# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 22:32:10 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 5-({[(3-chloro-4-fluorophenyl)sulfonyl]amino}methyl)-N-[(2-methyl-1,3-thiazol-5-yl)methyl]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1sc(CNC(=O)c2cnc(CN[S](=O)(=O)c3ccc(F)c(Cl)c3)cn2)cn1
#
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
 67R  67R  5-({[(3-chloro-4-fluorophenyl)sulfonyl]amino}methyl)-N-[(2-methyl-1,3-thiazol-5-yl)methyl]pyrazine-2-carboxamide  ligand  44  29  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_67R
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
 67R  C01  C   CR6   0   0.628  -6.5664   0.6511   1.6001
 67R  C02  C   CR6   0  -0.176  -6.0908   1.5530   0.6575
 67R  C03  C   CR16  0  -0.140  -5.1879   1.1274  -0.2987
 67R  C04  C   CR6   0  -0.193  -4.7794  -0.1997  -0.2917
 67R  C05  C   CR16  0  -0.211  -5.2589  -1.1014   0.6480
 67R  C06  C   CR16  0  -0.429  -6.1615  -0.6671   1.6050
 67R  C07  C   CH2   0  -0.293  -1.6745  -1.0930   0.3571
 67R  C08  C   CR6   0   0.123  -0.1745  -1.1433   0.3988
 67R  C09  C   CR16  0  -0.083   0.5435  -0.5360   1.4251
 67R  C10  C   CR6   0   0.111   2.4820  -1.2450   0.4999
 67R  C11  C   CR16  0  -0.063   1.7674  -1.8452  -0.5316
 67R  C12  C   C     0   0.556   3.9768  -1.3328   0.5278
 67R  C13  C   CH2   0  -0.277   6.0005  -0.7171   1.7250
 67R  C14  C   CR5   0  -0.362   6.7072   0.2629   0.8448
 67R  C15  C   CR15  0   0.003   7.3795   1.3812   1.2190
 67R  C16  C   CR5   0   0.024   7.7435   1.5637  -0.9396
 67R  C17  C   CH3   0  -0.701   8.2134   2.1200  -2.2376
 67R  N18  N   NC1   0  -0.752  -2.1022  -0.4063  -0.8526
 67R  N19  N   N     0  -0.306   1.8639  -0.5905   1.4713
 67R  N20  N   N     0  -0.368   0.4480  -1.7905  -0.5754
 67R  O21  O   O     0  -0.612   4.5885  -1.9359  -0.3428
 67R  N22  N   NH1   0  -0.585   4.5646  -0.7162   1.5555
 67R  S23  S   S2    0   0.302   6.8078   0.1092  -0.8706
 67R  N24  N   N     0  -0.446   7.9572   2.1067   0.2162
 67R  S25  S   S     0   1.385  -3.5837  -0.7305  -1.4916
 67R  O26  O   OS    0  -0.676  -3.6948  -2.1721  -1.6082
 67R  O27  O   OS    0  -0.668  -3.7079   0.1222  -2.6583
 67R  CL   CL  CL    0  -0.076  -6.6413   3.1793   0.6906
 67R  F29  F   F     0  -0.320  -7.4348   1.0716   2.5103
 67R  H1   H   HCR6  0   0.299  -4.8213   1.8283  -1.0366
 67R  H2   H   HCR6  0   0.299  -4.9482  -2.1365   0.6424
 67R  H3   H   HCR6  0   0.298  -6.5541  -1.3494   2.3467
 67R  H4   H   HCH2  0   0.323  -2.0475  -2.1175   0.3348
 67R  H5   H   HCH2  0   0.275  -2.0645  -0.6173   1.2609
 67R  H6   H   HCR6  0   0.266   0.0379   0.0008   2.2186
 67R  H7   H   HCR6  0   0.276   2.2728  -2.3772  -1.3271
 67R  H8   H   HCH2  0   0.296   6.3821  -1.7262   1.5623
