# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 15:39:21 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: 4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}-2-[3-(trifluoromethyl)phenoxy]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CN([C@H]2CCCN(C2)Cc3ccc(C(O)=O)c(Oc4cccc(c4)C(F)(F)F)c3)C(=O)NC1=O
#
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
 0Y5  0Y5  '4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}-2-[3-(trifluoromethyl)phenoxy]benzoic acid'  ligand  59  36  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0Y5
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
 0Y5  C26  C  CR16   0  -0.234  -5.2954   0.5420  -3.2369
 0Y5  C19  C  CR16   0  -0.281  -1.5586  -2.1249  -0.1467
 0Y5  C27  C  CR16   0  -0.309  -6.5453   1.0692  -2.9472
 0Y5  C18  C  CR16   0  -0.281  -0.3086  -1.5293  -0.1283
 0Y5  C25  C  CR16   0  -0.327  -4.3169   0.4356  -2.2612
 0Y5  C22  C  CR16   0  -0.389  -1.3558   0.6140  -0.0426
 0Y5  C29  C  CR16   0  -0.357  -5.8415   1.3883  -0.6589
 0Y5  C20  C  CR6    0  -0.143  -2.7387  -1.3838  -0.0847
 0Y5  C17  C  CR6    0   0.079  -0.1932  -0.1435  -0.0749
 0Y5  C28  C  CR6    0  -0.188  -6.8063   1.4948  -1.6511
 0Y5  C24  C  CR6    0   0.418  -4.5961   0.8580  -0.9653
 0Y5  C21  C  CR6    0   0.315  -2.6024   0.0026  -0.0373
 0Y5  C3   C  C1     0   0.054   6.5010  -1.5474   0.0465
 0Y5  C2   C  C      0  -0.181   7.7770  -1.5282  -0.3786
 0Y5  C8   C  C      0   0.555   8.5375  -0.3148  -0.1729
 0Y5  C5   C  C      0   0.738   6.5288   0.6803   0.8870
 0Y5  C12  C  CH2    0  -0.446   2.8152  -0.9422   2.9100
 0Y5  C11  C  CH2    0  -0.442   4.2746  -0.6256   2.5991
 0Y5  C13  C  CH2    0  -0.283   1.8803  -0.0490   2.1110
 0Y5  C15  C  CH2    0  -0.269   3.4938   0.2391   0.3595
 0Y5  C10  C  CH1    0  -0.090   4.4682  -0.6832   1.0895
 0Y5  C1   C  CH3    0  -0.707   8.4330  -2.6950  -1.0409
 0Y5  C30  C  CT     0   1.049  -8.1294   2.0887  -1.2812
 0Y5  N7   N  NH1    0  -0.731   7.8307   0.6949   0.4526
 0Y5  N4   N  NT     0  -0.549   5.8639  -0.5006   0.6608
 0Y5  N14  N  NT     0  -0.420   2.1402  -0.1709   0.6861
 0Y5  O23  O  O2     0  -0.509  -3.6854   0.8434   0.0353
 0Y5  F31  F  F      0  -0.314  -8.6857   1.4577  -0.2367
 0Y5  F32  F  F      0  -0.316  -8.0101   3.3768  -0.9237
 0Y5  F33  F  F      0  -0.302  -9.0157   2.0438  -2.2797
 0Y5  H1   H  HCR6   0   0.270  -5.0746   0.2132  -4.2434
 0Y5  H2   H  HCR6   0   0.248  -1.6309  -3.2035  -0.1963
 0Y5  H3   H  HCR6   0   0.268  -7.2882   1.1426  -3.7279
 0Y5  H4   H  HCR6   0   0.242   0.5848  -2.1403  -0.1446
 0Y5  H5   H  HCR6   0   0.284  -3.3471   0.0318  -2.5200
 0Y5  H6   H  HCR6   0   0.255  -1.2981   1.6965  -0.0115
 0Y5  H7   H  HCR6   0   0.278  -6.0396   1.7075   0.3569
 0Y5  H8   H  H      0   0.313   5.8923  -2.4321  -0.0825
 0Y5  H9   H  HCH2   0   0.225   2.6025  -1.9877   2.6699
