# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 01:25:00 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: 1-(2-hydroxyethyl)-4-methyl-~{N}-(4-methylsulfonylphenyl)-5-[2-(trifluoromethyl)phenyl]pyrrole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(cn(CCO)c1c2ccccc2C(F)(F)F)C(=O)Nc3ccc(cc3)[S](C)(=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
 E6R  E6R  1-(2-hydroxyethyl)-4-methyl-~{N}-(4-methylsulfonylphenyl)-5-[2-(trifluoromethyl)phenyl]pyrrole-3-carboxamide  ligand  53  32  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E6R
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
 E6R  N1   N  NH1   0  -0.769  -1.7269   0.2073   0.1206
 E6R  C4   C  CR6   0   0.410  -3.1100   0.1328   0.0960
 E6R  C5   C  CR16  0  -0.350  -3.7871   0.6611   1.2038
 E6R  C6   C  CR16  0  -0.215  -5.1640   0.6520   1.2670
 E6R  C7   C  C     0   0.482  -0.8151  -0.3508  -0.7417
 E6R  C8   C  CR5   0  -0.161   0.5742   0.0324  -0.4915
 E6R  C10  C  CR5   0   0.265   2.8122   0.0621  -0.5316
 E6R  C13  C  CR16  0  -0.281   4.8699   0.3314  -1.8658
 E6R  C15  C  CR16  0  -0.244   6.9656  -0.6406  -1.2245
 E6R  C17  C  CR6   0  -0.250   5.0151  -0.9638   0.1499
 E6R  C21  C  CH3   0  -0.789  -8.1084   1.7055  -0.3957
 E6R  C22  C  CH2   0  -0.137   3.2879   3.3881  -0.2897
 E6R  C1   C  CR6   0  -0.229  -5.8918   0.1151   0.2114
 E6R  C2   C  CR16  0  -0.219  -5.2384  -0.4115  -0.8926
 E6R  C3   C  CR16  0  -0.309  -3.8558  -0.4089  -0.9569
 E6R  O1   O  O     0  -0.458  -1.1356  -1.1063  -1.6432
 E6R  C9   C  CR15  0  -0.050   1.0167   1.1499   0.1896
 E6R  N2   N  NR5   0  -0.461   2.3620   1.1627   0.1605
 E6R  C11  C  CR5   0  -0.020   1.7302  -0.6604  -0.9633
 E6R  C12  C  CR6   0   0.075   4.2496  -0.1970  -0.7385
 E6R  C14  C  CR16  0  -0.229   6.2185   0.1158  -2.1115
 E6R  C16  C  CR16  0  -0.285   6.3641  -1.1828  -0.0974
 E6R  C19  C  CH3   0  -0.742   1.7878  -1.9315  -1.7413
 E6R  S1   S  S     0   1.214  -7.6558   0.1191   0.2696
 E6R  O2   O  OS    0  -0.673  -8.0753   0.0802   1.6699
 E6R  O3   O  OS    0  -0.672  -8.1499  -0.9138  -0.6400
 E6R  O4   O  OH1   0  -0.665   4.0959   4.3697   0.3097
 E6R  F1   F  F     0  -0.313   3.7476  -0.6696   2.1214
 E6R  F2   F  F     0  -0.309   3.4556  -2.4972   1.0248
 E6R  F3   F  F     0  -0.301   5.2585  -2.1922   2.1488
 E6R  H1   H  HNH1  0   0.423  -1.3467   0.6765   0.9284
 E6R  H2   H  HCR6  0   0.283  -3.2239   1.0807   2.0283
 E6R  H3   H  HCR6  0   0.286  -5.6577   1.0609   2.1379
 E6R  H4   H  HCR6  0   0.265   4.2798   0.9108  -2.5640
 E6R  H5   H  HCR6  0   0.273   8.0170  -0.8173  -1.4056
 E6R  H6   H  HCH2  0   0.270   4.1718   1.8387   0.9192
 E6R  H7   H  HCH2  0   0.275   2.7393   2.5697   1.6311
