# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 00:37:40 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2~{S})-~{N}-(3,5-dimethylphenyl)-1-(4-methoxyphenyl)sulfonyl-pyrrolidine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[S](=O)(=O)N2CCC[C@H]2C(=O)Nc3cc(C)cc(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
 NRZ  NRZ  (2~{S})-~{N}-(3,5-dimethylphenyl)-1-(4-methoxyphenyl)sulfonyl-pyrrolidine-2-carboxamide  ligand  51  27  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NRZ
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
 NRZ  C1   C  CH3   0  -0.442  -6.6153   1.5531   2.5104
 NRZ  C10  C  CH2   0  -0.454   0.0060  -3.0631   0.3789
 NRZ  C11  C  CH1   0  -0.218   0.0180  -1.5900  -0.0364
 NRZ  C12  C  C     0   0.579   1.3795  -1.1614  -0.5717
 NRZ  C13  C  CR6   0   0.415   3.3127   0.2464   0.1158
 NRZ  C14  C  CR16  0  -0.381   4.2398  -0.1391  -0.8476
 NRZ  C15  C  CR6   0   0.128   5.4857   0.4849  -0.9023
 NRZ  C16  C  CR16  0  -0.371   5.7934   1.4889   0.0063
 NRZ  C17  C  CR6   0   0.128   4.8740   1.8879   0.9752
 NRZ  C18  C  CR16  0  -0.424   3.6400   1.2583   1.0215
 NRZ  C19  C  CH3   0  -0.721   5.2001   2.9979   1.9318
 NRZ  C2   C  CR6   0   0.406  -4.4472   1.3436   1.5711
 NRZ  C20  C  CH3   0  -0.724   6.4746   0.0677  -1.9529
 NRZ  C3   C  CR16  0  -0.331  -3.0799   1.6246   1.6770
 NRZ  C4   C  CR16  0  -0.221  -2.2038   1.2017   0.7016
 NRZ  C5   C  CR6   0  -0.218  -2.6818   0.4841  -0.3949
 NRZ  C6   C  CR16  0  -0.223  -4.0370   0.2103  -0.5123
 NRZ  C7   C  CR16  0  -0.374  -4.9214   0.6352   0.4665
 NRZ  C8   C  CH2   0  -0.271  -1.9012  -2.7141  -1.0235
 NRZ  C9   C  CH2   0  -0.484  -1.4645  -3.4361   0.2455
 NRZ  N1   N  N     0  -0.592  -0.9919  -1.5563  -1.0878
 NRZ  N2   N  NH1   0  -0.752   2.0459  -0.3322   0.2624
 NRZ  O1   O  O2    0  -0.458  -5.2197   1.7962   2.5625
 NRZ  O2   O  OS    0  -0.649  -2.2931  -0.3567  -2.8334
 NRZ  O3   O  OS    0  -0.649  -0.4015   0.7893  -1.6151
 NRZ  O4   O  O     0  -0.454   1.8091  -1.5904  -1.6237
 NRZ  S1   S  S     0   1.381  -1.5501  -0.1046  -1.6101
 NRZ  H2   H  HCH3  0   0.236  -7.0740   2.0131   1.6324
 NRZ  H1   H  HCH3  0   0.236  -6.8397   0.4841   2.5116
 NRZ  H3   H  HCH3  0   0.266  -7.0375   2.0026   3.4049
 NRZ  H12  H  HCH2  0   0.257   0.6143  -3.6503  -0.3117
 NRZ  H13  H  HCH2  0   0.272   0.3993  -3.2000   1.3848
 NRZ  H14  H  HCH1  0   0.276  -0.2798  -0.9827   0.8295
 NRZ  H16  H  HCR6  0   0.269   4.0146  -0.9235  -1.5530