 0Y5  H10  H  HCH2   0   0.241   2.6237  -0.8117   3.9765
 0Y5  H11  H  HCH2   0   0.238   4.5224   0.3660   2.9802
 0Y5  H12  H  HCH2   0   0.246   4.9379  -1.3427   3.0876
 0Y5  H13  H  HCH2   0   0.245   0.8456  -0.3356   2.3059
 0Y5  H14  H  HCH2   0   0.195   1.9909   0.9980   2.4456
 0Y5  H15  H  HCH2   0   0.214   3.6782   1.2896   0.6233
 0Y5  H16  H  HCH2   0   0.246   3.6426   0.1359  -0.7183
 0Y5  H17  H  HCH1   0   0.262   4.2145  -1.6955   0.7679
 0Y5  H18  H  HCH3   0   0.247   8.7613  -2.4479  -2.0514
 0Y5  H19  H  HCH3   0   0.246   9.3136  -3.0219  -0.4865
 0Y5  H20  H  HCH3   0   0.246   7.7480  -3.5387  -1.1089
 0Y5  H21  H  HCH2   0   0.254   1.5068   0.5457  -1.1460
 0Y5  H22  H  HCH2   0   0.215   1.0432   1.5844   0.1897
 0Y5  H23  H  HNH1   0   0.423   8.3260   1.5623   0.6185
 0Y5  C34  C  C      0   0.391  -4.0756  -2.1151  -0.0230
 0Y5  O9   O  O      0  -0.459   9.6989  -0.1486  -0.5018
 0Y5  O35  O  OC    -1  -0.593  -4.1212  -3.2124  -0.6104
 0Y5  O36  O  O      0  -0.579  -4.9841  -1.5706   0.6271
 0Y5  C16  C  CH2    0  -0.315   1.1552   0.5290  -0.1095
 0Y5  O6   O  O      0  -0.486   6.0301   1.6497   1.4242

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
 0Y5  O9   C8   double    1.218  0.020  1.218
 0Y5  N7   C8   single    1.382  0.020  1.382
 0Y5  N7   C5   single    1.373  0.020  1.373
 0Y5  C8   C2   single    1.447  0.020  1.447
 0Y5  F31  C30  single    1.341  0.020  1.341
 0Y5  O6   C5   double    1.215  0.020  1.215
 0Y5  C5   N4   single    1.374  0.020  1.374
 0Y5  C2   C1   single    1.493  0.020  1.493
 0Y5  C2   C3   double    1.345  0.020  1.345
 0Y5  F32  C30  single    1.342  0.020  1.342
 0Y5  C30  F33  single    1.336  0.020  1.336
 0Y5  C30  C28  single    1.497  0.020  1.497
 0Y5  N4   C3   single    1.371  0.020  1.371
 0Y5  N4   C10  single    1.471  0.020  1.471
 0Y5  C28  C27  aromatic  1.389  0.020  1.389
 0Y5  C28  C29  aromatic  1.388  0.020  1.388
 0Y5  C27  C26  aromatic  1.387  0.020  1.387
 0Y5  C10  C15  single    1.527  0.020  1.527
 0Y5  C10  C11  single    1.523  0.020  1.523
 0Y5  C26  C25  aromatic  1.386  0.020  1.386
 0Y5  C29  C24  aromatic  1.388  0.020  1.388
 0Y5  C15  N14  single    1.452  0.020  1.452
 0Y5  C11  C12  single    1.525  0.020  1.525
 0Y5  C24  C25  aromatic  1.391  0.020  1.391
 0Y5  C24  O23  single    1.353  0.020  1.353
 0Y5  N14  C16  single    1.447  0.020  1.447
 0Y5  N14  C13  single    1.454  0.020  1.454
 0Y5  C12  C13  single    1.520  0.020  1.520
 0Y5  O23  C21  single    1.373  0.020  1.373
 0Y5  C22  C21  aromatic  1.389  0.020  1.389
 0Y5  C22  C17  aromatic  1.388  0.020  1.388
 0Y5  C16  C17  single    1.507  0.020  1.507
 0Y5  C21  C20  aromatic  1.394  0.020  1.394
 0Y5  C17  C18  aromatic  1.392  0.020  1.392
 0Y5  C20  C19  aromatic  1.395  0.020  1.395
 0Y5  C20  C34  single    1.525  0.020  1.525
