# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 15:17:45 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrrol-2-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)c4[nH]ccc4)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
 U95  U95  '4-[[3-[2-chloranyl-6-(trifluoromethyl)phenyl]-5-(1~{H}-pyrrol-2-yl)-1,2-oxazol-4-yl]methoxy]benzoic acid'  ligand  45  32  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U95
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
 U95  C4   C   CR16   0  -0.362   0.5190  -42.6473  -16.4163
 U95  C14  C   CR6    0  -0.255  -5.4233  -43.8049  -14.8602
 U95  C5   C   CR6    0   0.378   0.0576  -43.9606  -16.4003
 U95  C6   C   CH2    0  -0.334  -1.2713  -43.5897  -14.4656
 U95  C11  C   CR16   0  -0.184  -5.2238  -41.0993  -14.2431
 U95  C7   C   CR5    0  -0.188  -2.0993  -44.3824  -13.5254
 U95  C8   C   CR5    0   0.183  -3.4954  -44.3037  -13.2992
 U95  C9   C   CR6    0   0.188  -4.4489  -43.3835  -13.9481
 U95  C10  C   CR6    0  -0.110  -4.3767  -42.0240  -13.6538
 U95  C12  C   CR16   0  -0.250  -6.1746  -41.5387  -15.1447
 U95  C13  C   CR16   0  -0.274  -6.2805  -42.8869  -15.4488
 U95  N1   N   N      0  -0.150  -3.8854  -45.1200  -12.3650
 U95  N2   N   NR15   0  -0.629  -0.2216  -46.6509  -11.1739
 U95  C3   C   CR16   0  -0.279   1.4584  -42.2612  -17.3653
 U95  C16  C   CR5    0   0.491  -1.6965  -45.3308  -12.6283
 U95  C17  C   CR5    0   0.254  -0.4160  -45.8771  -12.2849
 U95  C18  C   CR15   0  -0.404   0.8104  -45.7398  -12.9124
 U95  C19  C   CR15   0  -0.333   1.7539  -46.4482  -12.1458
 U95  C2   C   CR6    0  -0.118   1.9561  -43.1491  -18.3108
 U95  C20  C   CR15   0  -0.047   1.0799  -46.9988  -11.0782
 U95  C21  C   CR16   0  -0.336   0.5400  -44.8657  -17.3469
 U95  C22  C   CR16   0  -0.275   1.4722  -44.4577  -18.2833
 U95  F1   F   F      0  -0.299  -6.3300  -45.4518  -16.2781
 U95  F2   F   F      0  -0.309  -6.1981  -45.9184  -14.1865
 U95  F3   F   F      0  -0.308  -4.4208  -45.8746  -15.4021
 U95  O3   O   O2     0  -0.474  -0.8401  -44.4448  -15.5117
 U95  O4   O   O      0  -0.357  -2.7628  -45.7725  -11.9544
 U95  CL1  CL  CL     0  -0.090  -3.2157  -41.4575  -12.5065
 U95  H1   H   HCR6   0   0.275   0.1641  -41.9125  -15.7061
 U95  H2   H   HCH2   0   0.249  -0.4096  -43.1677  -13.9351
 U95  H3   H   HCH2   0   0.254  -1.8495  -42.7520  -14.8687
 U95  H4   H   HCR6   0   0.296  -5.1402  -40.0502  -13.9952
 U95  H5   H   HCR6   0   0.285  -6.8415  -40.8272  -15.6115
 U95  H6   H   HCR6   0   0.285  -7.0371  -43.2064  -16.1506
 U95  H7   H   HNR5   0   0.420  -0.9309  -46.9118  -10.5070
 U95  H8   H   HCR6   0   0.243   1.8108  -41.2380  -17.3632
 U95  H9   H   HCR5   0   0.261   1.0058  -45.2067  -13.8277
 U95  H10  H   HCR5   0   0.255   2.8067  -46.5510  -12.3527
 U95  H11  H   HCR5   0   0.281   1.4335  -47.6092  -10.2638
 U95  H12  H   HCR6   0   0.252   0.1820  -45.8882  -17.3354
 U95  H13  H   HCR6   0   0.240   1.8382  -45.1743  -19.0068
 U95  C1   C   C      0   0.390   2.9964  -42.7095  -19.3323
 U95  O1   O   OC    -1  -0.590   3.3829  -41.5265  -19.2578
 U95  O2   O   O      0  -0.591   3.3747  -43.5705  -20.1509
 U95  C15  C   CT     0   1.067  -5.5891  -45.2648  -15.1833