 NRZ  H17  H  HCR6  0   0.239   6.7662   1.9663  -0.0341
 NRZ  H18  H  HCR6  0   0.258   2.9166   1.5561   1.7737
 NRZ  H19  H  HCH3  0   0.250   4.9223   3.9664   1.5109
 NRZ  H20  H  HCH3  0   0.243   4.6633   2.8883   2.8738
 NRZ  H21  H  HCH3  0   0.244   6.2667   3.0355   2.1510
 NRZ  H23  H  HCH3  0   0.248   6.1723   0.4267  -2.9384
 NRZ  H24  H  HCH3  0   0.243   7.4680   0.4643  -1.7482
 NRZ  H22  H  HCH3  0   0.244   6.5522  -1.0179  -2.0182
 NRZ  H4   H  HCR6  0   0.280  -2.7147   2.1849   2.5279
 NRZ  H5   H  HCR6  0   0.280  -1.1551   1.4507   0.7927
 NRZ  H6   H  HCR6  0   0.288  -4.4255  -0.3195  -1.3712
 NRZ  H7   H  HCR6  0   0.295  -5.9718   0.4120   0.3442
 NRZ  H8   H  HCH2  0   0.262  -1.7705  -3.3333  -1.9113
 NRZ  H9   H  HCH2  0   0.259  -2.9491  -2.4138  -0.9748
 NRZ  H11  H  HCH2  0   0.268  -1.6243  -4.5112   0.1812
 NRZ  H10  H  HCH2  0   0.248  -2.0261  -3.0629   1.1040
 NRZ  H15  H  HNH1  0   0.414   1.5407  -0.0266   1.0800

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
 NRZ  C10  C9   single    1.523  0.020  1.523
 NRZ  C10  C11  single    1.531  0.020  1.531
 NRZ  C9   C8   single    1.524  0.020  1.524
 NRZ  C11  C12  single    1.524  0.020  1.524
 NRZ  C11  N1   single    1.458  0.020  1.458
 NRZ  C8   N1   single    1.474  0.020  1.474
 NRZ  C12  O4   double    1.215  0.020  1.215
 NRZ  C12  N2   single    1.352  0.020  1.352
 NRZ  N1   S1   single    1.641  0.020  1.641
 NRZ  N2   C13  single    1.400  0.020  1.400
 NRZ  C13  C18  aromatic  1.397  0.020  1.397
 NRZ  C13  C14  aromatic  1.392  0.020  1.392
 NRZ  C18  C17  aromatic  1.386  0.020  1.386
 NRZ  C14  C15  aromatic  1.394  0.020  1.394
 NRZ  C17  C19  single    1.501  0.020  1.501
 NRZ  C17  C16  aromatic  1.394  0.020  1.394
 NRZ  C15  C16  aromatic  1.389  0.020  1.389
 NRZ  C15  C20  single    1.502  0.020  1.502
 NRZ  S1   O2   double    1.453  0.020  1.453
 NRZ  S1   C5   single    1.762  0.020  1.762
 NRZ  S1   O3   double    1.455  0.020  1.455
 NRZ  C6   C7   aromatic  1.386  0.020  1.386
 NRZ  C6   C5   aromatic  1.388  0.020  1.388
 NRZ  C7   C2   aromatic  1.395  0.020  1.395
 NRZ  C5   C4   aromatic  1.395  0.020  1.395
 NRZ  C1   O1   single    1.418  0.020  1.418
 NRZ  C2   O1   single    1.336  0.020  1.336
 NRZ  C2   C3   aromatic  1.400  0.020  1.400
 NRZ  C4   C3   aromatic  1.378  0.020  1.378
 NRZ  C1   H2   single    0.970  0.020  1.090
 NRZ  C1   H1   single    0.970  0.020  1.090
 NRZ  C1   H3   single    0.970  0.020  1.090
