# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 23:06:35 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: ~{N}-[(1~{S})-2-[(4-methoxy-2,5-dimethyl-phenyl)methylamino]-1-phenyl-ethyl]-5-methyl-1,2-oxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C)c(CNC[C@@H](NC(=O)c2cc(C)on2)c3ccccc3)cc1C
#
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
 5S5  5S5  ~{N}-[(1~{S})-2-[(4-methoxy-2,5-dimethyl-phenyl)methylamino]-1-phenyl-ethyl]-5-methyl-1,2-oxazole-3-carboxamide  ligand  56  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5S5
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
 5S5  C4   C  CR16  0  -0.243   4.9525   2.4781  -1.4827
 5S5  C5   C  CR16  0  -0.298   3.7931   1.8219  -1.0955
 5S5  C6   C  CR6   0   0.153   3.2157   2.0796   0.1445
 5S5  C7   C  CH1   0  -0.155   1.9151   1.4283   0.5488
 5S5  C8   C  CH2   0  -0.274   0.7463   2.1614  -0.1168
 5S5  C15  C  CR5   0   0.431   2.3511  -4.4568  -0.0190
 5S5  C17  C  CH3   0  -0.747   2.5227  -5.9243  -0.0857
 5S5  C20  C  CR6   0   0.048  -2.8805   1.2564  -0.3580
 5S5  C21  C  CR6   0   0.072  -3.7834   1.6470   0.6295
 5S5  C22  C  CR16  0  -0.433  -4.9215   0.8702   0.8535
 5S5  C24  C  CR6   0   0.004  -4.2612  -0.6938  -0.8719
 5S5  C26  C  CH3   0  -0.750  -3.5687   2.8841   1.4574
 5S5  C3   C  CR16  0  -0.269   5.5472   3.4064  -0.6362
 5S5  C2   C  CR16  0  -0.241   4.9738   3.6714   0.5996
 5S5  C1   C  CR16  0  -0.320   3.8154   3.0090   0.9861
 5S5  C25  C  CR16  0  -0.319  -3.1387   0.0906  -1.0777
 5S5  C16  C  CR15  0  -0.497   3.0517  -3.4644   0.5817
 5S5  C23  C  CR6   0   0.355  -5.1654  -0.2831   0.1174
 5S5  C11  C  CR5   0   0.138   2.3373  -2.2969   0.2303
 5S5  C27  C  CH3   0  -0.714  -4.5087  -1.9357  -1.6754
 5S5  C29  C  CH3   0  -0.435  -7.2173  -0.6920   1.2447
 5S5  C19  C  CH2   0  -0.353  -1.6167   2.0232  -0.6346
 5S5  N13  N  N     0  -0.167   1.3050  -2.5763  -0.5123
 5S5  N9   N  NH1   0  -0.657   1.8334   0.0368   0.1639
 5S5  N18  N  NH1   0  -0.602  -0.4970   1.4550   0.1048
 5S5  O12  O  O     0  -0.465   3.6362  -0.6810   1.3374
 5S5  O14  O  O     0  -0.325   1.3091  -3.9183  -0.6694
 5S5  O28  O  O2    0  -0.468  -6.2496  -1.0678   0.2869
 5S5  H1   H  HCR6  0   0.254   5.3926   2.2649  -2.4484
 5S5  H2   H  HCR6  0   0.248   3.3393   1.0980  -1.7619
 5S5  H3   H  HCH1  0   0.265   1.8052   1.5150   1.6371
 5S5  H4   H  HCH2  0   0.231   0.7409   3.1992   0.2436
 5S5  H5   H  HCH2  0   0.239   0.9220   2.2049  -1.1963
 5S5  H6   H  HCH3  0   0.272   1.6389  -6.4441   0.2851
 5S5  H7   H  HCH3  0   0.273   2.6987  -6.2538  -1.1104
 5S5  H8   H  HCH3  0   0.270   3.3751  -6.2224   0.5193
 5S5  H9   H  HCR6  0   0.268  -5.6154   1.1900   1.6207
 5S5  H10  H  HCH3  0   0.249  -3.5738   3.7873   0.8449
