
 1EA  C1    N1   C9    118.70  3.000
 1EA  C10   C1   C2    119.78  3.000
 1EA  C10   C1   N1    118.07  3.000
 1EA  C2    C1   N1    122.14  3.000
 1EA  H2    C2   C1    119.32  3.000
 1EA  H2    C2   C3    119.60  3.000
 1EA  C1    C2   C3    121.08  3.000
 1EA  C11   C10  C15   119.67  3.000
 1EA  C11   C10  C1    122.33  3.000
 1EA  C15   C10  C1    118.00  3.000
 1EA  H15   C15  C14   118.84  3.000
 1EA  H15   C15  C10   117.99  3.000
 1EA  C14   C15  C10   123.16  3.000
 1EA  C13   C14  C24   121.46  3.000
 1EA  C13   C14  C15   116.09  3.000
 1EA  C24   C14  C15   122.39  3.000
 1EA  H3    C24  C25   107.05  3.000
 1EA  H3    C24  C26   107.68  3.000
 1EA  C25   C24  C26   110.63  3.000
 1EA  H3    C24  C14   108.02  3.000
 1EA  C26   C24  C14   109.96  3.000
 1EA  C25   C24  C14   113.28  3.000
 1EA  H263  C26  H261  107.81  3.000
 1EA  H263  C26  H262  107.89  3.000
 1EA  H261  C26  H262  107.88  3.000
 1EA  H263  C26  C24   111.78  3.000
 1EA  H261  C26  C24   110.67  3.000
 1EA  H262  C26  C24   110.67  3.000
 1EA  H4    C25  H251  107.78  3.000
 1EA  H4    C25  H252  107.20  3.000
 1EA  H251  C25  H252  108.06  3.000
 1EA  H4    C25  C24   109.72  3.000
 1EA  H251  C25  C24   111.74  3.000
 1EA  H252  C25  C24   112.14  3.000
 1EA  O3    C13  C12   118.40  3.000
 1EA  C12   C13  C14   121.88  3.000
 1EA  O3    C13  C14   119.69  3.000
 1EA  H12   C12  C11   119.56  3.000
 1EA  H12   C12  C13   118.83  3.000
 1EA  C11   C12  C13   121.61  3.000
 1EA  C23   C11  C12   118.98  3.000
 1EA  C23   C11  C10   123.42  3.000
 1EA  C12   C11  C10   117.57  3.000
 1EA  H231  C23  H233  107.92  3.000
 1EA  H231  C23  H232  106.82  3.000
 1EA  H233  C23  H232  108.04  3.000
 1EA  H231  C23  C11   111.90  3.000
 1EA  H233  C23  C11   110.28  3.000
 1EA  H232  C23  C11   111.70  3.000
 1EA  C16   O3   C13   119.22  3.000
 1EA  C17   C16  C21   120.35  3.000
 1EA  C21   C16  O3    116.11  3.000
 1EA  C17   C16  O3    123.54  3.000
 1EA  H21   C21  C20   120.66  3.000
 1EA  H21   C21  C16   119.67  3.000
 1EA  C20   C21  C16   119.67  3.000
 1EA  H20   C20  C19   120.13  3.000
 1EA  H20   C20  C21   119.26  3.000
 1EA  C19   C20  C21   120.61  3.000
 1EA  H19   C19  C18   120.37  3.000
 1EA  H19   C19  C20   120.44  3.000
 1EA  C18   C19  C20   119.19  3.000
 1EA  H18   C18  C17   118.96  3.000
 1EA  H18   C18  C19   120.06  3.000
 1EA  C17   C18  C19   120.97  3.000
 1EA  H17   C17  C18   119.65  3.000
 1EA  H17   C17  C16   121.13  3.000
 1EA  C18   C17  C16   119.21  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
 1EA  CONST_01  C10   C1   C2   C3   180.00   0.0  0
 1EA  CONST_02  N1    C1   C2   C3     0.00   0.0  0
 1EA  CONST_03  C6    C5   C4   C3   180.00   0.0  0
 1EA  CONST_04  N1    C9   C4   C3     0.00   0.0  0
 1EA  CONST_05  C8    C9   C4   C3   180.00   0.0  0
 1EA  CONST_06  C1    C2   C3   C4     0.00   0.0  0
 1EA  CONST_07  C7    C6   C5   C4     0.00   0.0  0
 1EA  CONST_08  C1    N1   C9   C4     0.00   0.0  0
 1EA  CONST_09  C7    C8   C9   C4     0.00   0.0  0
 1EA  CONST_10  C2    C3   C4   C5   180.00   0.0  0
 1EA  CONST_11  N1    C9   C4   C5   180.00   0.0  0
 1EA  CONST_12  C8    C9   C4   C5     0.00   0.0  0
 1EA  CONST_13  C8    C7   C6   C5     0.00   0.0  0
 1EA  CONST_14  C9    C4   C5   C6     0.00   0.0  0
 1EA  CONST_15  C9    C8   C7   C6     0.00   0.0  0
 1EA  CONST_16  N1    C9   C8   C7   180.00   0.0  0
 1EA  CONST_17  C1    N1   C9   C8   180.00   0.0  0
 1EA  CONST_18  C2    C3   C4   C9     0.00   0.0  0
 1EA  CONST_19  C2    C1   N1   C9     0.00   0.0  0
