# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 12:21:16 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: ~{N}-[(1~{S},2~{R})-1-(2-methylphenyl)-1-oxidanyl-pentan-2-yl]-2-oxidanylidene-3~{H}-1,3-benzoxazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@@H](NC(=O)c1ccc2OC(=O)Nc2c1)[C@@H](O)c3ccccc3C
#
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
 UL2  UL2  ~{N}-[(1~{S},2~{R})-1-(2-methylphenyl)-1-oxidanyl-pentan-2-yl]-2-oxidanylidene-3~{H}-1,3-benzoxazole-5-carboxamide  ligand  48  26  .  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_UL2
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
 UL2  C15  C  C     0   0.537  -18.5423  22.3016   7.3633
 UL2  C17  C  CR6   0  -0.054  -18.3540  22.5650   5.9013
 UL2  C20  C  CR16  0  -0.321  -17.3220  22.0522   3.7552
 UL2  C22  C  CR56  0   0.320  -17.9996  23.1315   3.2461
 UL2  C24  C  CR5   0   0.646  -18.8064  24.7080   1.9193
 UL2  C28  C  CR56  0   0.355  -18.8309  23.9265   4.0242
 UL2  C01  C  CH3   0  -0.659  -14.7783  19.3942   9.6469
 UL2  C08  C  CH2   0  -0.417  -17.2823  19.6437   9.4232
 UL2  C11  C  CH1   0  -0.110  -18.4527  20.5795   9.1286
 UL2  N13  N  NH1   0  -0.644  -18.3898  21.0256   7.7516
 UL2  O16  O  O     0  -0.480  -18.8183  23.2150   8.1306
 UL2  C18  C  CR16  0  -0.304  -17.5167  21.7793   5.1076
 UL2  O23  O  O     0  -0.460  -17.9890  23.6121   1.9749
 UL2  O25  O  O     0  -0.434  -18.9855  25.3340   0.9127
 UL2  N26  N  NR15  0  -0.739  -19.3157  24.8915   3.1663
 UL2  C29  C  CR16  0  -0.319  -19.0181  23.6716   5.3626
 UL2  C31  C  CH1   0   0.006  -19.8369  19.9714   9.4239
 UL2  O33  O  OH1   0  -0.659  -19.9558  18.8099   8.6405
 UL2  C35  C  CR6   0   0.015  -20.0288  19.7171  10.9046
 UL2  C36  C  CR16  0  -0.289  -19.7702  18.4564  11.4354
 UL2  C38  C  CR16  0  -0.260  -19.9088  18.2045  12.7928
 UL2  C40  C  CR16  0  -0.251  -20.3176  19.2229  13.6397
 UL2  C42  C  CR16  0  -0.294  -20.5900  20.4787  13.1162
 UL2  C44  C  CR6   0   0.069  -20.4563  20.7473  11.7554
 UL2  C45  C  CH3   0  -0.760  -20.8033  22.1161  11.2379
 UL2  H1   H  HCR6  0   0.287  -16.6638  21.4476   3.1470
 UL2  H2   H  HCH3  0   0.227  -13.8126  19.8868   9.5296
 UL2  H3   H  HCH3  0   0.217  -14.8574  19.0634  10.6839
 UL2  H4   H  HCH3  0   0.216  -14.7723  18.5028   9.0168
 UL2  H5   H  HCH2  0   0.220  -15.7914  20.6695   8.2463
 UL2  H6   H  HCH2  0   0.215  -15.8963  21.2157   9.9052
 UL2  H8   H  HCH2  0   0.224  -17.3246  18.7654   8.7716
 UL2  H9   H  HCH1  0   0.266  -18.3492  21.4653   9.7571
 UL2  H10  H  HNH1  0   0.402  -18.2987  20.3104   7.0473
 UL2  H11  H  HCR6  0   0.269  -16.9700  20.9505   5.5382
 UL2  H12  H  HNR5  0   0.435  -19.9461  25.6433   3.4017
 UL2  H13  H  HCR6  0   0.280  -19.6570  24.2939   5.9737
 UL2  H14  H  HCH1  0   0.234  -20.5773  20.7181   9.1053
 UL2  H15  H  HOH1  0   0.454  -20.8670  18.5025   8.6827
