# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 12:31:49 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: 4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrazol-4-yl)-1,2-oxazol-4-yl]methoxy]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(OCc2c(onc2c3c(Cl)cccc3C(F)(F)F)c4c[nH]nc4)cc1
#
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
 UK8  UK8  '4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrazol-4-yl)-1,2-oxazol-4-yl]methoxy]benzoic acid'  ligand  44  32  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UK8
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
 UK8  C11  C   CR16   0  -0.184  -4.8828  41.1486  13.8440
 UK8  C14  C   CR6    0  -0.255  -5.0927  43.8486  14.4807
 UK8  C15  C   CT     0   1.067  -5.2583  45.3044  14.8205
 UK8  C20  C   CR16   0  -0.336   0.8416  44.9922  17.1054
 UK8  C21  C   CR16   0  -0.275   1.7292  44.5880  18.0857
 UK8  C10  C   CR6    0  -0.109  -4.0118  42.0752  13.2939
 UK8  C12  C   CR16   0  -0.250  -5.8641  41.5838  14.7145
 UK8  C13  C   CR16   0  -0.274  -5.9738  42.9289  15.0302
 UK8  C16  C   CR5    0   0.507  -1.3091  45.4031  12.3795
 UK8  C17  C   CR5    0  -0.237  -0.0255  45.9757  12.0795
 UK8  C18  C   CR15   0   0.051   0.2699  46.8531  11.0496
 UK8  C19  C   CR15   0  -0.125   1.2177  45.7664  12.7198
 UK8  C2   C   CR6    0  -0.118   2.1579  43.2636  18.1826
 UK8  C3   C   CR16   0  -0.279   1.6528  42.3570  17.2587
 UK8  C4   C   CR16   0  -0.362   0.7562  42.7386  16.2677
 UK8  C5   C   CR6    0   0.378   0.3495  44.0671  16.1836
 UK8  C7   C   CR5    0  -0.173  -1.7356  44.4466  13.2525
 UK8  C8   C   CR5    0   0.169  -3.1235  44.3588  12.9789
 UK8  C9   C   CR6    0   0.187  -4.0929  43.4329  13.5944
 UK8  F1   F   F      0  -0.310  -5.8560  45.9712  13.8255
 UK8  F2   F   F      0  -0.299  -6.0094  45.4786  15.9105
 UK8  F3   F   F      0  -0.308  -4.0912  45.9085  15.0600
 UK8  N1   N   N      0  -0.146  -3.4849  45.1811  12.0392
 UK8  N2   N   NR15   0  -0.422   1.5792  47.0933  11.1330
 UK8  N3   N   N      0  -0.244   2.1749  46.4498  12.1322
 UK8  O1   O   O      0  -0.590   3.4935  41.6275  19.2328
 UK8  O2   O   OC    -1  -0.591   3.5270  43.6996  20.0576
 UK8  O3   O   O2     0  -0.473  -0.5052  44.5466  15.2511
 UK8  O4   O   O      0  -0.350  -2.3541  45.8417  11.6718
 UK8  CL1  CL  CL     0  -0.091  -2.8065  41.5159  12.1895
 UK8  H1   H   HCR6   0   0.296  -4.7940  40.1012  13.5904
 UK8  H2   H   HCR6   0   0.252   0.5261  46.0267  17.0410
 UK8  H3   H   HCR6   0   0.240   2.1018  45.3208  18.7891
 UK8  H4   H   HCR6   0   0.285  -6.5508  40.8709  15.1493
 UK8  H5   H   HCR6   0   0.285  -6.7516  43.2445  15.7104
 UK8  H6   H   HCR5   0   0.303  -0.3466  47.3012  10.2877
 UK8  H7   H   HCR5   0   0.266   1.4430  45.1533  13.5775
 UK8  H8   H   HCR6   0   0.243   1.9640  41.3218  17.3089
 UK8  H9   H   HCR6   0   0.275   0.3917  41.9887  15.5785
 UK8  H10  H   HCH2   0   0.255  -1.5571  42.8608  14.6569
 UK8  H11  H   HCH2   0   0.251  -0.0893  43.1900  13.7373
 UK8  H12  H   HNR5   0   0.430   2.1204  47.6938  10.5294
 UK8  C6   C   CH2    0  -0.330  -0.9446  43.6633  14.2332