 NRZ  C10  H12  single    0.970  0.020  1.090
 NRZ  C10  H13  single    0.970  0.020  1.090
 NRZ  C11  H14  single    0.970  0.020  1.090
 NRZ  C14  H16  single    0.930  0.020  1.080
 NRZ  C16  H17  single    0.930  0.020  1.080
 NRZ  C18  H18  single    0.930  0.020  1.080
 NRZ  C19  H19  single    0.970  0.020  1.090
 NRZ  C19  H20  single    0.970  0.020  1.090
 NRZ  C19  H21  single    0.970  0.020  1.090
 NRZ  C20  H23  single    0.970  0.020  1.090
 NRZ  C20  H24  single    0.970  0.020  1.090
 NRZ  C20  H22  single    0.970  0.020  1.090
 NRZ  C3   H4   single    0.930  0.020  1.080
 NRZ  C4   H5   single    0.930  0.020  1.080
 NRZ  C6   H6   single    0.930  0.020  1.080
 NRZ  C7   H7   single    0.930  0.020  1.080
 NRZ  C8   H8   single    0.970  0.020  1.090
 NRZ  C8   H9   single    0.970  0.020  1.090
 NRZ  C9   H11  single    0.970  0.020  1.090
 NRZ  C9   H10  single    0.970  0.020  1.090
 NRZ  N2   H15  single    0.860  0.020  1.020

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
 NRZ  H3   C1   H1   108.92  3.000
 NRZ  H3   C1   H2   108.92  3.000
 NRZ  H1   C1   H2   109.07  3.000
 NRZ  H3   C1   O1   106.35  3.000
 NRZ  H1   C1   O1   111.72  3.000
 NRZ  H2   C1   O1   111.76  3.000
 NRZ  H13  C10  H12  108.40  3.000
 NRZ  H13  C10  C9   113.51  3.000
 NRZ  H12  C10  C9   110.55  3.000
 NRZ  H13  C10  C11  111.64  3.000
 NRZ  H12  C10  C11  109.98  3.000
 NRZ  C9   C10  C11  102.68  3.000
 NRZ  H14  C11  N1   111.58  3.000
 NRZ  H14  C11  C12  111.31  3.000
 NRZ  N1   C11  C12  111.03  3.000
 NRZ  H14  C11  C10  108.42  3.000
 NRZ  N1   C11  C10  102.26  3.000
 NRZ  C12  C11  C10  111.89  3.000
 NRZ  O4   C12  N2   125.22  3.000
 NRZ  N2   C12  C11  113.33  3.000
 NRZ  O4   C12  C11  121.38  3.000
 NRZ  N2   C13  C18  116.32  3.000
 NRZ  C18  C13  C14  119.57  3.000
 NRZ  N2   C13  C14  124.10  3.000
 NRZ  H16  C14  C15  119.10  3.000
 NRZ  H16  C14  C13  121.00  3.000
 NRZ  C15  C14  C13  119.90  3.000
 NRZ  C20  C15  C16  120.84  3.000
 NRZ  C20  C15  C14  119.43  3.000
 NRZ  C16  C15  C14  119.73  3.000
 NRZ  H17  C16  C17  119.44  3.000
 NRZ  H17  C16  C15  119.52  3.000
 NRZ  C17  C16  C15  121.04  3.000
 NRZ  C19  C17  C18  120.53  3.000
 NRZ  C19  C17  C16  120.75  3.000
 NRZ  C18  C17  C16  118.71  3.000
 NRZ  H18  C18  C17  119.47  3.000
 NRZ  H18  C18  C13  119.47  3.000
 NRZ  C17  C18  C13  121.06  3.000
 NRZ  H21  C19  H20  108.16  3.000
 NRZ  H21  C19  H19  107.22  3.000
 NRZ  H20  C19  H19  107.28  3.000