 UL2  H16  H  HCR6  0   0.248  -19.4549  17.6556  10.7792
 UL2  H17  H  HCR6  0   0.248  -19.6981  17.2172  13.1836
 UL2  H18  H  HCR6  0   0.249  -20.4325  19.0428  14.7009
 UL2  H19  H  HCR6  0   0.245  -20.9217  21.2709  13.7772
 UL2  H20  H  HCH3  0   0.248  -21.6568  22.0814  10.5569
 UL2  H21  H  HCH3  0   0.254  -21.0691  22.7825  12.0572
 UL2  H22  H  HCH3  0   0.247  -19.9845  22.5819  10.6890
 UL2  H7   H  HCH2  0   0.237  -17.3803  19.2722  10.4461
 UL2  C05  C  CH2   0  -0.417  -15.9254  20.3223   9.2740

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
 UL2  O25  C24  double    1.199  0.020  1.199
 UL2  C24  O23  single    1.368  0.020  1.368
 UL2  C24  N26  single    1.359  0.020  1.359
 UL2  O23  C22  single    1.359  0.020  1.359
 UL2  N26  C28  single    1.379  0.020  1.379
 UL2  C22  C20  aromatic  1.372  0.020  1.372
 UL2  C22  C28  aromatic  1.389  0.020  1.389
 UL2  C20  C18  aromatic  1.393  0.020  1.393
 UL2  C28  C29  aromatic  1.375  0.020  1.375
 UL2  C18  C17  aromatic  1.396  0.020  1.396
 UL2  C29  C17  aromatic  1.398  0.020  1.398
 UL2  C17  C15  single    1.497  0.020  1.497
 UL2  C15  N13  single    1.342  0.020  1.342
 UL2  C15  O16  double    1.224  0.020  1.224
 UL2  N13  C11  single    1.449  0.020  1.449
 UL2  O33  C31  single    1.406  0.020  1.406
 UL2  C11  C31  single    1.540  0.020  1.540
 UL2  C11  C08  single    1.527  0.020  1.527
 UL2  C31  C35  single    1.515  0.020  1.515
 UL2  C05  C08  single    1.524  0.020  1.524
 UL2  C05  C01  single    1.522  0.020  1.522
 UL2  C35  C36  aromatic  1.392  0.020  1.392
 UL2  C35  C44  aromatic  1.403  0.020  1.403
 UL2  C36  C38  aromatic  1.388  0.020  1.388
 UL2  C45  C44  single    1.504  0.020  1.504
 UL2  C44  C42  aromatic  1.393  0.020  1.393
 UL2  C38  C40  aromatic  1.386  0.020  1.386
 UL2  C42  C40  aromatic  1.388  0.020  1.388
 UL2  C20  H1   single    0.930  0.020  1.080
 UL2  C01  H2   single    0.970  0.020  1.090
 UL2  C01  H3   single    0.970  0.020  1.090
 UL2  C01  H4   single    0.970  0.020  1.090
 UL2  C05  H5   single    0.970  0.020  1.090
 UL2  C05  H6   single    0.970  0.020  1.090
 UL2  C08  H7   single    0.970  0.020  1.090
 UL2  C08  H8   single    0.970  0.020  1.090
 UL2  C11  H9   single    0.970  0.020  1.090
 UL2  N13  H10  single    0.860  0.020  1.020
 UL2  C18  H11  single    0.930  0.020  1.080
 UL2  N26  H12  single    0.860  0.020  1.020
 UL2  C29  H13  single    0.930  0.020  1.080
 UL2  C31  H14  single    0.970  0.020  1.090
 UL2  O33  H15  single    0.850  0.020  0.980
 UL2  C36  H16  single    0.930  0.020  1.080
 UL2  C38  H17  single    0.930  0.020  1.080
 UL2  C40  H18  single    0.930  0.020  1.080
 UL2  C42  H19  single    0.930  0.020  1.080
 UL2  C45  H20  single    0.970  0.020  1.090
 UL2  C45  H21  single    0.970  0.020  1.090
 UL2  C45  H22  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