 UK8  C1   C   C      0   0.390   3.1471  42.8248  19.2544

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
 UK8  C18  N2   aromatic  1.334  0.020  1.334
 UK8  C18  C17  aromatic  1.385  0.020  1.385
 UK8  N2   N3   aromatic  1.329  0.020  1.329
 UK8  O4   N1   aromatic  1.360  0.020  1.360
 UK8  O4   C16  aromatic  1.336  0.020  1.336
 UK8  N1   C8   aromatic  1.300  0.020  1.300
 UK8  C17  C16  single    1.437  0.020  1.437
 UK8  C17  C19  aromatic  1.414  0.020  1.414
 UK8  N3   C19  aromatic  1.315  0.020  1.315
 UK8  C16  C7   aromatic  1.363  0.020  1.363
 UK8  CL1  C10  single    1.728  0.020  1.728
 UK8  C8   C7   aromatic  1.417  0.020  1.417
 UK8  C8   C9   single    1.475  0.020  1.475
 UK8  C7   C6   single    1.484  0.020  1.484
 UK8  F1   C15  single    1.339  0.020  1.339
 UK8  C10  C9   aromatic  1.393  0.020  1.393
 UK8  C10  C11  aromatic  1.386  0.020  1.386
 UK8  C9   C14  aromatic  1.399  0.020  1.399
 UK8  C11  C12  aromatic  1.382  0.020  1.382
 UK8  C6   O3   single    1.418  0.020  1.418
 UK8  C14  C15  single    1.504  0.020  1.504
 UK8  C14  C13  aromatic  1.387  0.020  1.387
 UK8  C15  F3   single    1.336  0.020  1.336
 UK8  C15  F2   single    1.335  0.020  1.335
 UK8  C12  C13  aromatic  1.386  0.020  1.386
 UK8  O3   C5   single    1.353  0.020  1.353
 UK8  C5   C4   aromatic  1.392  0.020  1.392
 UK8  C5   C20  aromatic  1.396  0.020  1.396
 UK8  C4   C3   aromatic  1.390  0.020  1.390
 UK8  C20  C21  aromatic  1.383  0.020  1.383
 UK8  C3   C2   aromatic  1.389  0.020  1.389
 UK8  C21  C2   aromatic  1.395  0.020  1.395
 UK8  C2   C1   single    1.523  0.020  1.523
 UK8  C1   O1   deloc     1.247  0.020  1.247
 UK8  C1   O2   deloc     1.247  0.020  1.247
 UK8  C11  H1   single    0.930  0.020  1.080
 UK8  C20  H2   single    0.930  0.020  1.080
 UK8  C21  H3   single    0.930  0.020  1.080
 UK8  C12  H4   single    0.930  0.020  1.080
 UK8  C13  H5   single    0.930  0.020  1.080
 UK8  C18  H6   single    0.930  0.020  1.080
 UK8  C19  H7   single    0.930  0.020  1.080
 UK8  C3   H8   single    0.930  0.020  1.080
 UK8  C4   H9   single    0.930  0.020  1.080
 UK8  C6   H10  single    0.970  0.020  1.090
 UK8  C6   H11  single    0.970  0.020  1.090
 UK8  N2   H12  single    0.860  0.020  1.020

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
 UK8  H1   C11  C12  120.74  3.000
 UK8  H1   C11  C10  120.20  3.000
 UK8  C12  C11  C10  119.06  3.000
 UK8  C9   C14  C13  120.51  3.000
 UK8  C13  C14  C15  118.84  3.000
 UK8  C9   C14  C15  120.62  3.000
 UK8  F3   C15  F2   106.63  3.000
 UK8  F2   C15  F1   106.90  3.000
 UK8  F3   C15  F1   107.34  3.000
 UK8  F2   C15  C14  111.88  3.000
 UK8  F3   C15  C14  112.46  3.000
 UK8  F1   C15  C14  111.31  3.000
 UK8  H2   C20  C5   119.41  3.000
 UK8  H2   C20  C21  120.54  3.000
 UK8  C5   C20  C21  120.05  3.000
 UK8  H3   C21  C2   119.46  3.000
 UK8  H3   C21  C20  118.94  3.000
 UK8  C2   C21  C20  121.59  3.000
 UK8  CL1  C10  C9   119.61  3.000
 UK8  C9   C10  C11  121.98  3.000
 UK8  CL1  C10  C11  118.41  3.000
 UK8  H4   C12  C13  119.87  3.000
 UK8  H4   C12  C11  119.78  3.000
 UK8  C13  C12  C11  120.35  3.000