 67R  H9   H   HCH2  0   0.298   6.2099  -0.4604   2.7620
 67R  H10  H   HCR5  0   0.285   7.4795   1.7112   2.2444
 67R  H11  H   HCH3  0   0.307   7.3799   2.5151  -2.8203
 67R  H12  H   HCH3  0   0.242   8.9168   2.9296  -2.0557
 67R  H13  H   HCH3  0   0.269   8.7066   1.3610  -2.8445
 67R  H14  H   HNC1  0   0.454  -1.8882   0.5856  -0.8660
 67R  H15  H   HNH1  0   0.418   3.9923  -0.2017   2.2073

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
 67R  C17  C16  single    1.488  0.020  1.488
 67R  CL   C02  single    1.717  0.020  1.717
 67R  C16  S23  aromatic  1.731  0.020  1.731
 67R  C16  N24  aromatic  1.295  0.020  1.295
 67R  S23  C14  aromatic  1.725  0.020  1.725
 67R  N24  C15  aromatic  1.366  0.020  1.366
 67R  C14  C15  aromatic  1.357  0.020  1.357
 67R  C14  C13  single    1.495  0.020  1.495
 67R  C02  C03  aromatic  1.382  0.020  1.382
 67R  C02  C01  aromatic  1.388  0.020  1.388
 67R  C03  C04  aromatic  1.389  0.020  1.389
 67R  O27  S25  double    1.450  0.020  1.450
 67R  C13  N22  single    1.446  0.020  1.446
 67R  N22  C12  single    1.335  0.020  1.335
 67R  N19  C09  aromatic  1.322  0.020  1.322
 67R  N19  C10  aromatic  1.324  0.020  1.324
 67R  C09  C08  aromatic  1.392  0.020  1.392
 67R  F29  C01  single    1.326  0.020  1.326
 67R  C01  C06  aromatic  1.379  0.020  1.379
 67R  C04  S25  single    1.775  0.020  1.775
 67R  C04  C05  aromatic  1.388  0.020  1.388
 67R  S25  O26  double    1.451  0.020  1.451
 67R  S25  N18  single    1.646  0.020  1.646
 67R  C12  C10  single    1.498  0.020  1.498
 67R  C12  O21  double    1.223  0.020  1.223
 67R  C10  C11  aromatic  1.391  0.020  1.391
 67R  C07  C08  single    1.501  0.020  1.501
 67R  C07  N18  single    1.455  0.020  1.455
 67R  C08  N20  aromatic  1.325  0.020  1.325
 67R  C06  C05  aromatic  1.385  0.020  1.385
 67R  C11  N20  aromatic  1.321  0.020  1.321
 67R  C03  H1   single    0.930  0.020  1.080
 67R  C05  H2   single    0.930  0.020  1.080
 67R  C06  H3   single    0.930  0.020  1.080
 67R  C07  H4   single    0.970  0.020  1.090
 67R  C07  H5   single    0.970  0.020  1.090
 67R  C09  H6   single    0.930  0.020  1.080
 67R  C11  H7   single    0.930  0.020  1.080
 67R  C13  H8   single    0.970  0.020  1.090
 67R  C13  H9   single    0.970  0.020  1.090
 67R  C15  H10  single    0.930  0.020  1.080
 67R  C17  H11  single    0.970  0.020  1.090
 67R  C17  H12  single    0.970  0.020  1.090
 67R  C17  H13  single    0.970  0.020  1.090
 67R  N18  H14  single    0.890  0.020  1.040
 67R  N22  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
 67R  F29  C01  C06  119.52  3.000
 67R  C06  C01  C02  121.52  3.000
 67R  F29  C01  C02  118.96  3.000
 67R  CL   C02  C03  120.95  3.000
 67R  C03  C02  C01  119.56  3.000
