# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:48:57 2022
#   Inital geometry file: a 160 line input string
#   Ligand name: (1S,2S)-2-[(N-{[2-(3-chlorophenyl)ethoxy]carbonyl}-L-leucyl)amino]-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)OCCc1cccc(Cl)c1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)[C@@H](O)[S](O)(=O)=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
 AW4  AW4  '(1S,2S)-2-[(N-{[2-(3-chlorophenyl)ethoxy]carbonyl}-L-leucyl)amino]-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid'  ligand  66  35  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AW4
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
 AW4  C12  C   CR5    0   0.552   3.0681   2.9606   1.0521
 AW4  C14  C   CH2    0  -0.261   4.5547   4.7205   0.5917
 AW4  C15  C   CH2    0  -0.469   4.1178   4.1296  -0.7499
 AW4  O01  O   O      0  -0.518  -1.9827   0.2058   1.2167
 AW4  N03  N   NH1    0  -0.664  -0.7362  -0.6318  -0.4913
 AW4  C04  C   CH1    0  -0.201   0.4671  -0.8632   0.2756
 AW4  N06  N   NH1    0  -0.638   2.6808  -0.0072  -0.1884
 AW4  C07  C   CH1    0  -0.104   3.8645   0.2960  -0.9605
 AW4  C08  C   CH1    0  -0.169   4.8071  -0.9158  -1.0454
 AW4  O09  O   OH1    0  -0.653   5.7373  -0.7847  -2.0774
 AW4  C10  C   CH2    0  -0.474   4.5122   1.5910  -0.4685
 AW4  C11  C   CR15   0  -0.398   3.5151   2.7666  -0.3939
 AW4  N13  N   NR15   0  -0.610   3.6457   4.0755   1.5156
 AW4  O16  O   O      0  -0.500   2.3523   2.2082   1.7043
 AW4  O17  O   O      0  -0.504   1.6151  -1.1784  -1.8020
 AW4  C18  C   CH2    0  -0.402   0.4717  -2.2661   0.8972
 AW4  C20  C   CH3    0  -0.647   1.7654  -1.6776   2.9995
 AW4  C21  C   CH3    0  -0.648   1.5651  -4.0561   2.2412
 AW4  O22  O   O2     0  -0.487  -2.8603  -0.1383  -0.8299
 AW4  C23  C   CH2    0  -0.144  -4.1291   0.3360  -0.3829
 AW4  C24  C   CH2    0  -0.551  -5.0771   0.2852  -1.5698
 AW4  C25  C   CR6    0   0.101  -6.4389   0.7751  -1.1616
 AW4  C26  C   CR16   0  -0.263  -7.3948  -0.1208  -0.6917
 AW4  C27  C   CR6    0  -0.020  -8.6339   0.3471  -0.2841
 AW4  CL1  CL  CL     0  -0.132  -9.8170  -0.7861   0.2892
 AW4  C29  C   CR16   0  -0.231  -8.9507   1.6954  -0.3277
 AW4  C30  C   CR16   0  -0.244  -7.9937   2.5856  -0.7949
 AW4  C31  C   CR16   0  -0.291  -6.7496   2.1318  -1.2075
 AW4  H1   H   HCH2   0   0.241   5.5937   4.4772   0.8304
 AW4  H2   H   HCH2   0   0.254   4.4470   5.8039   0.6273
 AW4  H3   H   HCH2   0   0.258   3.3495   4.7646  -1.1925
 AW4  H4   H   HCH2   0   0.257   4.9395   4.0606  -1.4607
 AW4  H5   H   HCH1   0   0.233   2.5925  -2.4956   1.2163
 AW4  H6   H   HNH1   0   0.397  -0.7653  -1.0009  -1.4299
 AW4  H7   H   HCH1   0   0.265   0.5116  -0.1087   1.0619
 AW4  H8   H   HNH1   0   0.423   2.6003   0.4089   0.7301
 AW4  H9   H   HCH1   0   0.268   3.5401   0.4708  -1.9923
 AW4  H10  H   HCH1   0   0.276   4.1982  -1.7972  -1.2621