 UL2  O16  C15  N13  123.60  3.000
 UL2  O16  C15  C17  120.59  3.000
 UL2  N13  C15  C17  115.80  3.000
 UL2  C29  C17  C18  120.74  3.000
 UL2  C29  C17  C15  117.10  3.000
 UL2  C18  C17  C15  122.11  3.000
 UL2  H1   C20  C18  121.44  3.000
 UL2  H1   C20  C22  122.13  3.000
 UL2  C18  C20  C22  116.43  3.000
 UL2  O23  C22  C28  109.04  3.000
 UL2  C28  C22  C20  122.55  3.000
 UL2  O23  C22  C20  128.41  3.000
 UL2  N26  C24  O25  130.07  3.000
 UL2  N26  C24  O23  107.14  3.000
 UL2  O25  C24  O23  122.79  3.000
 UL2  C29  C28  N26  133.41  3.000
 UL2  C29  C28  C22  121.37  3.000
 UL2  N26  C28  C22  105.22  3.000
 UL2  H4   C01  H3   107.54  3.000
 UL2  H4   C01  H2   107.58  3.000
 UL2  H3   C01  H2   107.66  3.000
 UL2  H4   C01  C05  111.14  3.000
 UL2  H3   C01  C05  111.29  3.000
 UL2  H2   C01  C05  111.44  3.000
 UL2  H8   C08  H7   106.32  3.000
 UL2  H8   C08  C11  110.32  3.000
 UL2  H7   C08  C11  108.68  3.000
 UL2  H8   C08  C05  109.47  3.000
 UL2  H7   C08  C05  108.83  3.000
 UL2  C11  C08  C05  112.98  3.000
 UL2  H9   C11  C31  107.18  3.000
 UL2  H9   C11  N13  107.06  3.000
 UL2  C31  C11  N13  110.04  3.000
 UL2  H9   C11  C08  108.28  3.000
 UL2  C31  C11  C08  114.19  3.000
 UL2  N13  C11  C08  109.80  3.000
 UL2  H10  N13  C11  116.71  3.000
 UL2  H10  N13  C15  118.86  3.000
 UL2  C11  N13  C15  124.24  3.000
 UL2  H11  C18  C20  117.75  3.000
 UL2  H11  C18  C17  120.52  3.000
 UL2  C20  C18  C17  121.70  3.000
 UL2  C24  O23  C22  108.45  3.000
 UL2  H12  N26  C28  126.57  3.000
 UL2  H12  N26  C24  123.27  3.000
 UL2  C28  N26  C24  110.15  3.000
 UL2  H13  C29  C28  121.59  3.000
 UL2  H13  C29  C17  121.22  3.000
 UL2  C28  C29  C17  117.19  3.000
 UL2  H14  C31  C35  108.19  3.000
 UL2  H14  C31  O33  110.05  3.000
 UL2  C35  C31  O33  113.29  3.000
 UL2  H14  C31  C11  106.36  3.000
 UL2  C35  C31  C11  111.56  3.000
 UL2  O33  C31  C11  107.18  3.000
 UL2  H15  O33  C31  108.63  3.000
 UL2  C44  C35  C36  119.37  3.000
 UL2  C44  C35  C31  120.55  3.000
 UL2  C36  C35  C31  120.08  3.000
 UL2  H16  C36  C38  119.20  3.000
 UL2  H16  C36  C35  119.54  3.000
 UL2  C38  C36  C35  121.26  3.000
 UL2  H17  C38  C40  120.46  3.000
 UL2  H17  C38  C36  119.96  3.000
 UL2  C40  C38  C36  119.59  3.000
 UL2  H18  C40  C42  119.98  3.000
 UL2  H18  C40  C38  120.53  3.000
 UL2  C42  C40  C38  119.49  3.000
 UL2  H19  C42  C44  118.95  3.000
 UL2  H19  C42  C40  119.44  3.000
 UL2  C44  C42  C40  121.61  3.000
 UL2  C45  C44  C42  119.30  3.000
 UL2  C42  C44  C35  118.68  3.000
 UL2  C45  C44  C35  122.00  3.000
 UL2  H22  C45  H21  107.49  3.000
 UL2  H22  C45  H20  106.65  3.000
 UL2  H21  C45  H20  107.32  3.000
 UL2  H22  C45  C44  112.88  3.000
 UL2  H21  C45  C44  110.75  3.000
 UL2  H20  C45  C44  111.47  3.000
 UL2  H6   C05  H5   106.25  3.000