 5S5  H11  H  HCH3  0   0.252  -4.3510   2.9927   2.2073
 5S5  H12  H  HCH3  0   0.241  -2.6142   2.8634   1.9864
 5S5  H13  H  HCR6  0   0.255   6.4527   3.9167  -0.9380
 5S5  H14  H  HCR6  0   0.255   5.4312   4.3896   1.2678
 5S5  H15  H  HCR6  0   0.249   3.3769   3.2164   1.9557
 5S5  H16  H  HCR6  0   0.234  -2.4310  -0.2141  -1.8422
 5S5  H17  H  HCR5  0   0.286   3.9394  -3.5496   1.1839
 5S5  H18  H  HCH3  0   0.241  -4.5468  -2.8276  -1.0473
 5S5  H19  H  HCH3  0   0.241  -5.4544  -1.8886  -2.2182
 5S5  H20  H  HCH3  0   0.240  -3.7155  -2.0814  -2.4078
 5S5  H21  H  HCH3  0   0.227  -6.8065  -0.6734   2.2577
 5S5  H22  H  HCH3  0   0.226  -7.6521   0.2868   1.0250
 5S5  H23  H  HCH3  0   0.258  -8.0036  -1.4415   1.2010
 5S5  H24  H  HCH2  0   0.243  -1.3782   1.9570  -1.6997
 5S5  H25  H  HCH2  0   0.218  -1.7580   3.0914  -0.4200
 5S5  H26  H  HNH1  0   0.401   0.9552  -0.2473  -0.2531
 5S5  H27  H  HNH1  0   0.351  -0.7144   1.4537   1.0956
 5S5  C10  C  C     0   0.547   2.6637  -0.8999   0.6339

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
 5S5  C29  O28  single    1.412  0.020  1.412
 5S5  O28  C23  single    1.349  0.020  1.349
 5S5  C23  C24  aromatic  1.402  0.020  1.402
 5S5  C23  C22  aromatic  1.390  0.020  1.390
 5S5  C27  C24  single    1.500  0.020  1.500
 5S5  C24  C25  aromatic  1.385  0.020  1.385
 5S5  C22  C21  aromatic  1.396  0.020  1.396
 5S5  C25  C20  aromatic  1.394  0.020  1.394
 5S5  C21  C26  single    1.504  0.020  1.504
 5S5  C21  C20  aromatic  1.394  0.020  1.394
 5S5  C20  C19  single    1.504  0.020  1.504
 5S5  C19  N18  single    1.457  0.020  1.457
 5S5  N18  C8   single    1.447  0.020  1.447
 5S5  N13  O14  aromatic  1.351  0.020  1.351
 5S5  N13  C11  aromatic  1.302  0.020  1.302
 5S5  O14  C15  aromatic  1.341  0.020  1.341
 5S5  O12  C10  double    1.220  0.020  1.220
 5S5  C11  C10  single    1.490  0.020  1.490
 5S5  C11  C16  aromatic  1.413  0.020  1.413
 5S5  C10  N9   single    1.337  0.020  1.337
 5S5  C15  C17  single    1.479  0.020  1.479
 5S5  C15  C16  aromatic  1.355  0.020  1.355
 5S5  C8   C7   single    1.532  0.020  1.532
 5S5  N9   C7   single    1.446  0.020  1.446
 5S5  C7   C6   single    1.510  0.020  1.510
 5S5  C6   C1   aromatic  1.390  0.020  1.390
 5S5  C6   C5   aromatic  1.392  0.020  1.392
 5S5  C1   C2   aromatic  1.389  0.020  1.389
 5S5  C5   C4   aromatic  1.387  0.020  1.387
 5S5  C2   C3   aromatic  1.388  0.020  1.388
 5S5  C4   C3   aromatic  1.390  0.020  1.390
 5S5  C4   H1   single    0.930  0.020  1.080
 5S5  C5   H2   single    0.930  0.020  1.080
 5S5  C7   H3   single    0.970  0.020  1.090
 5S5  C8   H4   single    0.970  0.020  1.090
 5S5  C8   H5   single    0.970  0.020  1.090
 5S5  C17  H6   single    0.970  0.020  1.090