 0Y5  C18  C19  aromatic  1.385  0.020  1.385
 0Y5  O36  C34  deloc     1.243  0.020  1.243
 0Y5  C34  O35  deloc     1.245  0.020  1.245
 0Y5  C26  H1   single    0.930  0.020  1.080
 0Y5  C19  H2   single    0.930  0.020  1.080
 0Y5  C27  H3   single    0.930  0.020  1.080
 0Y5  C18  H4   single    0.930  0.020  1.080
 0Y5  C25  H5   single    0.930  0.020  1.080
 0Y5  C22  H6   single    0.930  0.020  1.080
 0Y5  C29  H7   single    0.930  0.020  1.080
 0Y5  C3   H8   single    0.930  0.020  1.080
 0Y5  C12  H9   single    0.970  0.020  1.090
 0Y5  C12  H10  single    0.970  0.020  1.090
 0Y5  C11  H11  single    0.970  0.020  1.090
 0Y5  C11  H12  single    0.970  0.020  1.090
 0Y5  C13  H13  single    0.970  0.020  1.090
 0Y5  C13  H14  single    0.970  0.020  1.090
 0Y5  C15  H15  single    0.970  0.020  1.090
 0Y5  C15  H16  single    0.970  0.020  1.090
 0Y5  C10  H17  single    0.970  0.020  1.090
 0Y5  C1   H18  single    0.970  0.020  1.090
 0Y5  C1   H19  single    0.970  0.020  1.090
 0Y5  C1   H20  single    0.970  0.020  1.090
 0Y5  C16  H21  single    0.970  0.020  1.090
 0Y5  C16  H22  single    0.970  0.020  1.090
 0Y5  N7   H23  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
 0Y5  H1   C26  C25  119.18  3.000
 0Y5  H1   C26  C27  119.59  3.000
 0Y5  C25  C26  C27  121.22  3.000
 0Y5  H2   C19  C20  118.36  3.000
 0Y5  H2   C19  C18  119.32  3.000
 0Y5  C20  C19  C18  122.32  3.000
 0Y5  H3   C27  C28  121.63  3.000
 0Y5  H3   C27  C26  119.65  3.000
 0Y5  C28  C27  C26  118.73  3.000
 0Y5  H4   C18  C17  119.61  3.000
 0Y5  H4   C18  C19  120.14  3.000
 0Y5  C17  C18  C19  120.24  3.000
 0Y5  H5   C25  C24  121.07  3.000
 0Y5  H5   C25  C26  119.55  3.000
 0Y5  C24  C25  C26  119.39  3.000
 0Y5  H6   C22  C21  119.15  3.000
 0Y5  H6   C22  C17  120.06  3.000
 0Y5  C21  C22  C17  120.78  3.000
 0Y5  H7   C29  C24  118.94  3.000
 0Y5  H7   C29  C28  121.38  3.000
 0Y5  C24  C29  C28  119.68  3.000
 0Y5  C34  C20  C21  124.14  3.000
 0Y5  C34  C20  C19  119.26  3.000
 0Y5  C21  C20  C19  116.57  3.000
 0Y5  C16  C17  C22  120.43  3.000
 0Y5  C16  C17  C18  121.17  3.000
 0Y5  C22  C17  C18  118.35  3.000
 0Y5  C30  C28  C29  117.92  3.000
 0Y5  C29  C28  C27  120.86  3.000
 0Y5  C30  C28  C27  121.21  3.000
 0Y5  O23  C24  C29  116.41  3.000
 0Y5  O23  C24  C25  123.40  3.000
 0Y5  C29  C24  C25  120.12  3.000
 0Y5  O23  C21  C20  122.26  3.000
 0Y5  C20  C21  C22  121.71  3.000
 0Y5  O23  C21  C22  116.02  3.000
 0Y5  H8   C3   N4   114.62  3.000
 0Y5  H8   C3   C2   120.52  3.000
 0Y5  N4   C3   C2   124.86  3.000
 0Y5  C1   C2   C8   119.17  3.000
 0Y5  C1   C2   C3   123.07  3.000
 0Y5  C8   C2   C3   117.76  3.000
 0Y5  O9   C8   N7   120.66  3.000
 0Y5  N7   C8   C2   114.09  3.000
 0Y5  O9   C8   C2   125.24  3.000
 0Y5  O6   C5   N4   124.05  3.000
 0Y5  N4   C5   N7   114.58  3.000
