# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 06:10:26 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 5-(3-fluoro-1H-pyrazol-4-yl)-2-[(naphthalen-2-yl)oxy]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(ccc1Oc2ccc3ccccc3c2)c4c[nH]nc4F
#
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
 EWJ  EWJ  '5-(3-fluoro-1H-pyrazol-4-yl)-2-[(naphthalen-2-yl)oxy]benzoic acid'  ligand  38  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EWJ
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
 EWJ  C2   C  CR16   0  -0.307   5.8088  -1.2432  -1.0034
 EWJ  C3   C  CR16   0  -0.262   6.8098  -1.4637  -0.0961
 EWJ  C4   C  CR16   0  -0.256   6.6298  -1.1094   1.2573
 EWJ  C5   C  CR16   0  -0.317   5.4569  -0.5414   1.6759
 EWJ  C14  C  CR6    0   0.127  -2.6651  -0.5350  -0.2267
 EWJ  C15  C  CR16   0  -0.327  -1.5674  -1.3541   0.0364
 EWJ  C16  C  CR16   0  -0.309  -0.3292  -0.8076   0.3176
 EWJ  C17  C  CR6    0   0.295  -0.1666   0.5741   0.3674
 EWJ  C18  C  CR6    0  -0.127  -1.2454   1.4258   0.1200
 EWJ  C19  C  CR16   0  -0.374  -2.4717   0.8439  -0.1902
 EWJ  C20  C  CR5    0  -0.266  -3.9654  -1.1236  -0.5422
 EWJ  C21  C  CR15   0   0.020  -4.2292  -2.3327  -1.1623
 EWJ  N22  N  NR15   0  -0.438  -5.5577  -2.4683  -1.2192
 EWJ  N23  N  N      0  -0.283  -6.2140  -1.4385  -0.6858
 EWJ  C24  C  CR5    0   0.514  -5.2611  -0.6434  -0.2866
 EWJ  C25  C  C      0   0.385  -1.1579   2.9496   0.1845
 EWJ  O26  O  OC    -1  -0.595  -1.9090   3.5667  -0.5943
 EWJ  O27  O  O      0  -0.587  -0.3772   3.4370   1.0188
 EWJ  C29  C  CR6    0   0.334   2.1846   0.4915   0.2585
 EWJ  C30  C  CR16   0  -0.409   3.1790   0.2722   1.1701
 EWJ  C31  C  CR66   0   0.127   4.4048  -0.3024   0.7609
 EWJ  C32  C  CR66   0   0.103   4.5855  -0.6612  -0.5996
 EWJ  C33  C  CR16   0  -0.304   3.5301  -0.4196  -1.5117
 EWJ  C34  C  CR16   0  -0.306   2.3562   0.1440  -1.1014
 EWJ  F1   F  F      0  -0.288  -5.5707   0.4962   0.3199
 EWJ  H1   H  HCR6   0   0.256   5.9437  -1.5127  -2.0441
 EWJ  H2   H  HCR6   0   0.258   7.7423  -1.9111  -0.4140
 EWJ  H3   H  HCR6   0   0.259   7.4265  -1.2888   1.9675
 EWJ  H4   H  HCR6   0   0.256   5.3214  -0.2696   2.7158
 EWJ  H7   H  HCR6   0   0.243  -3.2936   1.5075  -0.4227
 EWJ  H8   H  HCR5   0   0.300  -3.5627  -3.0784  -1.5645
 EWJ  H9   H  HNR5   0   0.431  -6.0743  -3.2338  -1.6210
 EWJ  H11  H  HCR6   0   0.265   3.0331   0.5418   2.2094
 EWJ  H12  H  HCR6   0   0.262   3.6650  -0.6813  -2.5541
 EWJ  H13  H  HCR6   0   0.280   1.5631   0.3327  -1.8142
 EWJ  O28  O  O2     0  -0.491   1.0470   1.1190   0.6740
 EWJ  H5   H  HCR6   0   0.254  -1.6768  -2.4315   0.0357
 EWJ  H6   H  HCR6   0   0.276   0.5065  -1.4670   0.5168

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