 AW4  H12  H   HOH1   0   0.448   6.4634  -0.2313  -1.7594
 AW4  H13  H   HCH2   0   0.258   4.9913   1.4403   0.4992
 AW4  H14  H   HCH2   0   0.258   5.3103   1.8479  -1.1671
 AW4  H15  H   HCR5   0   0.284   2.6485   2.5501  -1.0223
 AW4  H16  H   HNR5   0   0.400   3.5963   4.3286   2.4909
 AW4  H17  H   HCH2   0   0.230   0.4030  -2.9985   0.0863
 AW4  H18  H   HCH2   0   0.233  -0.4470  -2.3641   1.4851
 AW4  H19  H   HCH3   0   0.227   2.6021  -1.9664   3.6361
 AW4  H20  H   HCH3   0   0.218   1.9275  -0.6349   2.7250
 AW4  H21  H   HCH3   0   0.210   0.8556  -1.7264   3.6032
 AW4  H22  H   HCH3   0   0.224   1.5268  -4.7354   1.3879
 AW4  H23  H   HCH3   0   0.226   2.4229  -4.3394   2.8531
 AW4  H24  H   HCH3   0   0.212   0.6644  -4.2199   2.8381
 AW4  H25  H   HCH2   0   0.236  -4.5046  -0.2898   0.4308
 AW4  H26  H   HCH2   0   0.236  -4.0445   1.3591  -0.0086
 AW4  H27  H   HCH2   0   0.263  -4.6867   0.9073  -2.3783
 AW4  H28  H   HCH2   0   0.262  -5.1426  -0.7383  -1.9454
 AW4  H29  H   HCR6   0   0.274  -7.1719  -1.1800  -0.6514
 AW4  H30  H   HCR6   0   0.279  -9.9221   2.0455  -0.0064
 AW4  H31  H   HCR6   0   0.268  -8.2267   3.6414  -0.8374
 AW4  H32  H   HCR6   0   0.258  -6.0135   2.8375  -1.5736
 AW4  S1   S   S      0   1.390   5.7162  -1.2887   0.5049
 AW4  O1   O   OS    -1  -0.755   6.0487  -2.7222   0.4266
 AW4  O2   O   OS     0  -0.765   6.9130  -0.4170   0.4096
 AW4  O3   O   OS     0  -0.724   4.8344  -0.9454   1.6330
 AW4  C05  C   C      0   0.554   1.6454  -0.6912  -0.6774
 AW4  C02  C   C      0   0.755  -1.8661  -0.1630   0.0656
 AW4  C19  C   CH1    0  -0.257   1.6671  -2.6017   1.7904

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
 AW4  CL1  C27  single    1.736  0.020  1.736
 AW4  C20  C19  single    1.525  0.020  1.525
 AW4  C19  C21  single    1.526  0.020  1.526
 AW4  C19  C18  single    1.529  0.020  1.529
 AW4  C27  C29  aromatic  1.386  0.020  1.386
 AW4  C27  C26  aromatic  1.386  0.020  1.386
 AW4  C29  C30  aromatic  1.388  0.020  1.388
 AW4  C18  C04  single    1.534  0.020  1.534
 AW4  C26  C25  aromatic  1.392  0.020  1.392
 AW4  C30  C31  aromatic  1.387  0.020  1.387
 AW4  N03  C04  single    1.446  0.020  1.446
 AW4  N03  C02  single    1.344  0.020  1.344
 AW4  C04  C05  single    1.525  0.020  1.525
 AW4  C25  C31  aromatic  1.392  0.020  1.392
 AW4  C25  C24  single    1.504  0.020  1.504
 AW4  O22  C02  single    1.338  0.020  1.338
 AW4  O22  C23  single    1.426  0.020  1.426
 AW4  C02  O01  double    1.214  0.020  1.214
 AW4  C05  O17  double    1.226  0.020  1.226
 AW4  C05  N06  single    1.334  0.020  1.334
 AW4  C24  C23  single    1.520  0.020  1.520
 AW4  N06  C07  single    1.445  0.020  1.445
 AW4  C07  C08  single    1.538  0.020  1.538
 AW4  C07  C10  single    1.529  0.020  1.529
 AW4  C08  O09  single    1.396  0.020  1.396
 AW4  C10  C11  single    1.543  0.020  1.543