 E6R  H8   H  HCH3  0   0.294  -7.7616   1.7801  -1.4237
 E6R  H9   H  HCH3  0   0.308  -9.1954   1.7757  -0.3617
 E6R  H10  H  HCH3  0   0.293  -7.6650   2.4923   0.2103
 E6R  H11  H  HCH2  0   0.202   3.7149   3.0249  -1.2331
 E6R  H12  H  HCH2  0   0.208   2.2818   3.7634  -0.5153
 E6R  H13  H  HCR6  0   0.284  -5.7964  -0.8332  -1.7177
 E6R  H14  H  HCR6  0   0.293  -3.3743  -0.8290  -1.8230
 E6R  H15  H  HCR5  0   0.297   0.4709   1.9486   0.6687
 E6R  H16  H  HCR6  0   0.272   6.6793   0.5367  -2.9949
 E6R  H17  H  HCR6  0   0.276   6.9629  -1.7763   0.5786
 E6R  H18  H  HCH3  0   0.238   1.3654  -1.8116  -2.7386
 E6R  H19  H  HCH3  0   0.231   2.8175  -2.2675  -1.8564
 E6R  H20  H  HCH3  0   0.238   1.2309  -2.7307  -1.2520
 E6R  H21  H  HOH1  0   0.461   4.1550   5.1193  -0.2892
 E6R  C20  C  CH2   0  -0.358   3.1806   2.2313   0.6933
 E6R  C18  C  CT    0   1.068   4.3716  -1.5783   1.3588

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
 E6R  O4   C22  single    1.406  0.020  1.406
 E6R  C22  C20  single    1.522  0.020  1.522
 E6R  O2   S1   double    1.462  0.020  1.462
 E6R  C2   C3   aromatic  1.384  0.020  1.384
 E6R  C2   C1   aromatic  1.387  0.020  1.387
 E6R  C3   C4   aromatic  1.399  0.020  1.399
 E6R  S1   C21  single    1.779  0.020  1.779
 E6R  S1   C1   single    1.765  0.020  1.765
 E6R  S1   O3   double    1.462  0.020  1.462
 E6R  C20  N2   single    1.448  0.020  1.448
 E6R  C9   N2   aromatic  1.346  0.020  1.346
 E6R  C9   C8   aromatic  1.382  0.020  1.382
 E6R  C1   C6   aromatic  1.390  0.020  1.390
 E6R  C4   N1   single    1.385  0.020  1.385
 E6R  C4   C5   aromatic  1.402  0.020  1.402
 E6R  N2   C10  aromatic  1.376  0.020  1.376
 E6R  N1   C7   single    1.373  0.020  1.373
 E6R  O1   C7   double    1.219  0.020  1.219
 E6R  C13  C14  aromatic  1.388  0.020  1.388
 E6R  C13  C12  aromatic  1.391  0.020  1.391
 E6R  C7   C8   single    1.463  0.020  1.463
 E6R  C6   C5   aromatic  1.378  0.020  1.378
 E6R  C8   C11  aromatic  1.428  0.020  1.428
 E6R  C14  C15  aromatic  1.385  0.020  1.385
 E6R  C10  C11  aromatic  1.371  0.020  1.371
 E6R  C10  C12  single    1.475  0.020  1.475
 E6R  C11  C19  single    1.491  0.020  1.491
 E6R  C12  C17  aromatic  1.401  0.020  1.401
 E6R  C15  C16  aromatic  1.388  0.020  1.388
 E6R  C17  C16  aromatic  1.389  0.020  1.389
 E6R  C17  C18  single    1.501  0.020  1.501
 E6R  F1   C18  single    1.340  0.020  1.340
 E6R  C18  F3   single    1.337  0.020  1.337
 E6R  C18  F2   single    1.340  0.020  1.340
 E6R  N1   H1   single    0.860  0.020  1.020
 E6R  C5   H2   single    0.930  0.020  1.080
 E6R  C6   H3   single    0.930  0.020  1.080
 E6R  C13  H4   single    0.930  0.020  1.080
 E6R  C15  H5   single    0.930  0.020  1.080