 5S5  C17  H7   single    0.970  0.020  1.090
 5S5  C17  H8   single    0.970  0.020  1.090
 5S5  C22  H9   single    0.930  0.020  1.080
 5S5  C26  H10  single    0.970  0.020  1.090
 5S5  C26  H11  single    0.970  0.020  1.090
 5S5  C26  H12  single    0.970  0.020  1.090
 5S5  C3   H13  single    0.930  0.020  1.080
 5S5  C2   H14  single    0.930  0.020  1.080
 5S5  C1   H15  single    0.930  0.020  1.080
 5S5  C25  H16  single    0.930  0.020  1.080
 5S5  C16  H17  single    0.930  0.020  1.080
 5S5  C27  H18  single    0.970  0.020  1.090
 5S5  C27  H19  single    0.970  0.020  1.090
 5S5  C27  H20  single    0.970  0.020  1.090
 5S5  C29  H21  single    0.970  0.020  1.090
 5S5  C29  H22  single    0.970  0.020  1.090
 5S5  C29  H23  single    0.970  0.020  1.090
 5S5  C19  H24  single    0.970  0.020  1.090
 5S5  C19  H25  single    0.970  0.020  1.090
 5S5  N9   H26  single    0.860  0.020  1.020
 5S5  N18  H27  single    0.890  0.020  1.040

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
 5S5  H1   C4   C3   120.06  3.000
 5S5  H1   C4   C5   119.70  3.000
 5S5  C3   C4   C5   120.23  3.000
 5S5  H2   C5   C6   119.86  3.000
 5S5  H2   C5   C4   119.63  3.000
 5S5  C6   C5   C4   120.51  3.000
 5S5  C1   C6   C7   119.87  3.000
 5S5  C1   C6   C5   118.96  3.000
 5S5  C7   C6   C5   121.07  3.000
 5S5  H3   C7   N9   109.53  3.000
 5S5  H3   C7   C8   108.47  3.000
 5S5  N9   C7   C8   107.56  3.000
 5S5  H3   C7   C6   108.53  3.000
 5S5  N9   C7   C6   113.11  3.000
 5S5  C8   C7   C6   109.54  3.000
 5S5  H5   C8   H4   106.67  3.000
 5S5  H5   C8   N18  107.96  3.000
 5S5  H4   C8   N18  113.99  3.000
 5S5  H5   C8   C7   108.97  3.000
 5S5  H4   C8   C7   108.26  3.000
 5S5  N18  C8   C7   110.82  3.000
 5S5  O14  C15  C16  108.82  3.000
 5S5  C16  C15  C17  133.37  3.000
 5S5  O14  C15  C17  117.82  3.000
 5S5  H8   C17  H7   108.27  3.000
 5S5  H8   C17  H6   108.40  3.000
 5S5  H7   C17  H6   107.84  3.000
 5S5  H8   C17  C15  109.76  3.000
 5S5  H7   C17  C15  111.15  3.000
 5S5  H6   C17  C15  111.33  3.000
 5S5  C19  C20  C25  119.15  3.000
 5S5  C19  C20  C21  122.13  3.000
 5S5  C25  C20  C21  118.68  3.000
 5S5  C26  C21  C22  119.06  3.000
 5S5  C26  C21  C20  121.87  3.000
 5S5  C22  C21  C20  119.07  3.000
 5S5  H9   C22  C23  120.52  3.000
 5S5  H9   C22  C21  118.16  3.000
 5S5  C23  C22  C21  121.32  3.000
 5S5  C27  C24  C23  120.95  3.000
 5S5  C27  C24  C25  121.55  3.000
 5S5  C23  C24  C25  117.50  3.000
 5S5  H12  C26  H11  107.23  3.000
 5S5  H12  C26  H10  106.97  3.000
 5S5  H11  C26  H10  107.49  3.000
 5S5  H12  C26  C21  112.09  3.000
 5S5  H11  C26  C21  111.01  3.000
 5S5  H10  C26  C21  111.79  3.000
 5S5  H13  C3   C2   120.26  3.000
 5S5  H13  C3   C4   120.20  3.000
