# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 14:45:40 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: N-(5-bromo-2-{2-oxo-2-[(1-propanoylazetidin-3-yl)amino]ethoxy}phenyl)-3-methyl-1,2-oxazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CC(C1)NC(=O)COc2ccc(Br)cc2NC(=O)c3onc(C)c3
#
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
 O67  O67  N-(5-bromo-2-{2-oxo-2-[(1-propanoylazetidin-3-yl)amino]ethoxy}phenyl)-3-methyl-1,2-oxazole-5-carboxamide  ligand  50  29  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O67
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
 O67  C01   C   CH3   0  -0.655   9.5763  -0.7150  -1.1294
 O67  C02   C   CH2   0  -0.574   8.3674  -0.5210  -0.2320
 O67  C03   C   C     0   0.529   7.1126  -1.1798  -0.7624
 O67  O04   O   O     0  -0.502   7.0689  -1.8151  -1.8079
 O67  N05   N   N     0  -0.456   6.0281  -1.0273   0.0058
 O67  C06   C   C     0  -0.235   4.6579  -1.4548  -0.2053
 O67  C07   C   C     0  -0.146   4.3010  -0.7783   1.1417
 O67  C08   C   C     0  -0.268   5.7557  -0.2734   1.2173
 O67  N09   N   NH1   0  -0.646   3.3090   0.2580   1.1120
 O67  C10   C   C     0   0.517   2.0042  -0.0318   0.9974
 O67  O11   O   O     0  -0.466   1.5710  -1.1680   0.9491
 O67  C12   C   CH2   0  -0.296   1.0987   1.1891   0.9606
 O67  O13   O   O2    0  -0.477  -0.1650   0.7400   0.5530
 O67  C14   C   CR6   0   0.349  -1.1966   1.5990   0.4934
 O67  C15   C   CR16  0  -0.369  -1.1134   2.9612   0.7153
 O67  C16   C   CR16  0  -0.234  -2.2481   3.7598   0.6169
 O67  C17   C   CR6   0  -0.123  -3.4544   3.1712   0.2969
 O67  BR18  BR  BR    0  -0.047  -5.0053   4.2407   0.1572
 O67  C19   C   CR16  0  -0.285  -3.5659   1.8032   0.0733
 O67  C20   C   CR6   0   0.297  -2.4341   1.0053   0.1717
 O67  N21   N   NH1   0  -0.753  -2.4144  -0.3786  -0.0115
 O67  C22   C   C     0   0.513  -3.4267  -1.1844  -0.3985
 O67  O23   O   O     0  -0.443  -4.5571  -0.8295  -0.6743
 O67  C24   C   CR5   0   0.317  -3.0774  -2.6212  -0.4785
 O67  C25   C   CR15  0  -0.456  -3.8289  -3.6790  -0.8535
 O67  C26   C   CR5   0   0.259  -2.9419  -4.7806  -0.7169
 O67  C27   C   CH3   0  -0.734  -3.2181  -6.2139  -0.9916
 O67  N28   N   N     0  -0.151  -1.7745  -4.3820  -0.2957
 O67  O29   O   O     0  -0.351  -1.8522  -3.0335  -0.1441
 O67  H1    H   HCH3  0   0.233  10.4431  -0.2124  -0.7020
 O67  H2    H   HCH3  0   0.228   9.8277  -1.7687  -1.2444
 O67  H3    H   HCH3  0   0.227   9.4102  -0.3001  -2.1230
 O67  H4    H   HCH2  0   0.264   8.5704  -0.9132   0.7695
 O67  H5    H   HCH2  0   0.262   8.1690   0.5463  -0.0904
 O67  H6    H   H     0   0.247   4.1831  -0.9983  -1.0769
 O67  H7    H   H     0   0.252   4.5194  -2.5358  -0.2422
 O67  H8    H   H     0   0.291   4.0678  -1.5027   1.9210
 O67  H9    H   H     0   0.264   6.3162  -0.5954   2.0962
 O67  H10   H   H     0   0.255   5.8705   0.8087   1.1014
 O67  H11   H   HNH1  0   0.412   3.6147   1.2173   1.0498
 O67  H12   H   HCH2  0   0.279   1.0597   1.6405   1.9593
 O67  H13   H   HCH2  0   0.269   1.5005   1.9398   0.2713
 O67  H14   H   HCR6  0   0.299  -0.1705   3.4292   0.9637
 O67  H15   H   HCR6  0   0.286  -2.1639   4.8237   0.7891
 O67  H16   H   HCR6  0   0.306  -4.5191   1.3657  -0.1726