 E6R  C20  H6   single    0.970  0.020  1.090
 E6R  C20  H7   single    0.970  0.020  1.090
 E6R  C21  H8   single    0.970  0.020  1.090
 E6R  C21  H9   single    0.970  0.020  1.090
 E6R  C21  H10  single    0.970  0.020  1.090
 E6R  C22  H11  single    0.970  0.020  1.090
 E6R  C22  H12  single    0.970  0.020  1.090
 E6R  C2   H13  single    0.930  0.020  1.080
 E6R  C3   H14  single    0.930  0.020  1.080
 E6R  C9   H15  single    0.930  0.020  1.080
 E6R  C14  H16  single    0.930  0.020  1.080
 E6R  C16  H17  single    0.930  0.020  1.080
 E6R  C19  H18  single    0.970  0.020  1.090
 E6R  C19  H19  single    0.970  0.020  1.090
 E6R  C19  H20  single    0.970  0.020  1.090
 E6R  O4   H21  single    0.850  0.020  0.980

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
 E6R  H1   N1   C7   116.21  3.000
 E6R  H1   N1   C4   114.55  3.000
 E6R  C7   N1   C4   129.04  3.000
 E6R  C3   C4   C5   118.89  3.000
 E6R  C5   C4   N1   116.61  3.000
 E6R  C3   C4   N1   124.49  3.000
 E6R  H2   C5   C6   119.15  3.000
 E6R  H2   C5   C4   119.77  3.000
 E6R  C6   C5   C4   121.08  3.000
 E6R  H3   C6   C1   121.23  3.000
 E6R  H3   C6   C5   119.37  3.000
 E6R  C1   C6   C5   119.39  3.000
 E6R  O1   C7   C8   122.58  3.000
 E6R  C8   C7   N1   114.63  3.000
 E6R  O1   C7   N1   122.79  3.000
 E6R  C11  C8   C9   107.22  3.000
 E6R  C11  C8   C7   125.83  3.000
 E6R  C9   C8   C7   126.90  3.000
 E6R  C12  C10  C11  129.23  3.000
 E6R  C12  C10  N2   122.00  3.000
 E6R  C11  C10  N2   108.77  3.000
 E6R  H4   C13  C14  119.93  3.000
 E6R  H4   C13  C12  118.88  3.000
 E6R  C14  C13  C12  121.19  3.000
 E6R  H5   C15  C16  119.58  3.000
 E6R  H5   C15  C14  120.43  3.000
 E6R  C16  C15  C14  119.98  3.000
 E6R  C18  C17  C16  119.69  3.000
 E6R  C18  C17  C12  120.03  3.000
 E6R  C16  C17  C12  120.27  3.000
 E6R  H10  C21  H9   110.04  3.000
 E6R  H10  C21  H8   110.31  3.000
 E6R  H9   C21  H8   110.07  3.000
 E6R  H10  C21  S1   109.45  3.000
 E6R  H9   C21  S1   107.43  3.000
 E6R  H8   C21  S1   109.48  3.000
 E6R  H12  C22  H11  107.05  3.000
 E6R  H12  C22  O4   112.08  3.000
 E6R  H11  C22  O4   111.96  3.000
 E6R  H12  C22  C20  109.16  3.000
 E6R  H11  C22  C20  109.34  3.000
 E6R  O4   C22  C20  107.21  3.000
 E6R  S1   C1   C2   119.87  3.000
 E6R  S1   C1   C6   119.83  3.000
 E6R  C2   C1   C6   120.30  3.000
 E6R  H13  C2   C3   118.73  3.000
 E6R  H13  C2   C1   120.81  3.000
 E6R  C3   C2   C1   120.46  3.000
 E6R  H14  C3   C2   118.92  3.000
 E6R  H14  C3   C4   121.21  3.000
 E6R  C2   C3   C4   119.88  3.000
 E6R  H15  C9   N2   120.53  3.000
 E6R  H15  C9   C8   130.94  3.000
 E6R  N2   C9   C8   108.50  3.000
 E6R  C9   N2   C20  124.36  3.000
 E6R  C9   N2   C10  109.29  3.000
