# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 19:36:45 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrrol-3-yl)-1,2-oxazol-4-yl]methoxy]-2-fluoranyl-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]cc4)cc1F
#
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
 UKB  UKB  '4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrrol-3-yl)-1,2-oxazol-4-yl]methoxy]-2-fluoranyl-benzoic acid'  ligand  45  33  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UKB
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
 UKB  O1   O   O      0  -0.579   3.5782  41.8772  19.4518
 UKB  O4   O   O      0  -0.353  -2.4060  45.8537  11.7455
 UKB  N2   N   NR15   0  -0.574   1.4929  47.1527  11.0646
 UKB  C1   C   C      0   0.408   3.1299  43.0349  19.3978
 UKB  C3   C   CR16   0  -0.259   1.5418  44.6250  18.2325
 UKB  C4   C   CR16   0  -0.347   0.6285  44.9969  17.2686
 UKB  C5   C   CR6    0   0.396   0.2546  44.0802  16.2843
 UKB  C6   C   CH2    0  -0.341  -0.9363  43.6680  14.2628
 UKB  C21  C   CR16   0  -0.541   0.8085  42.8064  16.2983
 UKB  C22  C   CR6    0   0.551   1.7240  42.4790  17.2896
 UKB  C10  C   CR6    0  -0.106  -4.1298  42.1018  13.2701
 UKB  C11  C   CR16   0  -0.184  -5.0089  41.1828  13.8212
 UKB  C12  C   CR16   0  -0.251  -5.8851  41.5983  14.8063
 UKB  C13  C   CR16   0  -0.277  -5.8800  42.9150  15.2408
 UKB  C14  C   CR6    0  -0.256  -4.9919  43.8250  14.6873
 UKB  C15  C   CT     0   1.068  -5.0039  45.2523  15.1585
 UKB  C16  C   CR5    0   0.486  -1.3424  45.4190  12.4290
 UKB  C17  C   CR5    0  -0.098  -0.0697  46.0089  12.1176
 UKB  C18  C   CR15   0  -0.448   1.1594  45.8642  12.8265
 UKB  C19  C   CR15   0  -0.017   2.0997  46.5839  12.1436
 UKB  C2   C   CR6    0  -0.336   2.1277  43.3557  18.2868
 UKB  C20  C   CR15   0  -0.034   0.1876  46.8216  11.0278
 UKB  C7   C   CR5    0  -0.165  -1.7489  44.4492  13.3013
 UKB  C8   C   CR5    0   0.165  -3.1407  44.3584  13.0575
 UKB  C9   C   CR6    0   0.189  -4.1013  43.4298  13.6837
 UKB  F1   F   F      0  -0.309  -3.7735  45.7000  15.4323
 UKB  F2   F   F      0  -0.297  -5.7280  45.4055  16.2690
 UKB  F3   F   F      0  -0.310  -5.5242  46.0724  14.2383
 UKB  N1   N   N      0  -0.147  -3.5272  45.1846  12.1317
 UKB  O2   O   OC    -1  -0.587   3.4047  43.9832  20.1580
 UKB  H1   H   HNR5   0   0.420   1.9525  47.7376  10.3852
 UKB  H2   H   HCR6   0   0.253   1.8272  45.3449  18.9872
 UKB  H3   H   HCR6   0   0.257   0.2035  45.9926  17.2639
 UKB  H4   H   HCH2   0   0.257  -1.4855  42.7823  14.5988
 UKB  H5   H   HCH2   0   0.252  -0.0163  43.3193  13.7814
 UKB  H6   H   HCR6   0   0.293   0.5536  42.0539  15.5638
 UKB  H7   H   HCR6   0   0.295  -5.0080  40.1566  13.4803
 UKB  H8   H   HCR6   0   0.285  -6.5769  40.8908  15.2421
 UKB  H9   H   HCR6   0   0.284  -6.5732  43.2148  16.0133
 UKB  H10  H   HCR5   0   0.254   1.3359  45.3152  13.7361
 UKB  H11  H   HCR5   0   0.282   3.1461  46.7388  12.3460
 UKB  H12  H   HCR5   0   0.287  -0.4596  47.1688  10.2394
 UKB  F4   F   F      0  -0.306   2.2145  41.2336  17.2200
 UKB  O3   O   O2     0  -0.467  -0.6299  44.5111  15.3657
 UKB  CL1  CL  CL     0  -0.096  -3.0459  41.5732  12.0335

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