 UK8  H5   C13  C12  118.94  3.000
 UK8  H5   C13  C14  120.86  3.000
 UK8  C12  C13  C14  120.20  3.000
 UK8  O4   C16  C7   108.95  3.000
 UK8  C7   C16  C17  133.83  3.000
 UK8  O4   C16  C17  117.21  3.000
 UK8  C19  C17  C18  104.06  3.000
 UK8  C19  C17  C16  129.18  3.000
 UK8  C18  C17  C16  126.74  3.000
 UK8  H6   C18  N2   122.06  3.000
 UK8  H6   C18  C17  131.85  3.000
 UK8  N2   C18  C17  106.08  3.000
 UK8  H7   C19  N3   119.94  3.000
 UK8  H7   C19  C17  128.91  3.000
 UK8  N3   C19  C17  111.15  3.000
 UK8  C3   C2   C1   121.07  3.000
 UK8  C1   C2   C21  121.45  3.000
 UK8  C3   C2   C21  117.48  3.000
 UK8  H8   C3   C4   118.77  3.000
 UK8  H8   C3   C2   119.26  3.000
 UK8  C4   C3   C2   121.97  3.000
 UK8  H9   C4   C5   121.65  3.000
 UK8  H9   C4   C3   118.77  3.000
 UK8  C5   C4   C3   119.58  3.000
 UK8  O3   C5   C4   124.37  3.000
 UK8  C4   C5   C20  119.33  3.000
 UK8  O3   C5   C20  116.31  3.000
 UK8  C8   C7   C6   128.10  3.000
 UK8  C6   C7   C16  128.82  3.000
 UK8  C8   C7   C16  103.07  3.000
 UK8  N1   C8   C9   121.06  3.000
 UK8  C9   C8   C7   127.00  3.000
 UK8  N1   C8   C7   111.88  3.000
 UK8  C8   C9   C10  118.92  3.000
 UK8  C10  C9   C14  117.90  3.000
 UK8  C8   C9   C14  123.18  3.000
 UK8  O4   N1   C8   105.74  3.000
 UK8  H12  N2   N3   119.83  3.000
 UK8  H12  N2   C18  126.61  3.000
 UK8  N3   N2   C18  113.56  3.000
 UK8  N2   N3   C19  105.14  3.000
 UK8  C6   O3   C5   118.04  3.000
 UK8  N1   O4   C16  110.35  3.000
 UK8  H11  C6   H10  107.17  3.000
 UK8  H11  C6   O3   110.61  3.000
 UK8  H10  C6   O3   110.62  3.000
 UK8  H11  C6   C7   110.18  3.000
 UK8  H10  C6   C7   110.16  3.000
 UK8  O3   C6   C7   108.12  3.000
 UK8  O2   C1   O1   126.89  3.000
 UK8  O2   C1   C2   116.69  3.000
 UK8  O1   C1   C2   116.42  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
 UK8  CONST_01  C8   C9   C10  C11   180.00   0.0  0
 UK8  CONST_02  C14  C9   C10  C11     0.00   0.0  0
 UK8  CONST_03  C14  C13  C12  C11     0.00   0.0  0
 UK8  CONST_06  C3   C4   C5   C20     0.00   0.0  0
 UK8  CONST_07  C3   C2   C21  C20     0.00   0.0  0
 UK8  CONST_08  C4   C5   C20  C21     0.00   0.0  0
 UK8  CONST_09  C4   C3   C2   C21     0.00   0.0  0
 UK8  CONST_12  C13  C14  C9   C10     0.00   0.0  0
 UK8  CONST_13  C13  C12  C11  C10     0.00   0.0  0
 UK8  CONST_14  C9   C10  C11  C12     0.00   0.0  0
 UK8  CONST_15  C9   C14  C13  C12     0.00   0.0  0
 UK8  CONST_16  C8   C9   C14  C13   180.00   0.0  0
 UK8  CONST_17  C8   N1   O4   C16     0.00   0.0  0
 UK8  CONST_18  N2   C18  C17  C16   180.00   0.0  0
 UK8  CONST_19  N3   C19  C17  C16   180.00   0.0  0
 UK8  CONST_20  N1   C8   C7   C16     0.00   0.0  0
 UK8  CONST_21  C9   C8   C7   C16   180.00   0.0  0
 UK8  CONST_22  N3   N2   C18  C17     0.00   0.0  0
 UK8  CONST_23  N1   O4   C16  C17   180.00   0.0  0
 UK8  CONST_24  C8   C7   C16  C17   180.00   0.0  0
 UK8  CONST_25  N2   N3   C19  C17     0.00   0.0  0
 UK8  CONST_26  C19  N3   N2   C18     0.00   0.0  0
 UK8  CONST_27  O4   C16  C17  C18     0.00   0.0  0
 UK8  CONST_28  C7   C16  C17  C18   180.00   0.0  0
 UK8  CONST_29  N3   C19  C17  C18     0.00   0.0  0