 E6R  C20  N2   C10  126.19  3.000
 E6R  C19  C11  C10  125.66  3.000
 E6R  C19  C11  C8   128.11  3.000
 E6R  C10  C11  C8   106.22  3.000
 E6R  C17  C12  C13  118.56  3.000
 E6R  C17  C12  C10  122.66  3.000
 E6R  C13  C12  C10  118.78  3.000
 E6R  H16  C14  C15  120.39  3.000
 E6R  H16  C14  C13  119.88  3.000
 E6R  C15  C14  C13  119.73  3.000
 E6R  H17  C16  C17  120.89  3.000
 E6R  H17  C16  C15  118.84  3.000
 E6R  C17  C16  C15  120.27  3.000
 E6R  H20  C19  H19  107.71  3.000
 E6R  H20  C19  H18  107.06  3.000
 E6R  H19  C19  H18  107.68  3.000
 E6R  H20  C19  C11  111.78  3.000
 E6R  H19  C19  C11  110.77  3.000
 E6R  H18  C19  C11  111.63  3.000
 E6R  O3   S1   O2   118.68  3.000
 E6R  O3   S1   C1   108.40  3.000
 E6R  O2   S1   C1   108.55  3.000
 E6R  O3   S1   C21  108.14  3.000
 E6R  C1   S1   C21  104.12  3.000
 E6R  O2   S1   C21  107.99  3.000
 E6R  H21  O4   C22  108.32  3.000
 E6R  H7   C20  H6   107.56  3.000
 E6R  H7   C20  N2   108.46  3.000
 E6R  H6   C20  N2   108.95  3.000
 E6R  H7   C20  C22  110.38  3.000
 E6R  H6   C20  C22  110.10  3.000
 E6R  N2   C20  C22  111.30  3.000
 E6R  F3   C18  F2   106.61  3.000
 E6R  F2   C18  F1   106.77  3.000
 E6R  F3   C18  F1   106.49  3.000
 E6R  F2   C18  C17  111.91  3.000
 E6R  F3   C18  C17  112.30  3.000
 E6R  F1   C18  C17  112.35  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
 E6R  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 E6R  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 E6R  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 E6R  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 E6R  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 E6R  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 E6R  CONST_07  C10  N2   C9   C8      0.00   0.0  0
 E6R  CONST_08  N2   C10  C11  C8      0.00   0.0  0
 E6R  CONST_09  C12  C10  C11  C8    180.00   0.0  0
 E6R  CONST_10  C9   C8   C11  C10     0.00   0.0  0
 E6R  CONST_11  C14  C13  C12  C10   180.00   0.0  0
 E6R  CONST_12  C16  C17  C12  C10   180.00   0.0  0
 E6R  CONST_13  C16  C15  C14  C13     0.00   0.0  0
 E6R  CONST_16  C16  C17  C12  C13     0.00   0.0  0
 E6R  CONST_17  C12  C13  C14  C15     0.00   0.0  0
 E6R  CONST_18  C12  C17  C16  C15     0.00   0.0  0
 E6R  CONST_19  C14  C13  C12  C17     0.00   0.0  0
 E6R  CONST_22  C14  C15  C16  C17     0.00   0.0  0
 E6R  CONST_23  C11  C10  N2   C9      0.00   0.0  0
 E6R  CONST_24  C12  C10  N2   C9    180.00   0.0  0
 E6R  CONST_25  C11  C8   C9   N2      0.00   0.0  0
 E6R  CONST_26  C2   C3   C4   N1    180.00   0.0  0
 E6R  CONST_27  C6   C5   C4   N1    180.00   0.0  0
 E6R  CONST_28  S1   C1   C6   C5    180.00   0.0  0
 E6R  CONST_29  N2   C9   C8   C7    180.00   0.0  0