 67R  CL   C02  C01  119.49  3.000
 67R  H1   C03  C04  121.54  3.000
 67R  H1   C03  C02  119.58  3.000
 67R  C04  C03  C02  118.88  3.000
 67R  S25  C04  C05  119.75  3.000
 67R  C05  C04  C03  121.52  3.000
 67R  S25  C04  C03  118.72  3.000
 67R  H2   C05  C06  119.41  3.000
 67R  H2   C05  C04  121.29  3.000
 67R  C06  C05  C04  119.29  3.000
 67R  H3   C06  C05  120.84  3.000
 67R  H3   C06  C01  119.93  3.000
 67R  C05  C06  C01  119.24  3.000
 67R  H5   C07  H4   107.67  3.000
 67R  H5   C07  N18  112.15  3.000
 67R  H4   C07  N18  109.01  3.000
 67R  H5   C07  C08  110.36  3.000
 67R  H4   C07  C08  108.11  3.000
 67R  N18  C07  C08  109.42  3.000
 67R  N20  C08  C09  120.86  3.000
 67R  N20  C08  C07  117.73  3.000
 67R  C09  C08  C07  121.42  3.000
 67R  H6   C09  N19  117.44  3.000
 67R  H6   C09  C08  121.03  3.000
 67R  N19  C09  C08  121.53  3.000
 67R  N19  C10  C12  118.76  3.000
 67R  C12  C10  C11  120.08  3.000
 67R  N19  C10  C11  121.16  3.000
 67R  H7   C11  N20  117.54  3.000
 67R  H7   C11  C10  121.15  3.000
 67R  N20  C11  C10  121.31  3.000
 67R  N22  C12  O21  123.75  3.000
 67R  O21  C12  C10  120.98  3.000
 67R  N22  C12  C10  115.26  3.000
 67R  H9   C13  H8   107.03  3.000
 67R  H9   C13  N22  107.61  3.000
 67R  H8   C13  N22  109.30  3.000
 67R  H9   C13  C14  108.38  3.000
 67R  H8   C13  C14  110.68  3.000
 67R  N22  C13  C14  113.58  3.000
 67R  S23  C14  C15  108.58  3.000
 67R  C15  C14  C13  127.72  3.000
 67R  S23  C14  C13  123.69  3.000
 67R  H10  C15  N24  119.65  3.000
 67R  H10  C15  C14  123.95  3.000
 67R  N24  C15  C14  116.40  3.000
 67R  N24  C16  S23  113.96  3.000
 67R  N24  C16  C17  124.73  3.000
 67R  S23  C16  C17  121.30  3.000
 67R  H13  C17  H12  108.60  3.000
 67R  H13  C17  H11  107.49  3.000
 67R  H12  C17  H11  108.29  3.000
 67R  H13  C17  C16  111.61  3.000
 67R  H12  C17  C16  109.66  3.000
 67R  H11  C17  C16  111.10  3.000
 67R  H14  N18  S25  112.16  3.000
 67R  H14  N18  C07  114.22  3.000
 67R  S25  N18  C07  119.63  3.000
 67R  C10  N19  C09  117.43  3.000
 67R  C11  N20  C08  117.71  3.000
 67R  H15  N22  C13  119.22  3.000
 67R  H15  N22  C12  118.90  3.000
 67R  C13  N22  C12  121.82  3.000
 67R  C16  S23  C14   89.79  3.000
 67R  C16  N24  C15  111.27  3.000
 67R  O27  S25  O26  120.86  3.000
 67R  O26  S25  N18  107.21  3.000
 67R  O27  S25  N18  105.88  3.000
 67R  N18  S25  C04  106.56  3.000
 67R  O26  S25  C04  107.45  3.000
 67R  O27  S25  C04  108.08  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
 67R  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 67R  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 67R  CONST_03  C05  C04  C03  C02    0.00   0.0  0
 67R  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 67R  CONST_05  C06  C01  C02  C03    0.00   0.0  0