 UK8  CONST_30  N2   C18  C17  C19     0.00   0.0  0
 UK8  CONST_31  O4   C16  C17  C19   180.00   0.0  0
 UK8  CONST_32  C7   C16  C17  C19     0.00   0.0  0
 UK8  CONST_33  C5   C4   C3   C2      0.00   0.0  0
 UK8  CONST_34  C5   C20  C21  C2      0.00   0.0  0
 UK8  CONST_35  N1   O4   C16  C7      0.00   0.0  0
 UK8  CONST_36  O4   N1   C8   C7      0.00   0.0  0
 UK8  CONST_37  O4   C16  C7   C8      0.00   0.0  0
 UK8  CONST_38  O4   N1   C8   C9    180.00   0.0  0
 UK8  CONST_39  CL1  C10  C9   C14   180.00   0.0  0
 UK8  CONST_40  C8   C9   C14  C15     0.00   0.0  0
 UK8  CONST_41  C10  C9   C14  C15   180.00   0.0  0
 UK8  CONST_42  C12  C13  C14  C15   180.00   0.0  0
 UK8  CONST_43  C1   C2   C21  C20   180.00   0.0  0
 UK8  CONST_44  O3   C5   C20  C21   180.00   0.0  0
 UK8  CONST_45  C4   C3   C2   C1    180.00   0.0  0
 UK8  CONST_46  CL1  C10  C11  C12   180.00   0.0  0
 UK8  CONST_47  C6   C7   C16  C17     0.00   0.0  0
 UK8  CONST_48  O3   C5   C4   C3    180.00   0.0  0
 UK8  CONST_49  O4   C16  C7   C6    180.00   0.0  0
 UK8  CONST_50  N1   C8   C7   C6    180.00   0.0  0
 UK8  CONST_51  C9   C8   C7   C6      0.00   0.0  0
 UK8  CONST_52  CL1  C10  C9   C8      0.00   0.0  0
 UK8  CONST_53  H5   C13  C12  C11   180.00   0.0  0
 UK8  CONST_54  H4   C12  C13  C14   180.00   0.0  0
 UK8  CONST_55  H9   C4   C5   C20   180.00   0.0  0
 UK8  CONST_56  H8   C3   C2   C21   180.00   0.0  0
 UK8  CONST_57  H1   C11  C12  C13   180.00   0.0  0
 UK8  CONST_58  H6   C18  C17  C16     0.00   0.0  0
 UK8  CONST_59  H7   C19  C17  C16     0.00   0.0  0
 UK8  CONST_60  H12  N2   C18  C17   180.00   0.0  0
 UK8  CONST_61  H2   C20  C21  C2    180.00   0.0  0
 UK8  CONST_62  H3   C21  C2   C3    180.00   0.0  0
 UK8  Var_01    O1   C1   C2   C21  -178.13  30.0  2
 UK8  Var_02    F1   C15  C14  C13  -101.73  30.0  2
 UK8  Var_03    O3   C6   C7   C16    68.68  30.0  2
 UK8  Var_04    C7   C6   O3   C5   -173.51  30.0  1

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
 UK8  plan-1  C16  0.020
 UK8  plan-1  C17  0.020
 UK8  plan-1  C18  0.020
 UK8  plan-1  C19  0.020
 UK8  plan-1  N2   0.020
 UK8  plan-1  N3   0.020
 UK8  plan-1  H6   0.020
 UK8  plan-1  H7   0.020
 UK8  plan-1  H12  0.020
 UK8  plan-2  C16  0.020
 UK8  plan-2  C17  0.020
 UK8  plan-2  C7   0.020
 UK8  plan-2  C8   0.020
 UK8  plan-2  C9   0.020
 UK8  plan-2  N1   0.020
 UK8  plan-2  O4   0.020
 UK8  plan-2  C6   0.020
 UK8  plan-3  C11  0.020
 UK8  plan-3  C14  0.020
 UK8  plan-3  C15  0.020
 UK8  plan-3  C10  0.020
 UK8  plan-3  C12  0.020
 UK8  plan-3  C13  0.020
 UK8  plan-3  C8   0.020
 UK8  plan-3  C9   0.020
 UK8  plan-3  CL1  0.020
 UK8  plan-3  H1   0.020
 UK8  plan-3  H4   0.020
 UK8  plan-3  H5   0.020
 UK8  plan-4  C20  0.020
 UK8  plan-4  C21  0.020
 UK8  plan-4  C2   0.020
 UK8  plan-4  C3   0.020
 UK8  plan-4  C4   0.020
 UK8  plan-4  C5   0.020
 UK8  plan-4  O3   0.020
 UK8  plan-4  H2   0.020
 UK8  plan-4  H3   0.020
 UK8  plan-4  H8   0.020
 UK8  plan-4  H9   0.020
 UK8  plan-4  C1   0.020
 UK8  plan-5  C2   0.020
 UK8  plan-5  O1   0.020
 UK8  plan-5  O2   0.020
 UK8  plan-5  C1   0.020