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
 U95  O2   C1   deloc     1.247  0.020  1.247
 U95  C1   O1   deloc     1.247  0.020  1.247
 U95  C1   C2   single    1.523  0.020  1.523
 U95  C2   C22  aromatic  1.395  0.020  1.395
 U95  C2   C3   aromatic  1.389  0.020  1.389
 U95  C22  C21  aromatic  1.383  0.020  1.383
 U95  C3   C4   aromatic  1.390  0.020  1.390
 U95  C21  C5   aromatic  1.396  0.020  1.396
 U95  C4   C5   aromatic  1.392  0.020  1.392
 U95  C5   O3   single    1.353  0.020  1.353
 U95  F1   C15  single    1.335  0.020  1.335
 U95  O3   C6   single    1.418  0.020  1.418
 U95  C13  C12  aromatic  1.386  0.020  1.386
 U95  C13  C14  aromatic  1.387  0.020  1.387
 U95  F3   C15  single    1.336  0.020  1.336
 U95  C12  C11  aromatic  1.382  0.020  1.382
 U95  C15  C14  single    1.504  0.020  1.504
 U95  C15  F2   single    1.339  0.020  1.339
 U95  C14  C9   aromatic  1.400  0.020  1.400
 U95  C6   C7   single    1.483  0.020  1.483
 U95  C11  C10  aromatic  1.386  0.020  1.386
 U95  C9   C10  aromatic  1.393  0.020  1.393
 U95  C9   C8   single    1.475  0.020  1.475
 U95  C10  CL1  single    1.728  0.020  1.728
 U95  C7   C8   aromatic  1.417  0.020  1.417
 U95  C7   C16  aromatic  1.366  0.020  1.366
 U95  C8   N1   aromatic  1.300  0.020  1.300
 U95  C18  C19  aromatic  1.407  0.020  1.407
 U95  C18  C17  aromatic  1.384  0.020  1.384
 U95  C16  C17  single    1.434  0.020  1.434
 U95  C16  O4   aromatic  1.337  0.020  1.337
 U95  C19  C20  aromatic  1.377  0.020  1.377
 U95  C17  N2   aromatic  1.368  0.020  1.368
 U95  N1   O4   aromatic  1.362  0.020  1.362
 U95  C20  N2   aromatic  1.351  0.020  1.351
 U95  C4   H1   single    0.930  0.020  1.080
 U95  C6   H2   single    0.970  0.020  1.090
 U95  C6   H3   single    0.970  0.020  1.090
 U95  C11  H4   single    0.930  0.020  1.080
 U95  C12  H5   single    0.930  0.020  1.080
 U95  C13  H6   single    0.930  0.020  1.080
 U95  N2   H7   single    0.860  0.020  1.020
 U95  C3   H8   single    0.930  0.020  1.080
 U95  C18  H9   single    0.930  0.020  1.080
 U95  C19  H10  single    0.930  0.020  1.080
 U95  C20  H11  single    0.930  0.020  1.080
 U95  C21  H12  single    0.930  0.020  1.080
 U95  C22  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
 U95  H1   C4   C3   118.77  3.000
 U95  H1   C4   C5   121.64  3.000
 U95  C3   C4   C5   119.60  3.000
 U95  C15  C14  C13  118.88  3.000
 U95  C15  C14  C9   120.59  3.000
 U95  C13  C14  C9   120.50  3.000
 U95  O3   C5   C21  116.28  3.000
 U95  O3   C5   C4   124.41  3.000
 U95  C21  C5   C4   119.30  3.000
 U95  H3   C6   H2   107.38  3.000
 U95  H3   C6   O3   110.51  3.000
 U95  H2   C6   O3   110.49  3.000
 U95  H3   C6   C7   110.35  3.000
 U95  H2   C6   C7   109.75  3.000
 U95  O3   C6   C7   108.37  3.000
 U95  H4   C11  C12  120.75  3.000
 U95  H4   C11  C10  120.18  3.000
 U95  C12  C11  C10  119.07  3.000
 U95  C16  C7   C8   102.96  3.000
 U95  C16  C7   C6   128.53  3.000
 U95  C8   C7   C6   128.46  3.000
 U95  N1   C8   C9   120.91  3.000
 U95  N1   C8   C7   112.05  3.000
 U95  C9   C8   C7   126.97  3.000
 U95  C10  C9   C8   118.84  3.000
 U95  C8   C9   C14  123.28  3.000