 O67  H17   H   HNH1  0   0.427  -1.5170  -0.8109   0.1673
 O67  H18   H   HCR5  0   0.293  -4.8544  -3.6908  -1.1811
 O67  H19   H   HCH3  0   0.265  -3.4942  -6.3550  -2.0363
 O67  H20   H   HCH3  0   0.262  -2.3473  -6.8295  -0.7770
 O67  H21   H   HCH3  0   0.265  -4.0503  -6.5650  -0.3822

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
 O67  C27  C26   single    1.485  0.020  1.485
 O67  N28  C26   aromatic  1.303  0.020  1.303
 O67  N28  O29   aromatic  1.359  0.020  1.359
 O67  C26  C25   aromatic  1.421  0.020  1.421
 O67  O29  C24   aromatic  1.335  0.020  1.335
 O67  C25  C24   aromatic  1.351  0.020  1.351
 O67  C24  C22   single    1.481  0.020  1.481
 O67  C22  N21   single    1.350  0.020  1.350
 O67  C22  O23   double    1.216  0.020  1.216
 O67  N21  C20   single    1.396  0.020  1.396
 O67  O11  C10   double    1.217  0.020  1.217
 O67  C20  C19   aromatic  1.388  0.020  1.388
 O67  C20  C14   aromatic  1.410  0.020  1.410
 O67  C19  C17   aromatic  1.391  0.020  1.391
 O67  C07  C08   single    1.542  0.020  1.542
 O67  C07  N09   single    1.435  0.020  1.435
 O67  C07  C06   single    1.549  0.020  1.549
 O67  O13  C14   single    1.344  0.020  1.344
 O67  O13  C12   single    1.402  0.020  1.402
 O67  C10  N09   single    1.342  0.020  1.342
 O67  C10  C12   single    1.521  0.020  1.521
 O67  C08  N05   single    1.453  0.020  1.453
 O67  C14  C15   aromatic  1.383  0.020  1.383
 O67  C17  BR18  single    1.889  0.020  1.889
 O67  C17  C16   aromatic  1.380  0.020  1.380
 O67  C06  N05   single    1.451  0.020  1.451
 O67  N05  C03   single    1.338  0.020  1.338
 O67  C15  C16   aromatic  1.391  0.020  1.391
 O67  C01  C02   single    1.518  0.020  1.518
 O67  C03  C02   single    1.513  0.020  1.513
 O67  C03  O04   double    1.224  0.020  1.224
 O67  C01  H1    single    0.970  0.020  1.090
 O67  C01  H2    single    0.970  0.020  1.090
 O67  C01  H3    single    0.970  0.020  1.090
 O67  C02  H4    single    0.970  0.020  1.090
 O67  C02  H5    single    0.970  0.020  1.090
 O67  C06  H6    single    0.970  0.020  1.090
 O67  C06  H7    single    0.970  0.020  1.090
 O67  C07  H8    single    0.970  0.020  1.090
 O67  C08  H9    single    0.970  0.020  1.090
 O67  C08  H10   single    0.970  0.020  1.090
 O67  N09  H11   single    0.860  0.020  1.020
 O67  C12  H12   single    0.970  0.020  1.090
 O67  C12  H13   single    0.970  0.020  1.090
 O67  C15  H14   single    0.930  0.020  1.080
 O67  C16  H15   single    0.930  0.020  1.080
 O67  C19  H16   single    0.930  0.020  1.080
 O67  N21  H17   single    0.860  0.020  1.020
 O67  C25  H18   single    0.930  0.020  1.080
 O67  C27  H19   single    0.970  0.020  1.090
 O67  C27  H20   single    0.970  0.020  1.090
 O67  C27  H21   single    0.970  0.020  1.090

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
 O67  H3    C01  H2    107.90  3.000
 O67  H3    C01  H1    107.66  3.000
 O67  H2    C01  H1    107.71  3.000
 O67  H3    C01  C02   111.66  3.000
 O67  H2    C01  C02   111.70  3.000
 O67  H1    C01  C02   110.04  3.000
 O67  H5    C02  H4    105.35  3.000
 O67  H5    C02  C03   108.63  3.000
 O67  H4    C02  C03   108.57  3.000
 O67  H5    C02  C01   110.20  3.000
 O67  H4    C02  C01   110.33  3.000
 O67  C03   C02  C01   113.42  3.000