 1EA  CONST_20  C10   C1   N1   C9   180.00   0.0  0
 1EA  CONST_23  C14   C15  C10  C1   180.00   0.0  0
 1EA  CONST_24  C12   C11  C10  C1   180.00   0.0  0
 1EA  CONST_27  C13   C14  C15  C10    0.00   0.0  0
 1EA  CONST_28  C13   C12  C11  C10    0.00   0.0  0
 1EA  CONST_29  C12   C13  C14  C15    0.00   0.0  0
 1EA  CONST_30  C12   C11  C10  C15    0.00   0.0  0
 1EA  CONST_31  C11   C10  C15  C14    0.00   0.0  0
 1EA  CONST_32  C11   C12  C13  C14    0.00   0.0  0
 1EA  CONST_33  C19   C18  C17  C16    0.00   0.0  0
 1EA  CONST_34  C19   C20  C21  C16    0.00   0.0  0
 1EA  CONST_35  C18   C17  C16  C21    0.00   0.0  0
 1EA  CONST_36  C18   C19  C20  C21    0.00   0.0  0
 1EA  CONST_37  C17   C16  C21  C20    0.00   0.0  0
 1EA  CONST_38  C17   C18  C19  C20    0.00   0.0  0
 1EA  CONST_39  C1    C2   C3   C22  180.00   0.0  0
 1EA  CONST_40  C5    C4   C3   C22    0.00   0.0  0
 1EA  CONST_41  C9    C4   C3   C22  180.00   0.0  0
 1EA  CONST_42  F1    C6   C5   C4   180.00   0.0  0
 1EA  CONST_43  C8    C7   C6   F1   180.00   0.0  0
 1EA  CONST_44  C23   C11  C10  C1     0.00   0.0  0
 1EA  CONST_45  C24   C14  C15  C10  180.00   0.0  0
 1EA  CONST_46  O3    C13  C14  C15  180.00   0.0  0
 1EA  CONST_47  C23   C11  C10  C15  180.00   0.0  0
 1EA  CONST_48  C12   C13  C14  C24  180.00   0.0  0
 1EA  CONST_49  C23   C11  C12  C13  180.00   0.0  0
 1EA  CONST_50  O3    C13  C12  C11  180.00   0.0  0
 1EA  CONST_51  C18   C17  C16  O3   180.00   0.0  0
 1EA  CONST_52  C20   C21  C16  O3   180.00   0.0  0
 1EA  CONST_53  H5    C5   C4   C3     0.00   0.0  0
 1EA  CONST_54  H2    C2   C3   C4   180.00   0.0  0
 1EA  CONST_55  H8    C8   C9   C4   180.00   0.0  0
 1EA  CONST_56  H7    C7   C6   C5   180.00   0.0  0
 1EA  CONST_57  H15   C15  C10  C1     0.00   0.0  0
 1EA  CONST_58  H12   C12  C11  C10  180.00   0.0  0
 1EA  CONST_59  H18   C18  C17  C16  180.00   0.0  0
 1EA  CONST_60  H20   C20  C21  C16  180.00   0.0  0
 1EA  CONST_61  H17   C17  C16  C21  180.00   0.0  0
 1EA  CONST_62  H19   C19  C20  C21  180.00   0.0  0
 1EA  CONST_63  H21   C21  C20  C19  180.00   0.0  0
 1EA  Var_01    C17   C16  O3   C13   -6.84  30.0  2
 1EA  Var_02    C2    C3   C22  O1   145.24  30.0  2
 1EA  Var_03    C25   C24  C14  C15   30.55  30.0  2
 1EA  Var_04    H232  C23  C11  C10   73.76  30.0  2
 1EA  Var_05    H252  C25  C24  C14  -67.72  30.0  3
 1EA  Var_06    H262  C26  C24  C14   63.52  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
 1EA  plan-1  C1   0.020
 1EA  plan-1  C10  0.020
 1EA  plan-1  C15  0.020
 1EA  plan-1  C14  0.020
 1EA  plan-1  C24  0.020
 1EA  plan-1  C13  0.020
 1EA  plan-1  C12  0.020
 1EA  plan-1  C11  0.020
 1EA  plan-1  C23  0.020
 1EA  plan-1  O3   0.020
 1EA  plan-1  H15  0.020
 1EA  plan-1  H12  0.020
 1EA  plan-2  O3   0.020
 1EA  plan-2  C16  0.020
 1EA  plan-2  C21  0.020
 1EA  plan-2  C20  0.020
 1EA  plan-2  C19  0.020
 1EA  plan-2  C18  0.020
 1EA  plan-2  C17  0.020
 1EA  plan-2  H21  0.020
 1EA  plan-2  H20  0.020
 1EA  plan-2  H19  0.020
 1EA  plan-2  H18  0.020
 1EA  plan-2  H17  0.020
 1EA  plan-3  C22  0.020
 1EA  plan-3  C3   0.020
 1EA  plan-3  C4   0.020
 1EA  plan-3  C5   0.020
 1EA  plan-3  C6   0.020
 1EA  plan-3  F1   0.020
 1EA  plan-3  C7   0.020
 1EA  plan-3  C8   0.020
 1EA  plan-3  C9   0.020
 1EA  plan-3  N1   0.020
 1EA  plan-3  C1   0.020
 1EA  plan-3  C2   0.020
 1EA  plan-3  C10  0.020
 1EA  plan-3  H5   0.020
 1EA  plan-3  H7   0.020
 1EA  plan-3  H8   0.020
 1EA  plan-3  H2   0.020
 1EA  plan-4  O1   0.020
 1EA  plan-4  C22  0.020
 1EA  plan-4  O2   0.020
 1EA  plan-4  C3   0.020