 U95  C10  C9   C14  117.88  3.000
 U95  CL1  C10  C9   119.68  3.000
 U95  CL1  C10  C11  118.32  3.000
 U95  C9   C10  C11  121.99  3.000
 U95  H5   C12  C13  119.88  3.000
 U95  H5   C12  C11  119.79  3.000
 U95  C13  C12  C11  120.33  3.000
 U95  H6   C13  C12  118.93  3.000
 U95  H6   C13  C14  120.84  3.000
 U95  C12  C13  C14  120.22  3.000
 U95  O4   N1   C8   105.67  3.000
 U95  H7   N2   C20  124.37  3.000
 U95  H7   N2   C17  125.72  3.000
 U95  C20  N2   C17  109.89  3.000
 U95  H8   C3   C2   119.27  3.000
 U95  H8   C3   C4   118.78  3.000
 U95  C2   C3   C4   121.95  3.000
 U95  O4   C16  C17  117.76  3.000
 U95  O4   C16  C7   108.98  3.000
 U95  C17  C16  C7   133.24  3.000
 U95  C18  C17  C16  130.15  3.000
 U95  C16  C17  N2   122.48  3.000
 U95  C18  C17  N2   107.36  3.000
 U95  H9   C18  C19  126.20  3.000
 U95  H9   C18  C17  126.51  3.000
 U95  C19  C18  C17  107.29  3.000
 U95  H10  C19  C20  126.06  3.000
 U95  H10  C19  C18  126.76  3.000
 U95  C20  C19  C18  107.18  3.000
 U95  C22  C2   C1   121.39  3.000
 U95  C22  C2   C3   117.50  3.000
 U95  C1   C2   C3   121.11  3.000
 U95  H11  C20  C19  130.67  3.000
 U95  H11  C20  N2   121.05  3.000
 U95  C19  C20  N2   108.28  3.000
 U95  H12  C21  C22  120.56  3.000
 U95  H12  C21  C5   119.38  3.000
 U95  C22  C21  C5   120.06  3.000
 U95  H13  C22  C21  119.04  3.000
 U95  H13  C22  C2   119.37  3.000
 U95  C21  C22  C2   121.58  3.000
 U95  C6   O3   C5   118.06  3.000
 U95  C16  O4   N1   110.32  3.000
 U95  O2   C1   O1   126.90  3.000
 U95  O1   C1   C2   116.46  3.000
 U95  O2   C1   C2   116.64  3.000
 U95  F3   C15  F2   107.28  3.000
 U95  F2   C15  F1   106.84  3.000
 U95  F3   C15  F1   106.68  3.000
 U95  F2   C15  C14  111.35  3.000
 U95  F3   C15  C14  112.44  3.000
 U95  F1   C15  C14  111.91  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
 U95  CONST_01  C22  C2   C3   C4      0.00   0.0  0
 U95  CONST_02  C22  C21  C5   C4      0.00   0.0  0
 U95  CONST_03  C11  C12  C13  C14     0.00   0.0  0
 U95  CONST_04  C11  C10  C9   C14     0.00   0.0  0
 U95  CONST_07  C2   C22  C21  C5      0.00   0.0  0
 U95  CONST_08  C2   C3   C4   C5      0.00   0.0  0
 U95  CONST_09  C8   C9   C10  C11   180.00   0.0  0
 U95  CONST_11  O4   N1   C8   C7      0.00   0.0  0
 U95  CONST_12  C18  C17  C16  C7      0.00   0.0  0
 U95  CONST_13  N2   C17  C16  C7    180.00   0.0  0
 U95  CONST_14  N1   O4   C16  C7      0.00   0.0  0
 U95  CONST_15  C13  C14  C9   C8    180.00   0.0  0
 U95  CONST_16  C17  C16  C7   C8    180.00   0.0  0
 U95  CONST_17  O4   C16  C7   C8      0.00   0.0  0
 U95  CONST_18  C16  O4   N1   C8      0.00   0.0  0
 U95  CONST_19  C12  C13  C14  C9      0.00   0.0  0
 U95  CONST_20  C12  C11  C10  C9      0.00   0.0  0
 U95  CONST_21  C16  C7   C8   C9    180.00   0.0  0
 U95  CONST_22  O4   N1   C8   C9    180.00   0.0  0
 U95  CONST_23  C13  C12  C11  C10     0.00   0.0  0
 U95  CONST_24  C13  C14  C9   C10     0.00   0.0  0
 U95  CONST_26  C16  C7   C8   N1      0.00   0.0  0
 U95  CONST_27  C17  C16  O4   N1    180.00   0.0  0
 U95  CONST_28  C19  C18  C17  N2      0.00   0.0  0
 U95  CONST_29  O4   C16  C17  N2      0.00   0.0  0
 U95  CONST_30  C18  C19  C20  N2      0.00   0.0  0
