# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 23:18:11 2021
#   Inital geometry file: a 129 line input string
#   Ligand name: [2-[(3-chlorophenyl)methylamino]-7-methoxy-1,3-benzoxazol-5-yl]-[(3~{R},4~{R})-3-methyl-4-oxidanyl-piperidin-1-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc2nc(NCc3cccc(Cl)c3)oc12)C(=O)N4CC[C@@H](O)[C@H](C)C4
#
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
 QQ5  QQ5  '[2-[(3-chlorophenyl)methylamino]-7-methoxy-1,3-benzoxazol-5-yl]-[(3~{R},4~{R})-3-methyl-4-oxidanyl-piperidin-1-yl]methanone'  ligand  54  30  .  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_QQ5
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
 QQ5  C4   C   C     0   0.506  10.2226  -16.0744  12.3076
 QQ5  C7   C   CH2   0  -0.320   8.5994  -17.0057  10.7467
 QQ5  C8   C   CH2   0  -0.474   7.1031  -16.7263  10.7631
 QQ5  C10  C   CH1   0  -0.275   7.5668  -14.2617  10.6556
 QQ5  C13  C   CR16  0  -0.421   9.8326  -14.0071  13.6557
 QQ5  C15  C   CR56  0   0.272  11.6445  -12.7779  14.5021
 QQ5  C17  C   CR5   0   0.723  13.6407  -12.1323  14.9236
 QQ5  C20  C   CH2   0  -0.365  15.9672  -11.5443  15.1923
 QQ5  C21  C   CR6   0   0.102  16.3543  -11.1052  13.7998
 QQ5  C22  C   CR16  0  -0.250  15.9597   -9.8567  13.3286
 QQ5  C24  C   CR16  0  -0.228  17.1142  -10.2647  11.2418
 QQ5  C26  C   CR16  0  -0.291  17.1228  -11.9275  12.9862
 QQ5  C11  C   CH2   0  -0.296   9.0506  -14.6245  10.6574
 QQ5  C30  C   CH3   0  -0.658   7.3582  -12.9550   9.9018
 QQ5  C9   C   CH1   0   0.091   6.7764  -15.4181  10.0503
 QQ5  O12  O   OH1   0  -0.672   5.4031  -15.1083  10.1235
 QQ5  N6   N   NT    0  -0.449   9.3063  -15.8819  11.3369
 QQ5  O5   O   O     0  -0.489  10.6139  -17.1845  12.6457
 QQ5  C3   C   CR6   0  -0.067  10.7425  -14.8661  13.0250
 QQ5  C2   C   CR16  0  -0.385  12.1162  -14.7009  13.1359
 QQ5  C14  C   CR6   0   0.318  10.2709  -12.9296  14.4241
 QQ5  O28  O   O2    0  -0.462   9.4953  -12.0547  15.0775
 QQ5  C29  C   CH3   0  -0.440   8.0907  -12.1967  14.9596
 QQ5  O16  O   O     0  -0.460  12.3488  -11.8220  15.1729
 QQ5  C1   C   CR56  0   0.195  12.5596  -13.6163  13.8834
 QQ5  N18  N   N     0  -0.508  13.8341  -13.1696  14.1701
 QQ5  C23  C   CR6   0  -0.023  16.3417   -9.4540  12.0604
 QQ5  CL1  CL  CL    0  -0.131  15.8437   -7.8944  11.4840
 QQ5  C25  C   CR16  0  -0.248  17.5030  -11.5072  11.7186
 QQ5  H1   H   HCH2  0   0.269   8.8305  -17.9127  11.2979
 QQ5  H2   H   HCH2  0   0.240   8.9460  -17.1521   9.7173
 QQ5  H3   H   HCH2  0   0.231   6.7541  -16.6766  11.7988
 QQ5  H4   H   HCH2  0   0.245   6.5820  -17.5580  10.2806
 QQ5  H5   H   HCH1  0   0.228   7.2431  -14.1316  11.6969
 QQ5  H6   H   HCR6  0   0.286   8.7741  -14.2043  13.5515
 QQ5  H7   H   HCH2  0   0.270  16.2381  -12.5913  15.3368