 UKB  C20  N2   aromatic  1.347  0.020  1.347
 UKB  C20  C17  aromatic  1.384  0.020  1.384
 UKB  N2   C19  aromatic  1.362  0.020  1.362
 UKB  O4   N1   aromatic  1.362  0.020  1.362
 UKB  O4   C16  aromatic  1.337  0.020  1.337
 UKB  N1   C8   aromatic  1.300  0.020  1.300
 UKB  C17  C16  single    1.437  0.020  1.437
 UKB  C17  C18  aromatic  1.426  0.020  1.426
 UKB  C19  C18  aromatic  1.367  0.020  1.367
 UKB  C16  C7   aromatic  1.366  0.020  1.366
 UKB  CL1  C10  single    1.727  0.020  1.727
 UKB  C8   C7   aromatic  1.416  0.020  1.416
 UKB  C8   C9   single    1.476  0.020  1.476
 UKB  C7   C6   single    1.482  0.020  1.482
 UKB  F3   C15  single    1.338  0.020  1.338
 UKB  C10  C9   aromatic  1.391  0.020  1.391
 UKB  C10  C11  aromatic  1.386  0.020  1.386
 UKB  C9   C14  aromatic  1.399  0.020  1.399
 UKB  C11  C12  aromatic  1.382  0.020  1.382
 UKB  C6   O3   single    1.422  0.020  1.422
 UKB  C14  C15  single    1.503  0.020  1.503
 UKB  C14  C13  aromatic  1.387  0.020  1.387
 UKB  C15  F1   single    1.338  0.020  1.338
 UKB  C15  F2   single    1.335  0.020  1.335
 UKB  C12  C13  aromatic  1.387  0.020  1.387
 UKB  O3   C5   single    1.346  0.020  1.346
 UKB  C5   C21  aromatic  1.389  0.020  1.389
 UKB  C5   C4   aromatic  1.396  0.020  1.396
 UKB  C21  C22  aromatic  1.389  0.020  1.389
 UKB  C4   C3   aromatic  1.379  0.020  1.379
 UKB  C22  F4   single    1.340  0.020  1.340
 UKB  C22  C2   aromatic  1.388  0.020  1.388
 UKB  C3   C2   aromatic  1.399  0.020  1.399
 UKB  C2   C1   single    1.530  0.020  1.530
 UKB  C1   O1   deloc     1.243  0.020  1.243
 UKB  C1   O2   deloc     1.246  0.020  1.246
 UKB  N2   H1   single    0.860  0.020  1.020
 UKB  C3   H2   single    0.930  0.020  1.080
 UKB  C4   H3   single    0.930  0.020  1.080
 UKB  C6   H4   single    0.970  0.020  1.090
 UKB  C6   H5   single    0.970  0.020  1.090
 UKB  C21  H6   single    0.930  0.020  1.080
 UKB  C11  H7   single    0.930  0.020  1.080
 UKB  C12  H8   single    0.930  0.020  1.080
 UKB  C13  H9   single    0.930  0.020  1.080
 UKB  C18  H10  single    0.930  0.020  1.080
 UKB  C19  H11  single    0.930  0.020  1.080
 UKB  C20  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
 UKB  N1   O4   C16  110.50  3.000
 UKB  H1   N2   C20  124.49  3.000
 UKB  H1   N2   C19  124.99  3.000
 UKB  C20  N2   C19  110.53  3.000
 UKB  O2   C1   C2   115.33  3.000
 UKB  O2   C1   O1   127.08  3.000
 UKB  C2   C1   O1   117.59  3.000
 UKB  H2   C3   C2   117.80  3.000
 UKB  H2   C3   C4   118.89  3.000
 UKB  C2   C3   C4   123.31  3.000
 UKB  H3   C4   C5   119.72  3.000
 UKB  H3   C4   C3   120.74  3.000
 UKB  C5   C4   C3   119.54  3.000
 UKB  O3   C5   C21  124.23  3.000
 UKB  C21  C5   C4   119.23  3.000
 UKB  O3   C5   C4   116.54  3.000
 UKB  H5   C6   H4   107.38  3.000
 UKB  H5   C6   O3   110.41  3.000
 UKB  H4   C6   O3   110.47  3.000
 UKB  H5   C6   C7   110.08  3.000
 UKB  H4   C6   C7   110.52  3.000
 UKB  O3   C6   C7   107.99  3.000
 UKB  H6   C21  C22  118.42  3.000
 UKB  H6   C21  C5   122.48  3.000
 UKB  C22  C21  C5   119.10  3.000
 UKB  F4   C22  C2   121.19  3.000
 UKB  C2   C22  C21  123.77  3.000
 UKB  F4   C22  C21  115.04  3.000