 EWJ  O27  C25  deloc     1.242  0.020  1.242
 EWJ  C25  O26  deloc     1.246  0.020  1.246
 EWJ  C25  C18  single    1.528  0.020  1.528
 EWJ  C19  C18  aromatic  1.392  0.020  1.392
 EWJ  C19  C14  aromatic  1.393  0.020  1.393
 EWJ  C18  C17  aromatic  1.397  0.020  1.397
 EWJ  N22  N23  aromatic  1.333  0.020  1.333
 EWJ  N22  C21  aromatic  1.337  0.020  1.337
 EWJ  N23  C24  aromatic  1.304  0.020  1.304
 EWJ  C21  C20  aromatic  1.384  0.020  1.384
 EWJ  C24  C20  aromatic  1.405  0.020  1.405
 EWJ  C24  F1   single    1.328  0.020  1.328
 EWJ  C20  C14  single    1.462  0.020  1.462
 EWJ  C14  C15  aromatic  1.395  0.020  1.395
 EWJ  C17  O28  single    1.365  0.020  1.365
 EWJ  C17  C16  aromatic  1.392  0.020  1.392
 EWJ  O28  C29  single    1.364  0.020  1.364
 EWJ  C15  C16  aromatic  1.382  0.020  1.382
 EWJ  C30  C29  aromatic  1.367  0.020  1.367
 EWJ  C30  C31  aromatic  1.414  0.020  1.414
 EWJ  C29  C34  aromatic  1.414  0.020  1.414
 EWJ  C5   C31  aromatic  1.415  0.020  1.415
 EWJ  C5   C4   aromatic  1.369  0.020  1.369
 EWJ  C31  C32  aromatic  1.419  0.020  1.419
 EWJ  C34  C33  aromatic  1.365  0.020  1.365
 EWJ  C4   C3   aromatic  1.411  0.020  1.411
 EWJ  C32  C33  aromatic  1.416  0.020  1.416
 EWJ  C32  C2   aromatic  1.414  0.020  1.414
 EWJ  C3   C2   aromatic  1.369  0.020  1.369
 EWJ  C2   H1   single    0.930  0.020  1.080
 EWJ  C3   H2   single    0.930  0.020  1.080
 EWJ  C4   H3   single    0.930  0.020  1.080
 EWJ  C5   H4   single    0.930  0.020  1.080
 EWJ  C15  H5   single    0.930  0.020  1.080
 EWJ  C16  H6   single    0.930  0.020  1.080
 EWJ  C19  H7   single    0.930  0.020  1.080
 EWJ  C21  H8   single    0.930  0.020  1.080
 EWJ  N22  H9   single    0.860  0.020  1.020
 EWJ  C30  H11  single    0.930  0.020  1.080
 EWJ  C33  H12  single    0.930  0.020  1.080
 EWJ  C34  H13  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
 EWJ  H1   C2   C32  118.98  3.000
 EWJ  H1   C2   C3   120.37  3.000
 EWJ  C32  C2   C3   120.65  3.000
 EWJ  H2   C3   C4   119.72  3.000
 EWJ  H2   C3   C2   120.14  3.000
 EWJ  C4   C3   C2   120.15  3.000
 EWJ  H3   C4   C5   119.92  3.000
 EWJ  H3   C4   C3   119.61  3.000
 EWJ  C5   C4   C3   120.47  3.000
 EWJ  H4   C5   C31  119.05  3.000
 EWJ  H4   C5   C4   120.32  3.000
 EWJ  C31  C5   C4   120.63  3.000
 EWJ  C20  C14  C19  121.85  3.000
 EWJ  C20  C14  C15  120.29  3.000
 EWJ  C19  C14  C15  117.85  3.000
 EWJ  H5   C15  C16  118.95  3.000
 EWJ  H5   C15  C14  120.30  3.000
 EWJ  C16  C15  C14  120.74  3.000
 EWJ  H6   C16  C17  120.51  3.000
 EWJ  H6   C16  C15  119.20  3.000
 EWJ  C17  C16  C15  120.28  3.000
 EWJ  O28  C17  C18  118.89  3.000
 EWJ  O28  C17  C16  120.53  3.000
 EWJ  C18  C17  C16  120.58  3.000
 EWJ  C25  C18  C19  118.48  3.000