 QQ5  H8   H   HCH2  0   0.290  16.5247  -10.9694  15.9315
 QQ5  H9   H   HCR6  0   0.272  15.3544   -9.2028  13.9438
 QQ5  H10  H   HCR6  0   0.280  17.4035   -9.9366  10.2528
 QQ5  H11  H   HCR6  0   0.258  17.4236  -12.9050  13.3413
 QQ5  H12  H   HCH2  0   0.248   9.3960  -14.7212   9.6197
 QQ5  H13  H   HCH2  0   0.277   9.6348  -13.8248  11.1056
 QQ5  H14  H   HCH3  0   0.231   7.9372  -12.1476  10.3532
 QQ5  H15  H   HCH3  0   0.219   7.6761  -13.0511   8.8611
 QQ5  H16  H   HCH3  0   0.241   6.3128  -12.6516   9.9057
 QQ5  H17  H   HCH1  0   0.187   7.0945  -15.5182   8.9983
 QQ5  H18  H   HOH1  0   0.449   4.9112  -15.8160   9.6954
 QQ5  H19  H   HCR6  0   0.261  12.8097  -15.3772  12.6548
 QQ5  H20  H   HCH3  0   0.267   7.6502  -11.3905  15.5398
 QQ5  H21  H   HCH3  0   0.228   7.7612  -12.1050  13.9213
 QQ5  H22  H   HCH3  0   0.236   7.7442  -13.1521  15.3602
 QQ5  H23  H   HNH1  0   0.417  14.2749  -10.5537  16.0175
 QQ5  H24  H   HCR6  0   0.269  18.1013  -12.1540  11.0908
 QQ5  N19  N   NH1   0  -0.692  14.5669  -11.3590  15.4890

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
 QQ5  C30  C10  single    1.523  0.020  1.523
 QQ5  C9   O12  single    1.410  0.020  1.410
 QQ5  C9   C10  single    1.526  0.020  1.526
 QQ5  C9   C8   single    1.525  0.020  1.525
 QQ5  C10  C11  single    1.528  0.020  1.528
 QQ5  C8   C7   single    1.522  0.020  1.522
 QQ5  C11  N6   single    1.452  0.020  1.452
 QQ5  C7   N6   single    1.453  0.020  1.453
 QQ5  CL1  C23  single    1.736  0.020  1.736
 QQ5  N6   C4   single    1.349  0.020  1.349
 QQ5  C24  C23  aromatic  1.387  0.020  1.387
 QQ5  C24  C25  aromatic  1.386  0.020  1.386
 QQ5  C23  C22  aromatic  1.384  0.020  1.384
 QQ5  C25  C26  aromatic  1.389  0.020  1.389
 QQ5  C4   O5   double    1.225  0.020  1.225
 QQ5  C4   C3   single    1.498  0.020  1.498
 QQ5  C3   C2   aromatic  1.388  0.020  1.388
 QQ5  C3   C13  aromatic  1.401  0.020  1.401
 QQ5  C2   C1   aromatic  1.390  0.020  1.390
 QQ5  C26  C21  aromatic  1.389  0.020  1.389
 QQ5  C22  C21  aromatic  1.392  0.020  1.392
 QQ5  C21  C20  single    1.510  0.020  1.510
 QQ5  C1   N18  aromatic  1.381  0.020  1.381
 QQ5  C1   C15  aromatic  1.387  0.020  1.387
 QQ5  C13  C14  aromatic  1.394  0.020  1.394
 QQ5  N18  C17  aromatic  1.297  0.020  1.297
 QQ5  C15  C14  aromatic  1.384  0.020  1.384
 QQ5  C15  O16  aromatic  1.364  0.020  1.364
 QQ5  C14  O28  single    1.339  0.020  1.339
 QQ5  C17  O16  aromatic  1.352  0.020  1.352
 QQ5  C17  N19  single    1.332  0.020  1.332
 QQ5  C20  N19  single    1.443  0.020  1.443
 QQ5  O28  C29  single    1.417  0.020  1.417
 QQ5  C7   H1   single    0.970  0.020  1.090
 QQ5  C7   H2   single    0.970  0.020  1.090
 QQ5  C8   H3   single    0.970  0.020  1.090