 NRZ  H21  C19  C17  111.49  3.000
 NRZ  H20  C19  C17  111.69  3.000
 NRZ  H19  C19  C17  110.79  3.000
 NRZ  O1   C2   C7   124.26  3.000
 NRZ  O1   C2   C3   116.15  3.000
 NRZ  C7   C2   C3   119.59  3.000
 NRZ  H22  C20  H24  107.99  3.000
 NRZ  H22  C20  H23  107.05  3.000
 NRZ  H24  C20  H23  107.61  3.000
 NRZ  H22  C20  C15  111.43  3.000
 NRZ  H24  C20  C15  111.59  3.000
 NRZ  H23  C20  C15  110.97  3.000
 NRZ  H4   C3   C4   120.07  3.000
 NRZ  H4   C3   C2   119.54  3.000
 NRZ  C4   C3   C2   120.39  3.000
 NRZ  H5   C4   C5   121.13  3.000
 NRZ  H5   C4   C3   119.09  3.000
 NRZ  C5   C4   C3   119.77  3.000
 NRZ  S1   C5   C6   120.20  3.000
 NRZ  C6   C5   C4   120.18  3.000
 NRZ  S1   C5   C4   119.60  3.000
 NRZ  H6   C6   C7   118.81  3.000
 NRZ  H6   C6   C5   120.98  3.000
 NRZ  C7   C6   C5   120.20  3.000
 NRZ  H7   C7   C6   118.49  3.000
 NRZ  H7   C7   C2   121.65  3.000
 NRZ  C6   C7   C2   119.86  3.000
 NRZ  H9   C8   H8   107.92  3.000
 NRZ  H9   C8   N1   112.23  3.000
 NRZ  H8   C8   N1   109.68  3.000
 NRZ  H9   C8   C9   111.62  3.000
 NRZ  H8   C8   C9   112.01  3.000
 NRZ  N1   C8   C9   103.40  3.000
 NRZ  H10  C9   H11  107.97  3.000
 NRZ  H10  C9   C8   110.21  3.000
 NRZ  H11  C9   C8   112.12  3.000
 NRZ  H10  C9   C10  110.13  3.000
 NRZ  H11  C9   C10  112.87  3.000
 NRZ  C8   C9   C10  103.51  3.000
 NRZ  S1   N1   C8   119.94  3.000
 NRZ  S1   N1   C11  119.05  3.000
 NRZ  C8   N1   C11  112.19  3.000
 NRZ  H15  N2   C13  114.38  3.000
 NRZ  H15  N2   C12  116.06  3.000
 NRZ  C13  N2   C12  129.41  3.000
 NRZ  C2   O1   C1   118.95  3.000
 NRZ  O3   S1   O2   120.48  3.000
 NRZ  O3   S1   N1   106.02  3.000
 NRZ  O2   S1   N1   106.76  3.000
 NRZ  O3   S1   C5   107.70  3.000
 NRZ  O2   S1   C5   108.07  3.000
 NRZ  N1   S1   C5   107.13  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
 NRZ  CONST_01  C16  C17  C18  C13    0.00   0.0  0
 NRZ  CONST_02  C16  C15  C14  C13    0.00   0.0  0
 NRZ  CONST_03  C17  C18  C13  C14    0.00   0.0  0
 NRZ  CONST_04  C17  C16  C15  C14    0.00   0.0  0
 NRZ  CONST_05  C18  C13  C14  C15    0.00   0.0  0
 NRZ  CONST_06  C18  C17  C16  C15    0.00   0.0  0
 NRZ  CONST_07  C5   C6   C7   C2     0.00   0.0  0
 NRZ  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 NRZ  CONST_09  C6   C7   C2   C3     0.00   0.0  0
 NRZ  CONST_10  C6   C5   C4   C3     0.00   0.0  0
 NRZ  CONST_11  C7   C6   C5   C4     0.00   0.0  0
 NRZ  CONST_12  C7   C2   C3   C4     0.00   0.0  0