 UKB  CL1  C10  C9   119.49  3.000
 UKB  C9   C10  C11  121.85  3.000
 UKB  CL1  C10  C11  118.67  3.000
 UKB  H7   C11  C12  120.69  3.000
 UKB  H7   C11  C10  120.23  3.000
 UKB  C12  C11  C10  119.09  3.000
 UKB  H8   C12  C13  119.83  3.000
 UKB  H8   C12  C11  119.74  3.000
 UKB  C13  C12  C11  120.42  3.000
 UKB  H9   C13  C14  120.95  3.000
 UKB  H9   C13  C12  119.03  3.000
 UKB  C14  C13  C12  120.03  3.000
 UKB  C9   C14  C15  119.89  3.000
 UKB  C15  C14  C13  119.53  3.000
 UKB  C9   C14  C13  120.58  3.000
 UKB  F3   C15  F2   106.92  3.000
 UKB  F2   C15  F1   106.88  3.000
 UKB  F3   C15  F1   107.06  3.000
 UKB  F2   C15  C14  111.98  3.000
 UKB  F1   C15  C14  112.00  3.000
 UKB  F3   C15  C14  111.69  3.000
 UKB  C7   C16  C17  133.89  3.000
 UKB  C7   C16  O4   108.69  3.000
 UKB  C17  C16  O4   117.41  3.000
 UKB  C20  C17  C18  106.91  3.000
 UKB  C18  C17  C16  127.87  3.000
 UKB  C20  C17  C16  125.21  3.000
 UKB  H10  C18  C19  125.29  3.000
 UKB  H10  C18  C17  127.78  3.000
 UKB  C19  C18  C17  106.92  3.000
 UKB  H11  C19  C18  130.56  3.000
 UKB  H11  C19  N2   121.44  3.000
 UKB  C18  C19  N2   108.01  3.000
 UKB  C22  C2   C3   115.05  3.000
 UKB  C3   C2   C1   119.51  3.000
 UKB  C22  C2   C1   125.44  3.000
 UKB  H12  C20  C17  130.83  3.000
 UKB  H12  C20  N2   121.53  3.000
 UKB  C17  C20  N2   107.64  3.000
 UKB  C8   C7   C16  103.19  3.000
 UKB  C8   C7   C6   128.10  3.000
 UKB  C16  C7   C6   128.71  3.000
 UKB  N1   C8   C9   120.59  3.000
 UKB  C9   C8   C7   127.39  3.000
 UKB  N1   C8   C7   111.97  3.000
 UKB  C8   C9   C14  122.77  3.000
 UKB  C14  C9   C10  118.04  3.000
 UKB  C8   C9   C10  119.20  3.000
 UKB  C8   N1   O4   105.64  3.000
 UKB  C6   O3   C5   118.76  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
 UKB  CONST_01  C7   C8   N1   O4      0.00   0.0  0
 UKB  CONST_02  C9   C8   N1   O4    180.00   0.0  0
 UKB  CONST_03  C20  C17  C16  O4      0.00   0.0  0
 UKB  CONST_04  C18  C17  C16  O4    180.00   0.0  0
 UKB  CONST_05  C8   C7   C16  O4      0.00   0.0  0
 UKB  CONST_06  C16  C17  C20  N2    180.00   0.0  0
 UKB  CONST_07  C18  C17  C20  N2      0.00   0.0  0
 UKB  CONST_08  C17  C18  C19  N2      0.00   0.0  0
 UKB  CONST_09  C21  C5   C4   C3      0.00   0.0  0
 UKB  CONST_10  C21  C22  C2   C3      0.00   0.0  0
 UKB  CONST_11  C22  C21  C5   C4      0.00   0.0  0
 UKB  CONST_12  C22  C2   C3   C4      0.00   0.0  0
 UKB  CONST_13  C2   C22  C21  C5      0.00   0.0  0
 UKB  CONST_14  C2   C3   C4   C5      0.00   0.0  0
 UKB  CONST_17  C13  C14  C9   C10     0.00   0.0  0
 UKB  CONST_18  C13  C12  C11  C10     0.00   0.0  0
 UKB  CONST_19  C8   C9   C10  C11   180.00   0.0  0
 UKB  CONST_20  C14  C9   C10  C11     0.00   0.0  0
 UKB  CONST_21  C14  C13  C12  C11     0.00   0.0  0
 UKB  CONST_22  C9   C10  C11  C12     0.00   0.0  0
 UKB  CONST_23  C9   C14  C13  C12     0.00   0.0  0
 UKB  CONST_24  C8   C9   C14  C13   180.00   0.0  0
 UKB  CONST_27  C8   N1   O4   C16     0.00   0.0  0
 UKB  CONST_28  C19  C18  C17  C16   180.00   0.0  0
 UKB  CONST_29  N1   C8   C7   C16     0.00   0.0  0
 UKB  CONST_30  C9   C8   C7   C16   180.00   0.0  0
 UKB  CONST_31  C19  N2   C20  C17     0.00   0.0  0