 QQ5  C8   H4   single    0.970  0.020  1.090
 QQ5  C10  H5   single    0.970  0.020  1.090
 QQ5  C13  H6   single    0.930  0.020  1.080
 QQ5  C20  H7   single    0.970  0.020  1.090
 QQ5  C20  H8   single    0.970  0.020  1.090
 QQ5  C22  H9   single    0.930  0.020  1.080
 QQ5  C24  H10  single    0.930  0.020  1.080
 QQ5  C26  H11  single    0.930  0.020  1.080
 QQ5  C11  H12  single    0.970  0.020  1.090
 QQ5  C11  H13  single    0.970  0.020  1.090
 QQ5  C30  H14  single    0.970  0.020  1.090
 QQ5  C30  H15  single    0.970  0.020  1.090
 QQ5  C30  H16  single    0.970  0.020  1.090
 QQ5  C9   H17  single    0.970  0.020  1.090
 QQ5  O12  H18  single    0.850  0.020  0.980
 QQ5  C2   H19  single    0.930  0.020  1.080
 QQ5  C29  H20  single    0.970  0.020  1.090
 QQ5  C29  H21  single    0.970  0.020  1.090
 QQ5  C29  H22  single    0.970  0.020  1.090
 QQ5  N19  H23  single    0.860  0.020  1.020
 QQ5  C25  H24  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
 QQ5  C3   C4   O5   119.20  3.000
 QQ5  C3   C4   N6   117.73  3.000
 QQ5  O5   C4   N6   123.04  3.000
 QQ5  H2   C7   H1   107.32  3.000
 QQ5  H2   C7   N6   109.33  3.000
 QQ5  H1   C7   N6   109.64  3.000
 QQ5  H2   C7   C8   110.22  3.000
 QQ5  H1   C7   C8   110.90  3.000
 QQ5  N6   C7   C8   109.39  3.000
 QQ5  H4   C8   H3   107.47  3.000
 QQ5  H4   C8   C9   110.12  3.000
 QQ5  H3   C8   C9   109.58  3.000
 QQ5  H4   C8   C7   108.91  3.000
 QQ5  H3   C8   C7   109.40  3.000
 QQ5  C9   C8   C7   111.28  3.000
 QQ5  H5   C10  C9   108.25  3.000
 QQ5  H5   C10  C30  109.11  3.000
 QQ5  C9   C10  C30  112.52  3.000
 QQ5  H5   C10  C11  108.26  3.000
 QQ5  C9   C10  C11  108.88  3.000
 QQ5  C30  C10  C11  109.72  3.000
 QQ5  H6   C13  C14  120.11  3.000
 QQ5  H6   C13  C3   118.70  3.000
 QQ5  C14  C13  C3   121.18  3.000
 QQ5  C1   C15  O16  107.60  3.000
 QQ5  O16  C15  C14  128.10  3.000
 QQ5  C1   C15  C14  124.29  3.000
 QQ5  N19  C17  N18  127.39  3.000
 QQ5  N19  C17  O16  116.92  3.000
 QQ5  N18  C17  O16  115.68  3.000
 QQ5  H8   C20  H7   106.82  3.000
 QQ5  H8   C20  N19  106.81  3.000
 QQ5  H7   C20  N19  109.68  3.000
 QQ5  H8   C20  C21  109.93  3.000
 QQ5  H7   C20  C21  109.72  3.000
 QQ5  N19  C20  C21  113.63  3.000
 QQ5  C26  C21  C22  119.32  3.000
 QQ5  C22  C21  C20  120.02  3.000
 QQ5  C26  C21  C20  120.65  3.000
 QQ5  H9   C22  C23  119.95  3.000
 QQ5  H9   C22  C21  120.52  3.000
 QQ5  C23  C22  C21  119.53  3.000
 QQ5  H10  C24  C25  120.76  3.000
 QQ5  H10  C24  C23  120.76  3.000
 QQ5  C25  C24  C23  118.49  3.000
 QQ5  H11  C26  C25  119.78  3.000
 QQ5  H11  C26  C21  119.75  3.000
 QQ5  C25  C26  C21  120.48  3.000
 QQ5  H13  C11  H12  106.59  3.000
 QQ5  H13  C11  N6   110.45  3.000
 QQ5  H12  C11  N6   108.10  3.000