 E6R  CONST_30  C10  C11  C8   C7    180.00   0.0  0
 E6R  CONST_31  C20  N2   C9   C8    180.00   0.0  0
 E6R  CONST_32  C18  C17  C12  C10     0.00   0.0  0
 E6R  CONST_33  C18  C17  C12  C13   180.00   0.0  0
 E6R  CONST_34  C18  C17  C16  C15   180.00   0.0  0
 E6R  CONST_35  C11  C10  N2   C20   180.00   0.0  0
 E6R  CONST_36  C12  C10  N2   C20     0.00   0.0  0
 E6R  CONST_37  S1   C1   C2   C3    180.00   0.0  0
 E6R  CONST_38  C19  C11  C8   C9    180.00   0.0  0
 E6R  CONST_39  C19  C11  C10  N2    180.00   0.0  0
 E6R  CONST_40  C19  C11  C10  C12     0.00   0.0  0
 E6R  CONST_41  H13  C2   C3   C4    180.00   0.0  0
 E6R  CONST_42  H3   C6   C5   C4    180.00   0.0  0
 E6R  CONST_43  H14  C3   C4   C5    180.00   0.0  0
 E6R  CONST_44  H15  C9   N2   C10   180.00   0.0  0
 E6R  CONST_45  H4   C13  C12  C10     0.00   0.0  0
 E6R  CONST_46  H5   C15  C14  C13   180.00   0.0  0
 E6R  CONST_47  H2   C5   C6   C1    180.00   0.0  0
 E6R  CONST_48  H16  C14  C13  C12   180.00   0.0  0
 E6R  CONST_49  H17  C16  C17  C12   180.00   0.0  0
 E6R  CONST_50  C8   C7   N1   C4    180.00   0.0  0
 E6R  CONST_51  C7   N1   C4   C5    180.00   0.0  0
 E6R  CONST_52  C3   C4   N1   C7      0.00   0.0  0
 E6R  CONST_53  H1   N1   C4   C5      0.00   0.0  0
 E6R  CONST_54  O1   C7   N1   C4      0.00   0.0  0
 E6R  Var_01    C9   C8   C7   N1    -21.62  30.0  2
 E6R  Var_02    O2   S1   C1   C6    -28.17  30.0  2
 E6R  Var_03    C22  C20  N2   C10    93.47  30.0  3
 E6R  Var_04    F1   C18  C17  C12   -55.38  30.0  2
 E6R  Var_05    H18  C19  C11  C8     66.44  30.0  2
 E6R  Var_06    O4   C22  C20  N2   -179.96  30.0  1
 E6R  Var_07    H8   C21  S1   C1     61.86  30.0  3

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
 E6R  plan-1  C7   0.020
 E6R  plan-1  C8   0.020
 E6R  plan-1  C10  0.020
 E6R  plan-1  C9   0.020
 E6R  plan-1  N2   0.020
 E6R  plan-1  C11  0.020
 E6R  plan-1  C12  0.020
 E6R  plan-1  C19  0.020
 E6R  plan-1  H15  0.020
 E6R  plan-1  C20  0.020
 E6R  plan-2  C10  0.020
 E6R  plan-2  C13  0.020
 E6R  plan-2  C15  0.020
 E6R  plan-2  C17  0.020
 E6R  plan-2  C12  0.020
 E6R  plan-2  C14  0.020
 E6R  plan-2  C16  0.020
 E6R  plan-2  H4   0.020
 E6R  plan-2  H5   0.020
 E6R  plan-2  H16  0.020
 E6R  plan-2  H17  0.020
 E6R  plan-2  C18  0.020
 E6R  plan-3  N1   0.020
 E6R  plan-3  C4   0.020
 E6R  plan-3  C5   0.020
 E6R  plan-3  C6   0.020
 E6R  plan-3  C1   0.020
 E6R  plan-3  C2   0.020
 E6R  plan-3  C3   0.020
 E6R  plan-3  S1   0.020
 E6R  plan-3  H2   0.020
 E6R  plan-3  H3   0.020
 E6R  plan-3  H13  0.020
 E6R  plan-3  H14  0.020
 E6R  plan-4  N1   0.020
 E6R  plan-4  C4   0.020
 E6R  plan-4  C7   0.020
 E6R  plan-4  C8   0.020
 E6R  plan-4  O1   0.020
 E6R  plan-4  H1   0.020

