# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 11:10:40 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-phenoxy-5-(1H-pyrazol-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(ccc1Oc2ccccc2)c3c[nH]nc3
#
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
 EWD  EWD  '2-phenoxy-5-(1H-pyrazol-4-yl)benzoic acid'  ligand  33  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EWD
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
 EWD  C14  C  CR6   0   0.115   1.9687   0.3942   0.0610
 EWD  C15  C  CR16  0  -0.313   0.9577   1.3471   0.1857
 EWD  C16  C  CR16  0  -0.325  -0.3741   0.9840   0.2454
 EWD  C17  C  CR6   0   0.356  -0.7417  -0.3576   0.1974
 EWD  C18  C  CR6   0  -0.132   0.2536  -1.3403   0.0801
 EWD  C19  C  CR16  0  -0.351   1.5883  -0.9411   0.0055
 EWD  C20  C  CR5   0  -0.112   3.3767   0.7769  -0.0062
 EWD  C21  C  CR15  0  -0.009   3.9140   1.9867  -0.4026
 EWD  N22  N  NR15  0  -0.424   5.2445   1.8641  -0.3002
 EWD  N23  N  N     0  -0.262   5.6300   0.6709   0.1333
 EWD  C24  C  CR15  0  -0.116   4.5100  -0.0009   0.3151
 EWD  C25  C  C     0   0.528  -0.0870  -2.7848   0.0545
 EWD  O26  O  O     0  -0.429  -1.1163  -3.2653   0.4597
 EWD  O27  O  OH1   0  -0.596   0.8916  -3.5207  -0.4642
 EWD  O28  O  O2    0  -0.492  -2.0302  -0.7574   0.2583
 EWD  C29  C  CR6   0   0.301  -3.0411   0.1661   0.1327
 EWD  C30  C  CR16  0  -0.296  -3.3483   0.6965  -1.1123
 EWD  C31  C  CR16  0  -0.252  -4.4112   1.5815  -1.2247
 EWD  C32  C  CR16  0  -0.256  -5.1585   1.9284  -0.1057
 EWD  C33  C  CR16  0  -0.254  -4.8400   1.3863   1.1319
 EWD  C34  C  CR16  0  -0.307  -3.7741   0.5045   1.2586
 EWD  H1   H  HCR6  0   0.264   1.2064   2.3990   0.2514
 EWD  H2   H  HCR6  0   0.290  -1.1236   1.7574   0.3419
 EWD  H3   H  HCR6  0   0.267   2.3549  -1.6971  -0.0965
 EWD  H4   H  HCR5  0   0.291   3.4545   2.8951  -0.7563
 EWD  H5   H  HNR5  0   0.424   5.9338   2.5643  -0.5233
 EWD  H6   H  HCR5  0   0.259   4.5379  -1.0155   0.6844
 EWD  H7   H  HOH1  0   0.487   0.6507  -4.4579  -0.4183
 EWD  H8   H  HCR6  0   0.278  -2.7676   0.4191  -1.9833
 EWD  H9   H  HCR6  0   0.266  -4.6570   1.9974  -2.1929
 EWD  H10  H  HCR6  0   0.262  -5.9888   2.6156  -0.1994
 EWD  H11  H  HCR6  0   0.265  -5.4204   1.6495   2.0064
 EWD  H12  H  HCR6  0   0.274  -3.5189   0.0787   2.2208

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
 EWD  C33  C34  aromatic  1.389  0.020  1.389
 EWD  C33  C32  aromatic  1.388  0.020  1.388
 EWD  C34  C29  aromatic  1.385  0.020  1.385
 EWD  C32  C31  aromatic  1.390  0.020  1.390
 EWD  C29  O28  single    1.375  0.020  1.375
 EWD  C29  C30  aromatic  1.388  0.020  1.388
 EWD  C31  C30  aromatic  1.388  0.020  1.388
 EWD  O28  C17  single    1.350  0.020  1.350
 EWD  C16  C17  aromatic  1.392  0.020  1.392
 EWD  C16  C15  aromatic  1.382  0.020  1.382
 EWD  C17  C18  aromatic  1.403  0.020  1.403
 EWD  C15  C14  aromatic  1.395  0.020  1.395
 EWD  C18  C19  aromatic  1.395  0.020  1.395
 EWD  C18  C25  single    1.484  0.020  1.484