 AW4  C11  C15  single    1.532  0.020  1.532
 AW4  C11  C12  single    1.526  0.020  1.526
 AW4  C15  C14  single    1.530  0.020  1.530
 AW4  C14  N13  single    1.448  0.020  1.448
 AW4  C12  O16  double    1.226  0.020  1.226
 AW4  C12  N13  single    1.338  0.020  1.338
 AW4  C14  H1   single    0.970  0.020  1.090
 AW4  C14  H2   single    0.970  0.020  1.090
 AW4  C15  H3   single    0.970  0.020  1.090
 AW4  C15  H4   single    0.970  0.020  1.090
 AW4  C19  H5   single    0.970  0.020  1.090
 AW4  N03  H6   single    0.860  0.020  1.020
 AW4  C04  H7   single    0.970  0.020  1.090
 AW4  N06  H8   single    0.860  0.020  1.020
 AW4  C07  H9   single    0.970  0.020  1.090
 AW4  C08  H10  single    0.970  0.020  1.090
 AW4  O09  H12  single    0.850  0.020  0.980
 AW4  C10  H13  single    0.970  0.020  1.090
 AW4  C10  H14  single    0.970  0.020  1.090
 AW4  C11  H15  single    0.970  0.020  1.090
 AW4  N13  H16  single    0.860  0.020  1.020
 AW4  C18  H17  single    0.970  0.020  1.090
 AW4  C18  H18  single    0.970  0.020  1.090
 AW4  C20  H19  single    0.970  0.020  1.090
 AW4  C20  H20  single    0.970  0.020  1.090
 AW4  C20  H21  single    0.970  0.020  1.090
 AW4  C21  H22  single    0.970  0.020  1.090
 AW4  C21  H23  single    0.970  0.020  1.090
 AW4  C21  H24  single    0.970  0.020  1.090
 AW4  C23  H25  single    0.970  0.020  1.090
 AW4  C23  H26  single    0.970  0.020  1.090
 AW4  C24  H27  single    0.970  0.020  1.090
 AW4  C24  H28  single    0.970  0.020  1.090
 AW4  C26  H29  single    0.930  0.020  1.080
 AW4  C29  H30  single    0.930  0.020  1.080
 AW4  C30  H31  single    0.930  0.020  1.080
 AW4  C31  H32  single    0.930  0.020  1.080
 AW4  C08  S1   single    1.835  0.020  1.835
 AW4  S1   O1   deloc     1.474  0.020  1.474
 AW4  S1   O2   deloc     1.484  0.020  1.484
 AW4  S1   O3   deloc     1.472  0.020  1.472

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
 AW4  O16  C12  N13  125.37  3.000
 AW4  N13  C12  C11  107.91  3.000
 AW4  O16  C12  C11  126.66  3.000
 AW4  H2   C14  H1   107.94  3.000
 AW4  H2   C14  N13  111.11  3.000
 AW4  H1   C14  N13  110.98  3.000
 AW4  H2   C14  C15  112.62  3.000
 AW4  H1   C14  C15  112.14  3.000
 AW4  N13  C14  C15  102.02  3.000
 AW4  H4   C15  H3   107.67  3.000
 AW4  H4   C15  C11  113.09  3.000
 AW4  H3   C15  C11  109.58  3.000
 AW4  H4   C15  C14  112.43  3.000
 AW4  H3   C15  C14  109.41  3.000
 AW4  C11  C15  C14  104.61  3.000
 AW4  H6   N03  C04  117.32  3.000
 AW4  H6   N03  C02  119.26  3.000
 AW4  C04  N03  C02  122.40  3.000
 AW4  H7   C04  C18  109.89  3.000
 AW4  H7   C04  C05  109.93  3.000
 AW4  C18  C04  C05  110.73  3.000
 AW4  H7   C04  N03  107.80  3.000
 AW4  C05  C04  N03  107.07  3.000
 AW4  C18  C04  N03  111.34  3.000
 AW4  H8   N06  C07  117.64  3.000
 AW4  H8   N06  C05  118.81  3.000
 AW4  C07  N06  C05  123.20  3.000
 AW4  H9   C07  C10  107.05  3.000