 UKB  CONST_32  N1   O4   C16  C17   180.00   0.0  0
 UKB  CONST_33  C8   C7   C16  C17   180.00   0.0  0
 UKB  CONST_34  C7   C16  C17  C18     0.00   0.0  0
 UKB  CONST_35  C20  N2   C19  C18     0.00   0.0  0
 UKB  CONST_36  C20  C17  C18  C19     0.00   0.0  0
 UKB  CONST_37  C7   C16  C17  C20   180.00   0.0  0
 UKB  CONST_38  N1   O4   C16  C7      0.00   0.0  0
 UKB  CONST_39  C6   C7   C16  O4    180.00   0.0  0
 UKB  CONST_40  C21  C22  C2   C1    180.00   0.0  0
 UKB  CONST_41  C4   C3   C2   C1    180.00   0.0  0
 UKB  CONST_42  O3   C5   C4   C3    180.00   0.0  0
 UKB  CONST_43  F4   C22  C2   C3    180.00   0.0  0
 UKB  CONST_44  F4   C22  C21  C5    180.00   0.0  0
 UKB  CONST_45  C17  C16  C7   C6      0.00   0.0  0
 UKB  CONST_46  N1   C8   C7   C6    180.00   0.0  0
 UKB  CONST_47  C9   C8   C7   C6      0.00   0.0  0
 UKB  CONST_48  O3   C5   C21  C22   180.00   0.0  0
 UKB  CONST_49  C15  C14  C9   C10   180.00   0.0  0
 UKB  CONST_50  CL1  C10  C11  C12   180.00   0.0  0
 UKB  CONST_51  C15  C14  C13  C12   180.00   0.0  0
 UKB  CONST_52  CL1  C10  C9   C14   180.00   0.0  0
 UKB  CONST_53  C8   C9   C14  C15     0.00   0.0  0
 UKB  CONST_54  CL1  C10  C9   C8      0.00   0.0  0
 UKB  CONST_55  H10  C18  C19  N2    180.00   0.0  0
 UKB  CONST_56  H6   C21  C5   C4    180.00   0.0  0
 UKB  CONST_57  H2   C3   C4   C5    180.00   0.0  0
 UKB  CONST_58  H3   C4   C5   C21   180.00   0.0  0
 UKB  CONST_59  H8   C12  C11  C10   180.00   0.0  0
 UKB  CONST_60  H9   C13  C12  C11   180.00   0.0  0
 UKB  CONST_61  H7   C11  C12  C13   180.00   0.0  0
 UKB  CONST_62  H12  C20  C17  C16     0.00   0.0  0
 UKB  CONST_63  H1   N2   C20  C17   180.00   0.0  0
 UKB  CONST_64  H11  C19  C18  C17   180.00   0.0  0
 UKB  Var_01    C22  C2   C1   O1     -3.38  30.0  2
 UKB  Var_02    C7   C6   O3   C5   -170.98  30.0  1
 UKB  Var_03    C21  C5   O3   C6     -6.08  30.0  2
 UKB  Var_04    F3   C15  C14  C13  -107.68  30.0  2
 UKB  Var_05    O3   C6   C7   C16    75.73  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
 UKB  plan-1  O4   0.020
 UKB  plan-1  C6   0.020
 UKB  plan-1  C16  0.020
 UKB  plan-1  C17  0.020
 UKB  plan-1  C7   0.020
 UKB  plan-1  C8   0.020
 UKB  plan-1  C9   0.020
 UKB  plan-1  N1   0.020
 UKB  plan-2  N2   0.020
 UKB  plan-2  C16  0.020
 UKB  plan-2  C17  0.020
 UKB  plan-2  C18  0.020
 UKB  plan-2  C19  0.020
 UKB  plan-2  C20  0.020
 UKB  plan-2  H1   0.020
 UKB  plan-2  H10  0.020
 UKB  plan-2  H11  0.020
 UKB  plan-2  H12  0.020
 UKB  plan-3  C1   0.020
 UKB  plan-3  C3   0.020
 UKB  plan-3  C4   0.020
 UKB  plan-3  C5   0.020
 UKB  plan-3  C21  0.020
 UKB  plan-3  C22  0.020
 UKB  plan-3  C2   0.020
 UKB  plan-3  H2   0.020
 UKB  plan-3  H3   0.020
 UKB  plan-3  H6   0.020
 UKB  plan-3  F4   0.020
 UKB  plan-3  O3   0.020
 UKB  plan-4  C10  0.020
 UKB  plan-4  C11  0.020
 UKB  plan-4  C12  0.020
 UKB  plan-4  C13  0.020
 UKB  plan-4  C14  0.020
 UKB  plan-4  C15  0.020
 UKB  plan-4  C8   0.020
 UKB  plan-4  C9   0.020
 UKB  plan-4  H7   0.020
 UKB  plan-4  H8   0.020
 UKB  plan-4  H9   0.020
 UKB  plan-4  CL1  0.020
 UKB  plan-5  O1   0.020
 UKB  plan-5  C1   0.020
 UKB  plan-5  C2   0.020
 UKB  plan-5  O2   0.020