 O67  N05   C03  O04   121.37  3.000
 O67  O04   C03  C02   123.70  3.000
 O67  N05   C03  C02   114.92  3.000
 O67  C08   N05  C06    95.57  3.000
 O67  C06   N05  C03   130.44  3.000
 O67  C08   N05  C03   133.63  3.000
 O67  H7    C06  H6    109.39  3.000
 O67  H7    C06  C07   115.67  3.000
 O67  H6    C06  C07   114.28  3.000
 O67  H7    C06  N05   114.64  3.000
 O67  H6    C06  N05   113.79  3.000
 O67  C07   C06  N05    87.85  3.000
 O67  H8    C07  N09   110.31  3.000
 O67  H8    C07  C08   112.63  3.000
 O67  N09   C07  C08   114.64  3.000
 O67  H8    C07  C06   112.39  3.000
 O67  N09   C07  C06   117.18  3.000
 O67  C08   C07  C06    88.18  3.000
 O67  H10   C08  H9    108.86  3.000
 O67  H10   C08  C07   114.68  3.000
 O67  H9    C08  C07   115.31  3.000
 O67  H10   C08  N05   113.91  3.000
 O67  H9    C08  N05   114.98  3.000
 O67  C07   C08  N05    88.06  3.000
 O67  H11   N09  C10   119.67  3.000
 O67  H11   N09  C07   118.59  3.000
 O67  C10   N09  C07   121.21  3.000
 O67  C12   C10  O11   122.46  3.000
 O67  C12   C10  N09   114.07  3.000
 O67  O11   C10  N09   123.46  3.000
 O67  H13   C12  H12   107.70  3.000
 O67  H13   C12  O13   111.55  3.000
 O67  H12   C12  O13   111.39  3.000
 O67  H13   C12  C10   110.30  3.000
 O67  H12   C12  C10   109.25  3.000
 O67  O13   C12  C10   106.66  3.000
 O67  C14   O13  C12   120.01  3.000
 O67  C20   C14  C15   120.29  3.000
 O67  C15   C14  O13   125.21  3.000
 O67  C20   C14  O13   114.50  3.000
 O67  H14   C15  C16   118.62  3.000
 O67  H14   C15  C14   121.04  3.000
 O67  C16   C15  C14   120.34  3.000
 O67  H15   C16  C17   121.66  3.000
 O67  H15   C16  C15   119.35  3.000
 O67  C17   C16  C15   118.99  3.000
 O67  C19   C17  BR18  118.63  3.000
 O67  BR18  C17  C16   119.56  3.000
 O67  C19   C17  C16   121.81  3.000
 O67  H16   C19  C20   120.27  3.000
 O67  H16   C19  C17   120.48  3.000
 O67  C20   C19  C17   119.25  3.000
 O67  N21   C20  C19   124.89  3.000
 O67  C19   C20  C14   119.32  3.000
 O67  N21   C20  C14   115.79  3.000
 O67  H17   N21  C22   117.42  3.000
 O67  H17   N21  C20   114.37  3.000
 O67  C22   N21  C20   128.20  3.000
 O67  C24   C22  O23   119.34  3.000
 O67  O23   C22  N21   125.98  3.000
 O67  C24   C22  N21   114.68  3.000
 O67  O29   C24  C25   109.77  3.000
 O67  C25   C24  C22   130.07  3.000
 O67  O29   C24  C22   120.17  3.000
 O67  H18   C25  C26   127.99  3.000
 O67  H18   C25  C24   128.53  3.000
 O67  C26   C25  C24   103.48  3.000
 O67  N28   C26  C27   121.43  3.000
 O67  N28   C26  C25   110.67  3.000
 O67  C27   C26  C25   127.90  3.000
 O67  H21   C27  H20   108.59  3.000
 O67  H21   C27  H19   107.51  3.000
 O67  H20   C27  H19   108.58  3.000
 O67  H21   C27  C26   110.46  3.000
 O67  H20   C27  C26   111.15  3.000
 O67  H19   C27  C26   110.44  3.000
 O67  O29   N28  C26   106.75  3.000
 O67  N28   O29  C24   109.32  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
 O67  CONST_01  C17   C19  C20  C14      0.00   0.0  0
 O67  CONST_02  C17   C16  C15  C14      0.00   0.0  0
 O67  CONST_03  C19   C20  C14  C15      0.00   0.0  0
 O67  CONST_04  C19   C17  C16  C15      0.00   0.0  0
 O67  CONST_05  C20   C19  C17  C16      0.00   0.0  0
 O67  CONST_06  C20   C14  C15  C16      0.00   0.0  0