 EWD  C14  C19  aromatic  1.390  0.020  1.390
 EWD  C14  C20  single    1.461  0.020  1.461
 EWD  C24  C20  aromatic  1.412  0.020  1.412
 EWD  C24  N23  aromatic  1.319  0.020  1.319
 EWD  O26  C25  double    1.206  0.020  1.206
 EWD  C25  O27  single    1.330  0.020  1.330
 EWD  C20  C21  aromatic  1.382  0.020  1.382
 EWD  N23  N22  aromatic  1.327  0.020  1.327
 EWD  C21  N22  aromatic  1.340  0.020  1.340
 EWD  C15  H1   single    0.930  0.020  1.080
 EWD  C16  H2   single    0.930  0.020  1.080
 EWD  C19  H3   single    0.930  0.020  1.080
 EWD  C21  H4   single    0.930  0.020  1.080
 EWD  N22  H5   single    0.860  0.020  1.020
 EWD  C24  H6   single    0.930  0.020  1.080
 EWD  O27  H7   single    0.850  0.020  0.980
 EWD  C30  H8   single    0.930  0.020  1.080
 EWD  C31  H9   single    0.930  0.020  1.080
 EWD  C32  H10  single    0.930  0.020  1.080
 EWD  C33  H11  single    0.930  0.020  1.080
 EWD  C34  H12  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
 EWD  C20  C14  C19  120.92  3.000
 EWD  C20  C14  C15  121.59  3.000
 EWD  C19  C14  C15  117.49  3.000
 EWD  H1   C15  C16  118.29  3.000
 EWD  H1   C15  C14  120.17  3.000
 EWD  C16  C15  C14  121.53  3.000
 EWD  H2   C16  C17  120.62  3.000
 EWD  H2   C16  C15  118.95  3.000
 EWD  C17  C16  C15  120.42  3.000
 EWD  O28  C17  C18  118.24  3.000
 EWD  C18  C17  C16  119.37  3.000
 EWD  O28  C17  C16  122.39  3.000
 EWD  C25  C18  C19  119.80  3.000
 EWD  C25  C18  C17  121.34  3.000
 EWD  C19  C18  C17  118.85  3.000
 EWD  H3   C19  C18  118.90  3.000
 EWD  H3   C19  C14  118.78  3.000
 EWD  C18  C19  C14  122.33  3.000
 EWD  C24  C20  C21  103.62  3.000
 EWD  C21  C20  C14  128.13  3.000
 EWD  C24  C20  C14  128.25  3.000
 EWD  H4   C21  N22  121.71  3.000
 EWD  H4   C21  C20  131.78  3.000
 EWD  N22  C21  C20  106.50  3.000
 EWD  H5   N22  N23  119.90  3.000
 EWD  H5   N22  C21  126.78  3.000
 EWD  N23  N22  C21  113.31  3.000
 EWD  C24  N23  N22  104.86  3.000
 EWD  H6   C24  N23  120.26  3.000
 EWD  H6   C24  C20  128.03  3.000
 EWD  N23  C24  C20  111.71  3.000
 EWD  O27  C25  O26  122.59  3.000
 EWD  O27  C25  C18  112.11  3.000
 EWD  O26  C25  C18  125.29  3.000
 EWD  H7   O27  C25  109.50  3.000
 EWD  C29  O28  C17  119.91  3.000
 EWD  C34  C29  C30  121.24  3.000
 EWD  C30  C29  O28  120.10  3.000
 EWD  C34  C29  O28  118.61  3.000
 EWD  H8   C30  C31  120.59  3.000
 EWD  H8   C30  C29  120.33  3.000
 EWD  C31  C30  C29  119.08  3.000
 EWD  H9   C31  C32  120.16  3.000
 EWD  H9   C31  C30  119.44  3.000
 EWD  C32  C31  C30  120.39  3.000
 EWD  H10  C32  C33  120.09  3.000
 EWD  H10  C32  C31  120.11  3.000
 EWD  C33  C32  C31  119.80  3.000
 EWD  H11  C33  C34  119.48  3.000
 EWD  H11  C33  C32  120.16  3.000
 EWD  C34  C33  C32  120.35  3.000
 EWD  H12  C34  C33  120.77  3.000
 EWD  H12  C34  C29  120.09  3.000
 EWD  C33  C34  C29  119.13  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
 EWD  CONST_01  C17  C16  C15  C14     0.00   0.0  0
 EWD  CONST_02  C17  C18  C19  C14     0.00   0.0  0