 EWJ  C19  C18  C17  117.70  3.000
 EWJ  C25  C18  C17  123.82  3.000
 EWJ  H7   C19  C18  117.43  3.000
 EWJ  H7   C19  C14  119.75  3.000
 EWJ  C18  C19  C14  122.81  3.000
 EWJ  C24  C20  C21  101.79  3.000
 EWJ  C24  C20  C14  130.04  3.000
 EWJ  C21  C20  C14  128.16  3.000
 EWJ  H8   C21  N22  121.90  3.000
 EWJ  H8   C21  C20  130.82  3.000
 EWJ  N22  C21  C20  107.28  3.000
 EWJ  H9   N22  N23  119.64  3.000
 EWJ  H9   N22  C21  127.15  3.000
 EWJ  N23  N22  C21  113.20  3.000
 EWJ  C24  N23  N22  103.53  3.000
 EWJ  F1   C24  N23  119.53  3.000
 EWJ  F1   C24  C20  126.26  3.000
 EWJ  N23  C24  C20  114.20  3.000
 EWJ  O27  C25  O26  127.19  3.000
 EWJ  O26  C25  C18  115.67  3.000
 EWJ  O27  C25  C18  117.11  3.000
 EWJ  C34  C29  C30  120.91  3.000
 EWJ  C34  C29  O28  120.48  3.000
 EWJ  C30  C29  O28  118.52  3.000
 EWJ  H11  C30  C31  119.68  3.000
 EWJ  H11  C30  C29  120.13  3.000
 EWJ  C31  C30  C29  120.19  3.000
 EWJ  C32  C31  C30  119.38  3.000
 EWJ  C32  C31  C5   118.87  3.000
 EWJ  C30  C31  C5   121.74  3.000
 EWJ  C33  C32  C31  118.67  3.000
 EWJ  C33  C32  C2   122.10  3.000
 EWJ  C31  C32  C2   119.23  3.000
 EWJ  H12  C33  C34  119.74  3.000
 EWJ  H12  C33  C32  119.08  3.000
 EWJ  C34  C33  C32  121.19  3.000
 EWJ  H13  C34  C33  120.25  3.000
 EWJ  H13  C34  C29  120.09  3.000
 EWJ  C33  C34  C29  119.66  3.000
 EWJ  C29  O28  C17  119.31  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
 EWJ  CONST_01  C30  C31  C32  C2    180.00   0.0  0
 EWJ  CONST_02  C5   C31  C32  C2      0.00   0.0  0
 EWJ  CONST_03  C34  C33  C32  C2    180.00   0.0  0
 EWJ  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 EWJ  CONST_05  C31  C5   C4   C3      0.00   0.0  0
 EWJ  CONST_06  C31  C32  C2   C3      0.00   0.0  0
 EWJ  CONST_07  C33  C32  C2   C3    180.00   0.0  0
 EWJ  CONST_08  C30  C31  C5   C4    180.00   0.0  0
 EWJ  CONST_09  C32  C31  C5   C4      0.00   0.0  0
 EWJ  CONST_10  C32  C2   C3   C4      0.00   0.0  0
 EWJ  CONST_11  C29  C30  C31  C5    180.00   0.0  0
 EWJ  CONST_12  C33  C32  C31  C5    180.00   0.0  0
 EWJ  CONST_13  C17  C18  C19  C14     0.00   0.0  0
 EWJ  CONST_14  N22  C21  C20  C14   180.00   0.0  0
 EWJ  CONST_15  N23  C24  C20  C14   180.00   0.0  0
 EWJ  CONST_16  C17  C16  C15  C14     0.00   0.0  0
 EWJ  CONST_17  C18  C19  C14  C15     0.00   0.0  0
 EWJ  CONST_20  C18  C17  C16  C15     0.00   0.0  0
 EWJ  CONST_21  C19  C18  C17  C16     0.00   0.0  0
 EWJ  CONST_22  C19  C14  C15  C16     0.00   0.0  0
 EWJ  CONST_23  C20  C14  C15  C16   180.00   0.0  0
 EWJ  CONST_24  C20  C14  C19  C18   180.00   0.0  0
 EWJ  CONST_27  N23  N22  C21  C20     0.00   0.0  0
 EWJ  CONST_28  N22  N23  C24  C20     0.00   0.0  0
 EWJ  CONST_29  C24  N23  N22  C21     0.00   0.0  0