 5S5  C2   C3   C4   119.54  3.000
 5S5  H14  C2   C1   119.81  3.000
 5S5  H14  C2   C3   120.12  3.000
 5S5  C1   C2   C3   120.07  3.000
 5S5  H15  C1   C2   119.66  3.000
 5S5  H15  C1   C6   119.67  3.000
 5S5  C2   C1   C6   120.68  3.000
 5S5  H16  C25  C24  118.30  3.000
 5S5  H16  C25  C20  118.52  3.000
 5S5  C24  C25  C20  123.18  3.000
 5S5  H17  C16  C11  128.44  3.000
 5S5  H17  C16  C15  128.06  3.000
 5S5  C11  C16  C15  103.50  3.000
 5S5  O28  C23  C24  115.89  3.000
 5S5  C24  C23  C22  120.24  3.000
 5S5  O28  C23  C22  123.86  3.000
 5S5  N13  C11  C16  111.43  3.000
 5S5  C16  C11  C10  126.62  3.000
 5S5  N13  C11  C10  121.95  3.000
 5S5  H20  C27  H19  107.60  3.000
 5S5  H20  C27  H18  107.64  3.000
 5S5  H19  C27  H18  106.93  3.000
 5S5  H20  C27  C24  110.53  3.000
 5S5  H19  C27  C24  111.94  3.000
 5S5  H18  C27  C24  111.97  3.000
 5S5  H23  C29  H22  108.75  3.000
 5S5  H23  C29  H21  108.70  3.000
 5S5  H22  C29  H21  108.69  3.000
 5S5  H23  C29  O28  106.54  3.000
 5S5  H22  C29  O28  111.99  3.000
 5S5  H21  C29  O28  112.05  3.000
 5S5  H25  C19  H24  106.09  3.000
 5S5  H25  C19  N18  112.26  3.000
 5S5  H24  C19  N18  107.64  3.000
 5S5  H25  C19  C20  110.60  3.000
 5S5  H24  C19  C20  109.36  3.000
 5S5  N18  C19  C20  110.71  3.000
 5S5  O14  N13  C11  106.08  3.000
 5S5  H26  N9   C10  119.13  3.000
 5S5  H26  N9   C7   115.37  3.000
 5S5  C10  N9   C7   123.06  3.000
 5S5  H27  N18  C19  109.36  3.000
 5S5  H27  N18  C8   109.54  3.000
 5S5  C19  N18  C8   113.09  3.000
 5S5  N13  O14  C15  110.17  3.000
 5S5  C29  O28  C23  118.75  3.000
 5S5  O12  C10  N9   124.89  3.000
 5S5  N9   C10  C11  115.19  3.000
 5S5  O12  C10  C11  119.92  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
 5S5  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 5S5  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 5S5  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 5S5  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 5S5  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 5S5  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 5S5  CONST_07  C11  N13  O14  C15     0.00   0.0  0
 5S5  CONST_08  N13  C11  C16  C15     0.00   0.0  0
 5S5  CONST_09  C23  C24  C25  C20     0.00   0.0  0
 5S5  CONST_10  C23  C22  C21  C20     0.00   0.0  0
 5S5  CONST_11  C24  C23  C22  C21     0.00   0.0  0
 5S5  CONST_12  C24  C25  C20  C21     0.00   0.0  0
 5S5  CONST_13  C25  C24  C23  C22     0.00   0.0  0
 5S5  CONST_14  C25  C20  C21  C22     0.00   0.0  0
 5S5  CONST_15  O14  N13  C11  C16     0.00   0.0  0
 5S5  CONST_16  N13  O14  C15  C16     0.00   0.0  0
 5S5  CONST_17  O14  C15  C16  C11     0.00   0.0  0
 5S5  CONST_18  C7   C6   C5   C4    180.00   0.0  0