 UL2  H6   C05  C08  109.31  3.000
 UL2  H5   C05  C08  110.04  3.000
 UL2  H6   C05  C01  109.66  3.000
 UL2  H5   C05  C01  109.37  3.000
 UL2  C08  C05  C01  112.05  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
 UL2  CONST_01  C22  C20  C18  C17    0.00   0.0  0
 UL2  CONST_02  C22  C28  C29  C17    0.00   0.0  0
 UL2  CONST_03  C29  C28  C22  C20    0.00   0.0  0
 UL2  CONST_04  C29  C17  C18  C20    0.00   0.0  0
 UL2  CONST_05  C18  C20  C22  C28    0.00   0.0  0
 UL2  CONST_06  C18  C17  C29  C28    0.00   0.0  0
 UL2  CONST_07  C40  C38  C36  C35    0.00   0.0  0
 UL2  CONST_08  C40  C42  C44  C35    0.00   0.0  0
 UL2  CONST_09  C42  C44  C35  C36    0.00   0.0  0
 UL2  CONST_10  C42  C40  C38  C36    0.00   0.0  0
 UL2  CONST_11  C44  C35  C36  C38    0.00   0.0  0
 UL2  CONST_12  C44  C42  C40  C38    0.00   0.0  0
 UL2  CONST_13  C20  C18  C17  C15  180.00   0.0  0
 UL2  CONST_14  C28  C29  C17  C15  180.00   0.0  0
 UL2  CONST_15  C38  C36  C35  C31  180.00   0.0  0
 UL2  CONST_16  C42  C44  C35  C31  180.00   0.0  0
 UL2  CONST_17  C45  C44  C35  C36  180.00   0.0  0
 UL2  CONST_18  C45  C44  C42  C40  180.00   0.0  0
 UL2  CONST_19  H1   C20  C18  C17  180.00   0.0  0
 UL2  CONST_20  H11  C18  C20  C22  180.00   0.0  0
 UL2  CONST_21  H13  C29  C28  C22  180.00   0.0  0
 UL2  CONST_22  H17  C38  C36  C35  180.00   0.0  0
 UL2  CONST_23  H19  C42  C44  C35  180.00   0.0  0
 UL2  CONST_24  H18  C40  C38  C36  180.00   0.0  0
 UL2  CONST_25  H16  C36  C38  C40  180.00   0.0  0
 UL2  CONST_26  C11  N13  C15  C17  180.00   0.0  0
 UL2  CONST_27  H10  N13  C15  C17    0.00   0.0  0
 UL2  CONST_28  O16  C15  N13  C11    0.00   0.0  0
 UL2  Var_01    C18  C17  C15  N13  -28.51  30.0  2
 UL2  Var_02    H20  C45  C44  C35   63.08  30.0  2
 UL2  Var_03    C11  C08  C05  C01  176.82  30.0  3
 UL2  Var_04    H2   C01  C05  C08  179.58  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
 UL2  chir_01  C11  N13  C31  C08  negativ
 UL2  chir_02  C31  O33  C11  C35  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
 UL2  plan-1  C31  0.020
 UL2  plan-1  C35  0.020
 UL2  plan-1  C36  0.020
 UL2  plan-1  C38  0.020
 UL2  plan-1  C40  0.020
 UL2  plan-1  C42  0.020
 UL2  plan-1  C44  0.020
 UL2  plan-1  C45  0.020
 UL2  plan-1  H16  0.020
 UL2  plan-1  H17  0.020
 UL2  plan-1  H18  0.020
 UL2  plan-1  H19  0.020
 UL2  plan-2  C15  0.020
 UL2  plan-2  C17  0.020
 UL2  plan-2  C20  0.020
 UL2  plan-2  C22  0.020
 UL2  plan-2  C24  0.020
 UL2  plan-2  C28  0.020
 UL2  plan-2  C18  0.020
 UL2  plan-2  O23  0.020
 UL2  plan-2  O25  0.020
 UL2  plan-2  N26  0.020
 UL2  plan-2  C29  0.020
 UL2  plan-2  H1   0.020
 UL2  plan-2  H11  0.020
 UL2  plan-2  H12  0.020
 UL2  plan-2  H13  0.020
 UL2  plan-3  C15  0.020
 UL2  plan-3  C17  0.020
 UL2  plan-3  C11  0.020
 UL2  plan-3  N13  0.020
 UL2  plan-3  O16  0.020
 UL2  plan-3  H10  0.020