 EWD  CONST_03  N23  C24  C20  C14   180.00   0.0  0
 EWD  CONST_04  N22  C21  C20  C14   180.00   0.0  0
 EWD  CONST_05  C18  C17  C16  C15     0.00   0.0  0
 EWD  CONST_06  C18  C19  C14  C15     0.00   0.0  0
 EWD  CONST_09  C19  C18  C17  C16     0.00   0.0  0
 EWD  CONST_10  C19  C14  C15  C16     0.00   0.0  0
 EWD  CONST_11  C20  C14  C15  C16   180.00   0.0  0
 EWD  CONST_12  C20  C14  C19  C18   180.00   0.0  0
 EWD  CONST_15  N22  N23  C24  C20     0.00   0.0  0
 EWD  CONST_16  N23  N22  C21  C20     0.00   0.0  0
 EWD  CONST_17  N23  C24  C20  C21     0.00   0.0  0
 EWD  CONST_18  C24  N23  N22  C21     0.00   0.0  0
 EWD  CONST_19  C24  C20  C21  N22     0.00   0.0  0
 EWD  CONST_20  C32  C33  C34  C29     0.00   0.0  0
 EWD  CONST_21  C32  C31  C30  C29     0.00   0.0  0
 EWD  CONST_22  C33  C34  C29  C30     0.00   0.0  0
 EWD  CONST_23  C33  C32  C31  C30     0.00   0.0  0
 EWD  CONST_24  C34  C33  C32  C31     0.00   0.0  0
 EWD  CONST_25  C34  C29  C30  C31     0.00   0.0  0
 EWD  CONST_26  C25  C18  C19  C14   180.00   0.0  0
 EWD  CONST_27  O28  C17  C16  C15   180.00   0.0  0
 EWD  CONST_28  C25  C18  C17  C16   180.00   0.0  0
 EWD  CONST_29  O28  C17  C18  C19   180.00   0.0  0
 EWD  CONST_30  C33  C34  C29  O28   180.00   0.0  0
 EWD  CONST_31  C31  C30  C29  O28   180.00   0.0  0
 EWD  CONST_32  H2   C16  C15  C14   180.00   0.0  0
 EWD  CONST_33  H6   C24  C20  C14     0.00   0.0  0
 EWD  CONST_34  H4   C21  C20  C14     0.00   0.0  0
 EWD  CONST_35  H3   C19  C14  C15   180.00   0.0  0
 EWD  CONST_36  H1   C15  C16  C17   180.00   0.0  0
 EWD  CONST_37  H5   N22  C21  C20   180.00   0.0  0
 EWD  CONST_38  H11  C33  C34  C29   180.00   0.0  0
 EWD  CONST_39  H9   C31  C30  C29   180.00   0.0  0
 EWD  CONST_40  H12  C34  C29  C30   180.00   0.0  0
 EWD  CONST_41  H10  C32  C31  C30   180.00   0.0  0
 EWD  CONST_42  H8   C30  C31  C32   180.00   0.0  0
 EWD  CONST_43  H7   O27  C25  C18   180.00   0.0  0
 EWD  Var_01    C34  C29  O28  C17  -107.63  30.0  2
 EWD  Var_02    O26  C25  C18  C17   -20.07  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
 EWD  plan-1  C14  0.020
 EWD  plan-1  C20  0.020
 EWD  plan-1  C21  0.020
 EWD  plan-1  N22  0.020
 EWD  plan-1  N23  0.020
 EWD  plan-1  C24  0.020
 EWD  plan-1  H4   0.020
 EWD  plan-1  H5   0.020
 EWD  plan-1  H6   0.020
 EWD  plan-2  C14  0.020
 EWD  plan-2  C15  0.020
 EWD  plan-2  C16  0.020
 EWD  plan-2  C17  0.020
 EWD  plan-2  C18  0.020
 EWD  plan-2  C19  0.020
 EWD  plan-2  C20  0.020
 EWD  plan-2  C25  0.020
 EWD  plan-2  O28  0.020
 EWD  plan-2  H1   0.020
 EWD  plan-2  H2   0.020
 EWD  plan-2  H3   0.020
 EWD  plan-3  O28  0.020
 EWD  plan-3  C29  0.020
 EWD  plan-3  C30  0.020
 EWD  plan-3  C31  0.020
 EWD  plan-3  C32  0.020
 EWD  plan-3  C33  0.020
 EWD  plan-3  C34  0.020
 EWD  plan-3  H8   0.020
 EWD  plan-3  H9   0.020
 EWD  plan-3  H10  0.020
 EWD  plan-3  H11  0.020
 EWD  plan-3  H12  0.020
 EWD  plan-4  C18  0.020
 EWD  plan-4  C25  0.020
 EWD  plan-4  O26  0.020
 EWD  plan-4  O27  0.020
 EWD  plan-4  H7   0.020