 5S5  CONST_19  C2   C1   C6   C7    180.00   0.0  0
 5S5  CONST_20  O14  N13  C11  C10   180.00   0.0  0
 5S5  CONST_21  C15  C16  C11  C10   180.00   0.0  0
 5S5  CONST_22  N13  O14  C15  C17   180.00   0.0  0
 5S5  CONST_23  C11  C16  C15  C17   180.00   0.0  0
 5S5  CONST_24  C27  C24  C25  C20   180.00   0.0  0
 5S5  CONST_25  O28  C23  C22  C21   180.00   0.0  0
 5S5  CONST_26  C27  C24  C23  C22   180.00   0.0  0
 5S5  CONST_27  C19  C20  C21  C22   180.00   0.0  0
 5S5  CONST_28  C19  C20  C25  C24   180.00   0.0  0
 5S5  CONST_29  C23  C22  C21  C26   180.00   0.0  0
 5S5  CONST_30  C25  C20  C21  C26   180.00   0.0  0
 5S5  CONST_31  O28  C23  C24  C25   180.00   0.0  0
 5S5  CONST_32  H14  C2   C3   C4    180.00   0.0  0
 5S5  CONST_33  H15  C1   C6   C5    180.00   0.0  0
 5S5  CONST_34  H13  C3   C4   C5    180.00   0.0  0
 5S5  CONST_35  H1   C4   C5   C6    180.00   0.0  0
 5S5  CONST_36  H9   C22  C21  C20   180.00   0.0  0
 5S5  CONST_37  H16  C25  C20  C21   180.00   0.0  0
 5S5  CONST_38  H2   C5   C4   C3    180.00   0.0  0
 5S5  CONST_39  H17  C16  C11  N13   180.00   0.0  0
 5S5  CONST_40  C11  C10  N9   C7    180.00   0.0  0
 5S5  CONST_41  H26  N9   C10  C11     0.00   0.0  0
 5S5  CONST_42  O12  C10  N9   C7      0.00   0.0  0
 5S5  Var_01    N18  C19  C20  C21    94.31  30.0  2
 5S5  Var_02    O12  C10  C11  C16     0.11  30.0  2
 5S5  Var_03    H10  C26  C21  C20    62.95  30.0  2
 5S5  Var_04    H18  C27  C24  C25   118.82  30.0  2
 5S5  Var_05    H6   C17  C15  C16   122.88  30.0  2
 5S5  Var_06    C20  C19  N18  C8   -179.58  30.0  1
 5S5  Var_07    H21  C29  O28  C23   -62.44  30.0  3
 5S5  Var_08    C19  N18  C8   C7   -173.33  30.0  1

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
 5S5  chir_01  C7  C8  N9  C6  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
 5S5  plan-1  C15  0.020
 5S5  plan-1  C17  0.020
 5S5  plan-1  C16  0.020
 5S5  plan-1  C11  0.020
 5S5  plan-1  N13  0.020
 5S5  plan-1  O14  0.020
 5S5  plan-1  H17  0.020
 5S5  plan-1  C10  0.020
 5S5  plan-2  C4   0.020
 5S5  plan-2  C5   0.020
 5S5  plan-2  C6   0.020
 5S5  plan-2  C7   0.020
 5S5  plan-2  C3   0.020
 5S5  plan-2  C2   0.020
 5S5  plan-2  C1   0.020
 5S5  plan-2  H1   0.020
 5S5  plan-2  H2   0.020
 5S5  plan-2  H13  0.020
 5S5  plan-2  H14  0.020
 5S5  plan-2  H15  0.020
 5S5  plan-3  C20  0.020
 5S5  plan-3  C21  0.020
 5S5  plan-3  C22  0.020
 5S5  plan-3  C24  0.020
 5S5  plan-3  C26  0.020
 5S5  plan-3  C25  0.020
 5S5  plan-3  C23  0.020
 5S5  plan-3  C27  0.020
 5S5  plan-3  C19  0.020
 5S5  plan-3  O28  0.020
 5S5  plan-3  H9   0.020
 5S5  plan-3  H16  0.020
 5S5  plan-4  C7   0.020
 5S5  plan-4  C11  0.020
 5S5  plan-4  N9   0.020
 5S5  plan-4  O12  0.020
 5S5  plan-4  H26  0.020
 5S5  plan-4  C10  0.020