 AW4  H9   C07  C08  104.79  3.000
 AW4  C10  C07  C08  115.18  3.000
 AW4  H9   C07  N06  107.10  3.000
 AW4  C10  C07  N06  110.65  3.000
 AW4  C08  C07  N06  111.48  3.000
 AW4  S1   C08  H10  106.23  3.000
 AW4  S1   C08  O09  108.27  3.000
 AW4  H10  C08  O09  107.49  3.000
 AW4  S1   C08  C07  114.65  3.000
 AW4  H10  C08  C07  107.76  3.000
 AW4  O09  C08  C07  112.05  3.000
 AW4  H12  O09  C08  108.13  3.000
 AW4  H14  C10  H13  106.22  3.000
 AW4  H14  C10  C11  108.92  3.000
 AW4  H13  C10  C11  110.26  3.000
 AW4  H14  C10  C07  107.65  3.000
 AW4  H13  C10  C07  110.77  3.000
 AW4  C11  C10  C07  112.77  3.000
 AW4  H15  C11  C10  109.50  3.000
 AW4  H15  C11  C15  110.78  3.000
 AW4  C10  C11  C15  114.35  3.000
 AW4  H15  C11  C12  109.76  3.000
 AW4  C15  C11  C12  102.85  3.000
 AW4  C10  C11  C12  109.39  3.000
 AW4  H16  N13  C14  122.41  3.000
 AW4  H16  N13  C12  121.51  3.000
 AW4  C14  N13  C12  114.90  3.000
 AW4  H18  C18  H17  106.56  3.000
 AW4  H18  C18  C04  107.26  3.000
 AW4  H17  C18  C04  108.14  3.000
 AW4  H18  C18  C19  108.82  3.000
 AW4  H17  C18  C19  109.56  3.000
 AW4  C04  C18  C19  116.08  3.000
 AW4  H21  C20  H20  107.79  3.000
 AW4  H21  C20  H19  107.73  3.000
 AW4  H20  C20  H19  106.63  3.000
 AW4  H21  C20  C19  110.93  3.000
 AW4  H20  C20  C19  112.92  3.000
 AW4  H19  C20  C19  110.61  3.000
 AW4  H24  C21  H23  107.62  3.000
 AW4  H24  C21  H22  107.75  3.000
 AW4  H23  C21  H22  107.73  3.000
 AW4  H24  C21  C19  111.05  3.000
 AW4  H23  C21  C19  111.13  3.000
 AW4  H22  C21  C19  111.39  3.000
 AW4  C23  O22  C02  117.21  3.000
 AW4  H26  C23  H25  107.91  3.000
 AW4  H26  C23  C24  110.31  3.000
 AW4  H25  C23  C24  110.36  3.000
 AW4  H26  C23  O22  110.48  3.000
 AW4  H25  C23  O22  110.40  3.000
 AW4  C24  C23  O22  107.40  3.000
 AW4  H28  C24  H27  107.49  3.000
 AW4  H28  C24  C25  110.15  3.000
 AW4  H27  C24  C25  109.82  3.000
 AW4  H28  C24  C23  109.71  3.000
 AW4  H27  C24  C23  109.63  3.000
 AW4  C25  C24  C23  110.00  3.000
 AW4  C31  C25  C26  119.01  3.000
 AW4  C31  C25  C24  120.70  3.000
 AW4  C26  C25  C24  120.26  3.000
 AW4  H29  C26  C27  120.21  3.000
 AW4  H29  C26  C25  120.05  3.000
 AW4  C27  C26  C25  119.74  3.000
 AW4  C29  C27  CL1  119.33  3.000
 AW4  C29  C27  C26  121.58  3.000
 AW4  CL1  C27  C26  119.09  3.000
 AW4  H30  C29  C30  120.78  3.000
 AW4  H30  C29  C27  120.73  3.000
 AW4  C30  C29  C27  118.49  3.000
 AW4  H31  C30  C31  120.04  3.000
 AW4  H31  C30  C29  119.38  3.000
 AW4  C31  C30  C29  120.58  3.000
 AW4  H32  C31  C30  119.78  3.000
 AW4  H32  C31  C25  119.61  3.000
 AW4  C30  C31  C25  120.60  3.000
 AW4  O3   S1   O2   113.29  3.000
 AW4  O3   S1   O1   113.74  3.000
 AW4  O2   S1   O1   112.71  3.000
 AW4  O3   S1   C08  107.64  3.000
 AW4  O2   S1   C08  103.06  3.000
 AW4  O1   S1   C08  105.34  3.000
 AW4  O17  C05  N06  124.00  3.000