 QQ5  H13  C11  C10  110.35  3.000
 QQ5  H12  C11  C10  108.99  3.000
 QQ5  N6   C11  C10  112.17  3.000
 QQ5  H16  C30  H15  107.90  3.000
 QQ5  H16  C30  H14  107.56  3.000
 QQ5  H15  C30  H14  107.74  3.000
 QQ5  H16  C30  C10  111.65  3.000
 QQ5  H15  C30  C10  110.87  3.000
 QQ5  H14  C30  C10  110.95  3.000
 QQ5  H17  C9   O12  110.50  3.000
 QQ5  H17  C9   C10  107.31  3.000
 QQ5  O12  C9   C10  108.51  3.000
 QQ5  H17  C9   C8   107.82  3.000
 QQ5  C10  C9   C8   110.71  3.000
 QQ5  O12  C9   C8   111.90  3.000
 QQ5  H18  O12  C9   108.25  3.000
 QQ5  C11  N6   C7   113.20  3.000
 QQ5  C7   N6   C4   120.84  3.000
 QQ5  C11  N6   C4   125.46  3.000
 QQ5  C2   C3   C13  122.26  3.000
 QQ5  C13  C3   C4   118.98  3.000
 QQ5  C2   C3   C4   118.53  3.000
 QQ5  H19  C2   C1   121.51  3.000
 QQ5  H19  C2   C3   121.65  3.000
 QQ5  C1   C2   C3   116.84  3.000
 QQ5  O28  C14  C15  118.40  3.000
 QQ5  O28  C14  C13  126.28  3.000
 QQ5  C15  C14  C13  115.33  3.000
 QQ5  C29  O28  C14  117.91  3.000
 QQ5  H22  C29  H21  109.03  3.000
 QQ5  H22  C29  H20  108.93  3.000
 QQ5  H21  C29  H20  108.83  3.000
 QQ5  H22  C29  O28  111.81  3.000
 QQ5  H21  C29  O28  111.69  3.000
 QQ5  H20  C29  O28  106.45  3.000
 QQ5  C17  O16  C15  104.00  3.000
 QQ5  N18  C1   C2   131.20  3.000
 QQ5  N18  C1   C15  108.72  3.000
 QQ5  C2   C1   C15  120.08  3.000
 QQ5  C1   N18  C17  104.00  3.000
 QQ5  CL1  C23  C24  119.28  3.000
 QQ5  C24  C23  C22  121.63  3.000
 QQ5  CL1  C23  C22  119.10  3.000
 QQ5  H24  C25  C26  120.01  3.000
 QQ5  H24  C25  C24  119.43  3.000
 QQ5  C26  C25  C24  120.56  3.000
 QQ5  H23  N19  C20  119.48  3.000
 QQ5  H23  N19  C17  119.05  3.000
 QQ5  C20  N19  C17  120.84  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
 QQ5  CONST_01  C1   C2   C3   C13     0.00   0.0  0
 QQ5  CONST_02  C1   C15  C14  C13     0.00   0.0  0
 QQ5  CONST_03  O16  C15  C14  C13   180.00   0.0  0
 QQ5  CONST_04  C3   C2   C1   C15     0.00   0.0  0
 QQ5  CONST_05  C17  N18  C1   C15     0.00   0.0  0
 QQ5  CONST_06  C3   C13  C14  C15     0.00   0.0  0
 QQ5  CONST_07  N18  C17  O16  C15     0.00   0.0  0
 QQ5  CONST_08  C2   C1   N18  C17   180.00   0.0  0
 QQ5  CONST_09  C1   C15  O16  C17     0.00   0.0  0
 QQ5  CONST_10  C14  C15  O16  C17   180.00   0.0  0
 QQ5  CONST_11  C24  C25  C26  C21     0.00   0.0  0
 QQ5  CONST_12  C24  C23  C22  C21     0.00   0.0  0
 QQ5  CONST_13  C25  C24  C23  C22     0.00   0.0  0
 QQ5  CONST_14  C25  C26  C21  C22     0.00   0.0  0
 QQ5  CONST_15  C23  C24  C25  C26     0.00   0.0  0
 QQ5  CONST_16  C23  C22  C21  C26     0.00   0.0  0
 QQ5  CONST_17  N18  C1   C2   C3    180.00   0.0  0
 QQ5  CONST_18  C14  C13  C3   C2      0.00   0.0  0
 QQ5  CONST_19  C14  C15  C1   C2      0.00   0.0  0
 QQ5  CONST_20  O16  C15  C1   C2    180.00   0.0  0