 O67  CONST_07  C26   N28  O29  C24      0.00   0.0  0
 O67  CONST_08  N28   C26  C25  C24      0.00   0.0  0
 O67  CONST_09  O29   N28  C26  C25      0.00   0.0  0
 O67  CONST_10  N28   O29  C24  C25      0.00   0.0  0
 O67  CONST_11  O29   C24  C25  C26      0.00   0.0  0
 O67  CONST_12  C19   C20  C14  O13    180.00   0.0  0
 O67  CONST_13  C16   C15  C14  O13    180.00   0.0  0
 O67  CONST_14  N21   C20  C14  C15    180.00   0.0  0
 O67  CONST_15  BR18  C17  C16  C15    180.00   0.0  0
 O67  CONST_16  N21   C20  C19  C17    180.00   0.0  0
 O67  CONST_17  C20   C19  C17  BR18   180.00   0.0  0
 O67  CONST_18  N28   O29  C24  C22    180.00   0.0  0
 O67  CONST_19  C26   C25  C24  C22    180.00   0.0  0
 O67  CONST_20  C27   C26  C25  C24    180.00   0.0  0
 O67  CONST_21  O29   N28  C26  C27    180.00   0.0  0
 O67  CONST_22  H16   C19  C20  C14    180.00   0.0  0
 O67  CONST_23  H15   C16  C15  C14    180.00   0.0  0
 O67  CONST_24  H14   C15  C16  C17    180.00   0.0  0
 O67  CONST_25  H18   C25  C26  N28    180.00   0.0  0
 O67  CONST_26  C08   N05  C03  C02      0.00   0.0  0
 O67  CONST_27  C06   N05  C03  C02    180.00   0.0  0
 O67  CONST_28  C08   N05  C03  O04    180.00   0.0  0
 O67  CONST_29  C06   N05  C03  O04      0.00   0.0  0
 O67  CONST_30  C24   C22  N21  C20    180.00   0.0  0
 O67  CONST_31  C22   N21  C20  C14    180.00   0.0  0
 O67  CONST_32  C22   N21  C20  C19      0.00   0.0  0
 O67  CONST_33  H17   N21  C20  C14      0.00   0.0  0
 O67  CONST_34  O11   C10  N09  C07      0.00   0.0  0
 O67  CONST_35  C12   C10  N09  C07    180.00   0.0  0
 O67  CONST_36  O23   C22  N21  C20      0.00   0.0  0
 O67  CONST_37  H11   N09  C10  O11    180.00   0.0  0
 O67  Var_01    C07   C08  N05  C06      4.59  30.0  1
 O67  Var_02    C20   C14  O13  C12   -175.25  30.0  2
 O67  Var_03    O29   C24  C22  N21      1.84  30.0  1
 O67  Var_04    H19   C27  C26  C25     60.46  30.0  2
 O67  Var_05    N05   C03  C02  C01   -179.99  30.0  1
 O67  Var_06    H12   C12  O13  C14     57.57  30.0  3
 O67  Var_07    O13   C12  C10  N09    167.51  30.0  3
 O67  Var_08    H1    C01  C02  C03    179.45  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
 O67  chir_01  C07  C08  N09  C06  negativ

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
 O67  plan-1  C22   0.020
 O67  plan-1  C24   0.020
 O67  plan-1  C25   0.020
 O67  plan-1  C26   0.020
 O67  plan-1  C27   0.020
 O67  plan-1  N28   0.020
 O67  plan-1  O29   0.020
 O67  plan-1  H18   0.020
 O67  plan-2  O13   0.020
 O67  plan-2  C14   0.020
 O67  plan-2  C15   0.020
 O67  plan-2  C16   0.020
 O67  plan-2  C17   0.020
 O67  plan-2  BR18  0.020
 O67  plan-2  C19   0.020
 O67  plan-2  C20   0.020
 O67  plan-2  N21   0.020
 O67  plan-2  H14   0.020
 O67  plan-2  H15   0.020
 O67  plan-2  H16   0.020
 O67  plan-3  C07   0.020
 O67  plan-3  N09   0.020
 O67  plan-3  C10   0.020
 O67  plan-3  O11   0.020
 O67  plan-3  C12   0.020
 O67  plan-3  H11   0.020
 O67  plan-4  C20   0.020
 O67  plan-4  N21   0.020
 O67  plan-4  C22   0.020
 O67  plan-4  O23   0.020
 O67  plan-4  C24   0.020
 O67  plan-4  H17   0.020
 O67  plan-5  C02   0.020
 O67  plan-5  C03   0.020
 O67  plan-5  O04   0.020
 O67  plan-5  N05   0.020
 O67  plan-5  C06   0.020
 O67  plan-5  C08   0.020