 AW4  N06  C05  C04  115.38  3.000
 AW4  O17  C05  C04  120.61  3.000
 AW4  O22  C02  N03  110.72  3.000
 AW4  O22  C02  O01  123.87  3.000
 AW4  N03  C02  O01  125.40  3.000
 AW4  H5   C19  C21  107.69  3.000
 AW4  H5   C19  C20  107.63  3.000
 AW4  C21  C19  C20  110.34  3.000
 AW4  H5   C19  C18  109.47  3.000
 AW4  C21  C19  C18  109.23  3.000
 AW4  C20  C19  C18  112.36  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
 AW4  CONST_01  C29  C27  C26  C25    0.00   0.0  0
 AW4  CONST_02  C29  C30  C31  C25    0.00   0.0  0
 AW4  CONST_03  C30  C29  C27  C26    0.00   0.0  0
 AW4  CONST_04  C30  C31  C25  C26    0.00   0.0  0
 AW4  CONST_05  C31  C30  C29  C27    0.00   0.0  0
 AW4  CONST_06  C31  C25  C26  C27    0.00   0.0  0
 AW4  CONST_07  C11  C12  N13  C14    0.00   0.0  0
 AW4  CONST_08  C27  C26  C25  C24  180.00   0.0  0
 AW4  CONST_09  C30  C31  C25  C24  180.00   0.0  0
 AW4  CONST_10  CL1  C27  C26  C25  180.00   0.0  0
 AW4  CONST_11  C30  C29  C27  CL1  180.00   0.0  0
 AW4  CONST_12  O16  C12  N13  C14  180.00   0.0  0
 AW4  CONST_13  H31  C30  C31  C25  180.00   0.0  0
 AW4  CONST_14  H30  C29  C27  C26  180.00   0.0  0
 AW4  CONST_15  H32  C31  C25  C26  180.00   0.0  0
 AW4  CONST_16  H29  C26  C27  C29  180.00   0.0  0
 AW4  CONST_17  H16  N13  C12  C11  180.00   0.0  0
 AW4  CONST_18  C07  N06  C05  C04  180.00   0.0  0
 AW4  CONST_19  O17  C05  N06  C07    0.00   0.0  0
 AW4  CONST_20  H8   N06  C05  C04    0.00   0.0  0
 AW4  Var_01    C15  C14  N13  C12   19.46  30.0  1
 AW4  Var_02    N13  C14  C15  C11  -26.89  30.0  1
 AW4  Var_03    C26  C25  C24  C23  -90.99  30.0  2
 AW4  Var_04    C25  C24  C23  O22  180.00  30.0  1
 AW4  Var_05    C04  N03  C02  O01    5.71  30.0  1
 AW4  Var_06    C24  C23  O22  C02  179.33  30.0  3
 AW4  Var_07    C20  C19  C18  C04   61.23  30.0  3
 AW4  Var_08    H19  C20  C19  C18  177.76  30.0  3
 AW4  Var_09    H22  C21  C19  C18   57.87  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
 AW4  chir_01  C04  C18  N03  C05  positiv
 AW4  chir_02  C07  N06  C08  C10  positiv
 AW4  chir_03  C08  S1   O09  C07  positiv
 AW4  chir_04  C11  C10  C15  C12  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
 AW4  plan-1  C24  0.020
 AW4  plan-1  C25  0.020
 AW4  plan-1  C26  0.020
 AW4  plan-1  C27  0.020
 AW4  plan-1  CL1  0.020
 AW4  plan-1  C29  0.020
 AW4  plan-1  C30  0.020
 AW4  plan-1  C31  0.020
 AW4  plan-1  H29  0.020
 AW4  plan-1  H30  0.020
 AW4  plan-1  H31  0.020
 AW4  plan-1  H32  0.020
 AW4  plan-2  C04  0.020
 AW4  plan-2  N06  0.020
 AW4  plan-2  C07  0.020
 AW4  plan-2  O17  0.020
 AW4  plan-2  H8   0.020
 AW4  plan-2  C05  0.020
 AW4  plan-3  C12  0.020
 AW4  plan-3  C14  0.020
 AW4  plan-3  C11  0.020
 AW4  plan-3  N13  0.020
 AW4  plan-3  O16  0.020
 AW4  plan-3  H16  0.020
 AW4  plan-4  O01  0.020
 AW4  plan-4  N03  0.020
 AW4  plan-4  O22  0.020
 AW4  plan-4  C02  0.020