 0Y5  O6   C5   N7   121.37  3.000
 0Y5  H10  C12  H9   107.14  3.000
 0Y5  H10  C12  C13  109.60  3.000
 0Y5  H9   C12  C13  109.07  3.000
 0Y5  H10  C12  C11  110.02  3.000
 0Y5  H9   C12  C11  109.86  3.000
 0Y5  C13  C12  C11  111.06  3.000
 0Y5  H12  C11  H11  107.61  3.000
 0Y5  H12  C11  C10  109.95  3.000
 0Y5  H11  C11  C10  110.60  3.000
 0Y5  H12  C11  C12  110.71  3.000
 0Y5  H11  C11  C12  109.56  3.000
 0Y5  C10  C11  C12  108.41  3.000
 0Y5  H14  C13  H13  106.84  3.000
 0Y5  H14  C13  N14  111.01  3.000
 0Y5  H13  C13  N14  108.82  3.000
 0Y5  H14  C13  C12  109.65  3.000
 0Y5  H13  C13  C12  109.57  3.000
 0Y5  N14  C13  C12  110.86  3.000
 0Y5  H16  C15  H15  107.71  3.000
 0Y5  H16  C15  N14  108.80  3.000
 0Y5  H15  C15  N14  111.88  3.000
 0Y5  H16  C15  C10  109.11  3.000
 0Y5  H15  C15  C10  110.83  3.000
 0Y5  N14  C15  C10  108.47  3.000
 0Y5  H17  C10  N4   104.46  3.000
 0Y5  H17  C10  C15  105.71  3.000
 0Y5  N4   C10  C15  113.01  3.000
 0Y5  H17  C10  C11  107.30  3.000
 0Y5  C15  C10  C11  111.70  3.000
 0Y5  N4   C10  C11  113.87  3.000
 0Y5  H20  C1   H19  107.90  3.000
 0Y5  H20  C1   H18  107.88  3.000
 0Y5  H19  C1   H18  107.20  3.000
 0Y5  H20  C1   C2   110.90  3.000
 0Y5  H19  C1   C2   111.30  3.000
 0Y5  H18  C1   C2   111.47  3.000
 0Y5  F33  C30  F32  106.88  3.000
 0Y5  F33  C30  F31  106.93  3.000
 0Y5  F32  C30  F31  106.31  3.000
 0Y5  F33  C30  C28  112.86  3.000
 0Y5  F32  C30  C28  111.59  3.000
 0Y5  F31  C30  C28  111.87  3.000
 0Y5  H23  N7   C5   114.91  3.000
 0Y5  H23  N7   C8   116.73  3.000
 0Y5  C5   N7   C8   128.36  3.000
 0Y5  C10  N4   C5   121.18  3.000
 0Y5  C10  N4   C3   118.47  3.000
 0Y5  C5   N4   C3   120.35  3.000
 0Y5  C16  N14  C15  111.99  3.000
 0Y5  C16  N14  C13  112.14  3.000
 0Y5  C15  N14  C13  111.32  3.000
 0Y5  C21  O23  C24  119.89  3.000
 0Y5  O36  C34  O35  127.30  3.000
 0Y5  O35  C34  C20  115.81  3.000
 0Y5  O36  C34  C20  116.87  3.000
 0Y5  H22  C16  H21  105.96  3.000
 0Y5  H22  C16  N14  112.52  3.000
 0Y5  H21  C16  N14  108.02  3.000
 0Y5  H22  C16  C17  109.26  3.000
 0Y5  H21  C16  C17  108.42  3.000
 0Y5  N14  C16  C17  112.37  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
 0Y5  CONST_01  C29  C28  C27  C26    0.00   0.0  0
 0Y5  CONST_02  C29  C24  C25  C26    0.00   0.0  0
 0Y5  CONST_03  C22  C21  C20  C19    0.00   0.0  0
 0Y5  CONST_04  C22  C17  C18  C19    0.00   0.0  0
 0Y5  CONST_05  C24  C29  C28  C27    0.00   0.0  0
 0Y5  CONST_06  C24  C25  C26  C27    0.00   0.0  0
 0Y5  CONST_07  C21  C22  C17  C18    0.00   0.0  0
 0Y5  CONST_08  C21  C20  C19  C18    0.00   0.0  0
 0Y5  CONST_09  C28  C27  C26  C25    0.00   0.0  0
 0Y5  CONST_10  C28  C29  C24  C25    0.00   0.0  0
 0Y5  CONST_11  C17  C22  C21  C20    0.00   0.0  0
 0Y5  CONST_12  C17  C18  C19  C20    0.00   0.0  0
 0Y5  CONST_13  N7   C5   N4   C3     0.00   0.0  0