 QQ5  CONST_21  N18  C1   C15  C14   180.00   0.0  0
 QQ5  CONST_22  N18  C1   C15  O16     0.00   0.0  0
 QQ5  CONST_23  C1   N18  C17  O16     0.00   0.0  0
 QQ5  CONST_24  C1   C2   C3   C4    180.00   0.0  0
 QQ5  CONST_25  C14  C13  C3   C4    180.00   0.0  0
 QQ5  CONST_26  N19  C17  O16  C15   180.00   0.0  0
 QQ5  CONST_27  C25  C26  C21  C20   180.00   0.0  0
 QQ5  CONST_28  C23  C22  C21  C20   180.00   0.0  0
 QQ5  CONST_29  CL1  C23  C22  C21   180.00   0.0  0
 QQ5  CONST_30  O28  C14  C13  C3    180.00   0.0  0
 QQ5  CONST_31  C1   C15  C14  O28   180.00   0.0  0
 QQ5  CONST_32  O16  C15  C14  O28     0.00   0.0  0
 QQ5  CONST_33  N19  C17  N18  C1    180.00   0.0  0
 QQ5  CONST_34  C25  C24  C23  CL1   180.00   0.0  0
 QQ5  CONST_35  C3   C4   N6   C7    180.00   0.0  0
 QQ5  CONST_37  H19  C2   C3   C13   180.00   0.0  0
 QQ5  CONST_38  H6   C13  C14  C15   180.00   0.0  0
 QQ5  CONST_39  H24  C25  C26  C21   180.00   0.0  0
 QQ5  CONST_40  H10  C24  C23  C22   180.00   0.0  0
 QQ5  CONST_41  H11  C26  C21  C22   180.00   0.0  0
 QQ5  CONST_42  H9   C22  C23  C24   180.00   0.0  0
 QQ5  CONST_43  O5   C4   N6   C7      0.00   0.0  0
 QQ5  CONST_45  N18  C17  N19  C20     0.00   0.0  0
 QQ5  CONST_46  O16  C17  N19  C20   180.00   0.0  0
 QQ5  CONST_47  H23  N19  C17  O16     0.00   0.0  0
 QQ5  Var_01    C10  C11  N6   C7     59.03  30.0  1
 QQ5  Var_02    C11  N6   C7   C8    -58.13  30.0  1
 QQ5  Var_03    N6   C7   C8   C9     56.14  30.0  1
 QQ5  Var_04    N6   C4   C3   C13    56.26  30.0  2
 QQ5  Var_05    C21  C20  N19  C17    71.49  30.0  2
 QQ5  Var_06    N19  C20  C21  C22    48.93  30.0  2
 QQ5  Var_07    H20  C29  O28  C14  -178.95  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
 QQ5  chir_01  C10  C30  C9  C11  negativ
 QQ5  chir_02  C9   O12  C8  C10  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
 QQ5  plan-1  C20  0.020
 QQ5  plan-1  C21  0.020
 QQ5  plan-1  C22  0.020
 QQ5  plan-1  C24  0.020
 QQ5  plan-1  C26  0.020
 QQ5  plan-1  C23  0.020
 QQ5  plan-1  CL1  0.020
 QQ5  plan-1  C25  0.020
 QQ5  plan-1  H9   0.020
 QQ5  plan-1  H10  0.020
 QQ5  plan-1  H11  0.020
 QQ5  plan-1  H24  0.020
 QQ5  plan-2  C4   0.020
 QQ5  plan-2  C13  0.020
 QQ5  plan-2  C15  0.020
 QQ5  plan-2  C17  0.020
 QQ5  plan-2  C3   0.020
 QQ5  plan-2  C2   0.020
 QQ5  plan-2  C14  0.020
 QQ5  plan-2  O28  0.020
 QQ5  plan-2  O16  0.020
 QQ5  plan-2  C1   0.020
 QQ5  plan-2  N18  0.020
 QQ5  plan-2  H6   0.020
 QQ5  plan-2  H19  0.020
 QQ5  plan-2  N19  0.020
 QQ5  plan-3  C17  0.020
 QQ5  plan-3  C20  0.020
 QQ5  plan-3  H23  0.020
 QQ5  plan-3  N19  0.020
 QQ5  plan-4  C4   0.020
 QQ5  plan-4  C7   0.020
 QQ5  plan-4  C11  0.020
 QQ5  plan-4  N6   0.020
 QQ5  plan-4  O5   0.020
 QQ5  plan-4  C3   0.020