 U95  CONST_31  C21  C22  C2   C3      0.00   0.0  0
 U95  CONST_32  C21  C5   C4   C3      0.00   0.0  0
 U95  CONST_33  C19  C18  C17  C16   180.00   0.0  0
 U95  CONST_34  C20  N2   C17  C16   180.00   0.0  0
 U95  CONST_35  C20  C19  C18  C17     0.00   0.0  0
 U95  CONST_36  C19  C20  N2   C17     0.00   0.0  0
 U95  CONST_37  O4   C16  C17  C18   180.00   0.0  0
 U95  CONST_38  C20  N2   C17  C18     0.00   0.0  0
 U95  CONST_39  C1   C2   C3   C4    180.00   0.0  0
 U95  CONST_40  CL1  C10  C9   C14   180.00   0.0  0
 U95  CONST_41  C9   C8   C7   C6      0.00   0.0  0
 U95  CONST_42  N1   C8   C7   C6    180.00   0.0  0
 U95  CONST_43  C17  C16  C7   C6      0.00   0.0  0
 U95  CONST_44  O4   C16  C7   C6    180.00   0.0  0
 U95  CONST_45  C15  C14  C9   C8      0.00   0.0  0
 U95  CONST_46  CL1  C10  C9   C8      0.00   0.0  0
 U95  CONST_47  C15  C14  C9   C10   180.00   0.0  0
 U95  CONST_48  C15  C14  C13  C12   180.00   0.0  0
 U95  CONST_49  CL1  C10  C11  C12   180.00   0.0  0
 U95  CONST_50  O3   C5   C4   C3    180.00   0.0  0
 U95  CONST_51  C21  C22  C2   C1    180.00   0.0  0
 U95  CONST_52  O3   C5   C21  C22   180.00   0.0  0
 U95  CONST_53  H12  C21  C5   C4    180.00   0.0  0
 U95  CONST_54  H5   C12  C13  C14   180.00   0.0  0
 U95  CONST_55  H13  C22  C21  C5    180.00   0.0  0
 U95  CONST_56  H8   C3   C4   C5    180.00   0.0  0
 U95  CONST_57  H6   C13  C12  C11   180.00   0.0  0
 U95  CONST_58  H4   C11  C10  C9    180.00   0.0  0
 U95  CONST_59  H9   C18  C17  N2    180.00   0.0  0
 U95  CONST_60  H10  C19  C20  N2    180.00   0.0  0
 U95  CONST_61  H7   N2   C17  C16     0.00   0.0  0
 U95  CONST_62  H11  C20  N2   C17   180.00   0.0  0
 U95  CONST_63  H1   C4   C3   C2    180.00   0.0  0
 U95  Var_01    C7   C6   O3   C5   -172.52  30.0  3
 U95  Var_02    C21  C5   O3   C6    174.86  30.0  3
 U95  Var_03    O3   C6   C7   C8   -110.07  30.0  3
 U95  Var_04    F1   C15  C14  C9   -165.43  30.0  2
 U95  Var_05    O2   C1   C2   C3   -179.27  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
 U95  plan-1  C6   0.020
 U95  plan-1  C7   0.020
 U95  plan-1  C8   0.020
 U95  plan-1  C9   0.020
 U95  plan-1  N1   0.020
 U95  plan-1  C16  0.020
 U95  plan-1  C17  0.020
 U95  plan-1  O4   0.020
 U95  plan-2  N2   0.020
 U95  plan-2  C16  0.020
 U95  plan-2  C17  0.020
 U95  plan-2  C18  0.020
 U95  plan-2  C19  0.020
 U95  plan-2  C20  0.020
 U95  plan-2  H7   0.020
 U95  plan-2  H9   0.020
 U95  plan-2  H10  0.020
 U95  plan-2  H11  0.020
 U95  plan-3  C14  0.020
 U95  plan-3  C11  0.020
 U95  plan-3  C8   0.020
 U95  plan-3  C9   0.020
 U95  plan-3  C10  0.020
 U95  plan-3  C12  0.020
 U95  plan-3  C13  0.020
 U95  plan-3  CL1  0.020
 U95  plan-3  H4   0.020
 U95  plan-3  H5   0.020
 U95  plan-3  H6   0.020
 U95  plan-3  C15  0.020
 U95  plan-4  C4   0.020
 U95  plan-4  C5   0.020
 U95  plan-4  C3   0.020
 U95  plan-4  C2   0.020
 U95  plan-4  C21  0.020
 U95  plan-4  C22  0.020
 U95  plan-4  O3   0.020
 U95  plan-4  H1   0.020
 U95  plan-4  H8   0.020
 U95  plan-4  H12  0.020
 U95  plan-4  H13  0.020
 U95  plan-4  C1   0.020
 U95  plan-5  C2   0.020
 U95  plan-5  C1   0.020
 U95  plan-5  O1   0.020
 U95  plan-5  O2   0.020