 0Y5  CONST_14  C5   N7   C8   C2     0.00   0.0  0
 0Y5  CONST_15  N4   C5   N7   C8     0.00   0.0  0
 0Y5  CONST_16  N7   C5   N4   C10  180.00   0.0  0
 0Y5  CONST_17  C30  C28  C27  C26  180.00   0.0  0
 0Y5  CONST_18  O23  C24  C25  C26  180.00   0.0  0
 0Y5  CONST_19  O23  C21  C20  C19  180.00   0.0  0
 0Y5  CONST_20  C16  C17  C18  C19  180.00   0.0  0
 0Y5  CONST_21  C34  C20  C19  C18  180.00   0.0  0
 0Y5  CONST_22  C34  C20  C21  C22  180.00   0.0  0
 0Y5  CONST_23  O23  C21  C22  C17  180.00   0.0  0
 0Y5  CONST_24  O23  C24  C29  C28  180.00   0.0  0
 0Y5  CONST_25  C30  C28  C29  C24  180.00   0.0  0
 0Y5  CONST_26  C16  C17  C22  C21  180.00   0.0  0
 0Y5  CONST_27  O6   C5   N4   C3   180.00   0.0  0
 0Y5  CONST_28  O6   C5   N7   C8   180.00   0.0  0
 0Y5  CONST_29  O9   C8   N7   C5   180.00   0.0  0
 0Y5  CONST_30  O6   C5   N4   C10    0.00   0.0  0
 0Y5  CONST_31  H7   C29  C28  C27  180.00   0.0  0
 0Y5  CONST_32  H5   C25  C26  C27  180.00   0.0  0
 0Y5  CONST_33  H6   C22  C17  C18  180.00   0.0  0
 0Y5  CONST_34  H3   C27  C26  C25  180.00   0.0  0
 0Y5  CONST_35  H4   C18  C17  C22  180.00   0.0  0
 0Y5  CONST_36  H2   C19  C18  C17  180.00   0.0  0
 0Y5  CONST_37  H1   C26  C27  C28  180.00   0.0  0
 0Y5  CONST_38  H23  N7   C8   C2   180.00   0.0  0
 0Y5  Var_01    C15  N14  C13  C12  -61.25  30.0  1
 0Y5  Var_02    N14  C13  C12  C11   56.49  30.0  1
 0Y5  Var_03    C10  C15  N14  C13   61.70  30.0  1
 0Y5  Var_04    C10  C11  C12  C13  -52.90  30.0  1
 0Y5  Var_05    N14  C16  C17  C18  -40.55  30.0  2
 0Y5  Var_06    O36  C34  C20  C19  147.12  30.0  2
 0Y5  Var_07    F31  C30  C28  C27  126.10  30.0  2
 0Y5  Var_08    H18  C1   C2   C3   119.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 0Y5  chir_01  C10  N4  C15  C11  positiv

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
 0Y5  plan-1  C19  0.020
 0Y5  plan-1  C18  0.020
 0Y5  plan-1  C22  0.020
 0Y5  plan-1  C20  0.020
 0Y5  plan-1  C17  0.020
 0Y5  plan-1  C21  0.020
 0Y5  plan-1  O23  0.020
 0Y5  plan-1  H2   0.020
 0Y5  plan-1  H4   0.020
 0Y5  plan-1  H6   0.020
 0Y5  plan-1  C34  0.020
 0Y5  plan-1  C16  0.020
 0Y5  plan-2  C26  0.020
 0Y5  plan-2  C27  0.020
 0Y5  plan-2  C25  0.020
 0Y5  plan-2  C29  0.020
 0Y5  plan-2  C28  0.020
 0Y5  plan-2  C24  0.020
 0Y5  plan-2  C30  0.020
 0Y5  plan-2  O23  0.020
 0Y5  plan-2  H1   0.020
 0Y5  plan-2  H3   0.020
 0Y5  plan-2  H5   0.020
 0Y5  plan-2  H7   0.020
 0Y5  plan-3  C3   0.020
 0Y5  plan-3  C2   0.020
 0Y5  plan-3  C8   0.020
 0Y5  plan-3  C5   0.020
 0Y5  plan-3  C10  0.020
 0Y5  plan-3  C1   0.020
 0Y5  plan-3  N7   0.020
 0Y5  plan-3  N4   0.020
 0Y5  plan-3  H8   0.020
 0Y5  plan-3  H23  0.020
 0Y5  plan-3  O9   0.020
 0Y5  plan-3  O6   0.020
 0Y5  plan-4  C20  0.020
 0Y5  plan-4  C34  0.020
 0Y5  plan-4  O35  0.020
 0Y5  plan-4  O36  0.020