 EWJ  CONST_30  N23  C24  C20  C21     0.00   0.0  0
 EWJ  CONST_31  C24  C20  C21  N22     0.00   0.0  0
 EWJ  CONST_32  C32  C31  C30  C29     0.00   0.0  0
 EWJ  CONST_33  C32  C33  C34  C29     0.00   0.0  0
 EWJ  CONST_34  C33  C34  C29  C30     0.00   0.0  0
 EWJ  CONST_35  C33  C32  C31  C30     0.00   0.0  0
 EWJ  CONST_36  C34  C29  C30  C31     0.00   0.0  0
 EWJ  CONST_37  C34  C33  C32  C31     0.00   0.0  0
 EWJ  CONST_38  C25  C18  C19  C14   180.00   0.0  0
 EWJ  CONST_39  F1   C24  C20  C14     0.00   0.0  0
 EWJ  CONST_40  O28  C17  C16  C15   180.00   0.0  0
 EWJ  CONST_41  C25  C18  C17  C16   180.00   0.0  0
 EWJ  CONST_42  O28  C17  C18  C19   180.00   0.0  0
 EWJ  CONST_43  F1   C24  C20  C21   180.00   0.0  0
 EWJ  CONST_44  F1   C24  N23  N22   180.00   0.0  0
 EWJ  CONST_45  C31  C30  C29  O28   180.00   0.0  0
 EWJ  CONST_46  C33  C34  C29  O28   180.00   0.0  0
 EWJ  CONST_47  H12  C33  C32  C2      0.00   0.0  0
 EWJ  CONST_48  H3   C4   C3   C2    180.00   0.0  0
 EWJ  CONST_49  H4   C5   C4   C3    180.00   0.0  0
 EWJ  CONST_50  H1   C2   C3   C4    180.00   0.0  0
 EWJ  CONST_51  H11  C30  C31  C5      0.00   0.0  0
 EWJ  CONST_52  H2   C3   C4   C5    180.00   0.0  0
 EWJ  CONST_53  H8   C21  C20  C14     0.00   0.0  0
 EWJ  CONST_54  H6   C16  C15  C14   180.00   0.0  0
 EWJ  CONST_55  H7   C19  C14  C15   180.00   0.0  0
 EWJ  CONST_56  H5   C15  C16  C17   180.00   0.0  0
 EWJ  CONST_57  H9   N22  C21  C20   180.00   0.0  0
 EWJ  CONST_58  H13  C34  C29  C30   180.00   0.0  0
 EWJ  Var_01    C30  C29  O28  C17  -130.62  30.0  2
 EWJ  Var_02    O27  C25  C18  C17   -33.19  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
 EWJ  plan-1  C14  0.020
 EWJ  plan-1  C20  0.020
 EWJ  plan-1  C21  0.020
 EWJ  plan-1  N22  0.020
 EWJ  plan-1  N23  0.020
 EWJ  plan-1  C24  0.020
 EWJ  plan-1  F1   0.020
 EWJ  plan-1  H8   0.020
 EWJ  plan-1  H9   0.020
 EWJ  plan-2  C14  0.020
 EWJ  plan-2  C15  0.020
 EWJ  plan-2  C16  0.020
 EWJ  plan-2  C17  0.020
 EWJ  plan-2  C18  0.020
 EWJ  plan-2  C19  0.020
 EWJ  plan-2  C20  0.020
 EWJ  plan-2  C25  0.020
 EWJ  plan-2  H7   0.020
 EWJ  plan-2  O28  0.020
 EWJ  plan-2  H5   0.020
 EWJ  plan-2  H6   0.020
 EWJ  plan-3  C2   0.020
 EWJ  plan-3  C3   0.020
 EWJ  plan-3  C4   0.020
 EWJ  plan-3  C5   0.020
 EWJ  plan-3  C29  0.020
 EWJ  plan-3  C30  0.020
 EWJ  plan-3  C31  0.020
 EWJ  plan-3  C32  0.020
 EWJ  plan-3  C33  0.020
 EWJ  plan-3  C34  0.020
 EWJ  plan-3  H1   0.020
 EWJ  plan-3  H2   0.020
 EWJ  plan-3  H3   0.020
 EWJ  plan-3  H4   0.020
 EWJ  plan-3  H11  0.020
 EWJ  plan-3  H12  0.020
 EWJ  plan-3  H13  0.020
 EWJ  plan-3  O28  0.020
 EWJ  plan-4  C18  0.020
 EWJ  plan-4  C25  0.020
 EWJ  plan-4  O26  0.020
 EWJ  plan-4  O27  0.020