 NRZ  CONST_13  C19  C17  C18  C13  180.00   0.0  0
 NRZ  CONST_14  C20  C15  C14  C13  180.00   0.0  0
 NRZ  CONST_15  N2   C13  C14  C15  180.00   0.0  0
 NRZ  CONST_16  C19  C17  C16  C15  180.00   0.0  0
 NRZ  CONST_17  N2   C13  C18  C17  180.00   0.0  0
 NRZ  CONST_18  C20  C15  C16  C17  180.00   0.0  0
 NRZ  CONST_19  S1   C5   C4   C3   180.00   0.0  0
 NRZ  CONST_20  O1   C2   C3   C4   180.00   0.0  0
 NRZ  CONST_21  O1   C2   C7   C6   180.00   0.0  0
 NRZ  CONST_22  S1   C5   C6   C7   180.00   0.0  0
 NRZ  CONST_23  H18  C18  C13  C14  180.00   0.0  0
 NRZ  CONST_24  H17  C16  C15  C14  180.00   0.0  0
 NRZ  CONST_25  H16  C14  C15  C16  180.00   0.0  0
 NRZ  CONST_26  H6   C6   C7   C2   180.00   0.0  0
 NRZ  CONST_27  H5   C4   C3   C2   180.00   0.0  0
 NRZ  CONST_28  H7   C7   C2   C3   180.00   0.0  0
 NRZ  CONST_29  H4   C3   C4   C5   180.00   0.0  0
 NRZ  CONST_30  C13  N2   C12  C11  180.00   0.0  0
 NRZ  CONST_31  C18  C13  N2   C12  180.00   0.0  0
 NRZ  CONST_32  C14  C13  N2   C12    0.00   0.0  0
 NRZ  CONST_33  H15  N2   C13  C14  180.00   0.0  0
 NRZ  CONST_34  O4   C12  N2   C13    0.00   0.0  0
 NRZ  Var_01    N1   C8   C9   C10  -27.56  30.0  1
 NRZ  Var_02    C8   C9   C10  C11   39.60  30.0  1
 NRZ  Var_03    C9   C8   N1   C11    4.95  30.0  1
 NRZ  Var_04    C5   S1   N1   C11  -77.01  30.0  3
 NRZ  Var_05    N1   S1   C5   C4    86.06  30.0  3
 NRZ  Var_06    C7   C2   O1   C1    -0.00  30.0  2
 NRZ  Var_07    H23  C20  C15  C14   72.79  30.0  2
 NRZ  Var_08    H19  C19  C17  C16   88.02  30.0  2
 NRZ  Var_09    H2   C1   O1   C2   -61.29  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
 NRZ  chir_01  C11  C10  C12  N1  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
 NRZ  plan-1  C13  0.020
 NRZ  plan-1  C14  0.020
 NRZ  plan-1  C15  0.020
 NRZ  plan-1  C16  0.020
 NRZ  plan-1  C17  0.020
 NRZ  plan-1  C18  0.020
 NRZ  plan-1  C19  0.020
 NRZ  plan-1  C20  0.020
 NRZ  plan-1  N2   0.020
 NRZ  plan-1  H16  0.020
 NRZ  plan-1  H17  0.020
 NRZ  plan-1  H18  0.020
 NRZ  plan-2  C2   0.020
 NRZ  plan-2  C3   0.020
 NRZ  plan-2  C4   0.020
 NRZ  plan-2  C5   0.020
 NRZ  plan-2  C6   0.020
 NRZ  plan-2  C7   0.020
 NRZ  plan-2  O1   0.020
 NRZ  plan-2  S1   0.020
 NRZ  plan-2  H4   0.020
 NRZ  plan-2  H5   0.020
 NRZ  plan-2  H6   0.020
 NRZ  plan-2  H7   0.020
 NRZ  plan-3  C11  0.020
 NRZ  plan-3  C12  0.020
 NRZ  plan-3  C13  0.020
 NRZ  plan-3  N2   0.020
 NRZ  plan-3  O4   0.020
 NRZ  plan-3  H15  0.020