 67R  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 67R  CONST_07  C10  N19  C09  C08    0.00   0.0  0
 67R  CONST_08  C10  C11  N20  C08    0.00   0.0  0
 67R  CONST_09  C11  C10  N19  C09    0.00   0.0  0
 67R  CONST_10  C11  N20  C08  C09    0.00   0.0  0
 67R  CONST_11  N24  C16  S23  C14    0.00   0.0  0
 67R  CONST_12  C16  N24  C15  C14    0.00   0.0  0
 67R  CONST_13  S23  C16  N24  C15    0.00   0.0  0
 67R  CONST_14  C16  S23  C14  C15    0.00   0.0  0
 67R  CONST_15  N20  C08  C09  N19    0.00   0.0  0
 67R  CONST_16  N20  C11  C10  N19    0.00   0.0  0
 67R  CONST_17  N24  C15  C14  S23    0.00   0.0  0
 67R  CONST_18  S25  C04  C03  C02  180.00   0.0  0
 67R  CONST_19  F29  C01  C02  C03  180.00   0.0  0
 67R  CONST_20  CL   C02  C03  C04  180.00   0.0  0
 67R  CONST_21  F29  C01  C06  C05  180.00   0.0  0
 67R  CONST_22  CL   C02  C01  C06  180.00   0.0  0
 67R  CONST_23  S25  C04  C05  C06  180.00   0.0  0
 67R  CONST_24  N19  C09  C08  C07  180.00   0.0  0
 67R  CONST_25  C11  N20  C08  C07  180.00   0.0  0
 67R  CONST_26  C12  C10  N19  C09  180.00   0.0  0
 67R  CONST_27  N20  C11  C10  C12  180.00   0.0  0
 67R  CONST_28  C16  S23  C14  C13  180.00   0.0  0
 67R  CONST_29  N24  C15  C14  C13  180.00   0.0  0
 67R  CONST_30  C17  C16  S23  C14  180.00   0.0  0
 67R  CONST_31  C17  C16  N24  C15  180.00   0.0  0
 67R  CONST_32  H1   C03  C02  C01  180.00   0.0  0
 67R  CONST_33  H2   C05  C06  C01  180.00   0.0  0
 67R  CONST_34  H3   C06  C01  C02  180.00   0.0  0
 67R  CONST_35  H7   C11  N20  C08  180.00   0.0  0
 67R  CONST_36  H6   C09  N19  C10  180.00   0.0  0
 67R  CONST_37  H10  C15  N24  C16  180.00   0.0  0
 67R  CONST_38  C13  N22  C12  C10  180.00   0.0  0
 67R  CONST_39  H15  N22  C12  C10    0.00   0.0  0
 67R  CONST_40  O21  C12  N22  C13    0.00   0.0  0
 67R  Var_01    O27  S25  C04  C03  -27.39  30.0  2
 67R  Var_02    N18  C07  C08  C09  118.59  30.0  2
 67R  Var_03    N22  C12  C10  C11  179.61  30.0  2
 67R  Var_04    N22  C13  C14  C15  112.62  30.0  2
 67R  Var_05    H11  C17  C16  S23   69.87  30.0  2
 67R  Var_06    C07  N18  S25  C04   64.12  30.0  3
 67R  Var_07    S25  N18  C07  C08  154.38  30.0  3
 67R  Var_08    C14  C13  N22  C12   78.65  30.0  1

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
 67R  plan-1  C13  0.020
 67R  plan-1  C14  0.020
 67R  plan-1  C15  0.020
 67R  plan-1  C16  0.020
 67R  plan-1  C17  0.020
 67R  plan-1  S23  0.020
 67R  plan-1  N24  0.020
 67R  plan-1  H10  0.020
 67R  plan-2  C01  0.020
 67R  plan-2  C02  0.020
 67R  plan-2  C03  0.020
 67R  plan-2  C04  0.020
 67R  plan-2  C05  0.020
 67R  plan-2  C06  0.020
 67R  plan-2  S25  0.020
 67R  plan-2  CL   0.020
 67R  plan-2  F29  0.020
 67R  plan-2  H1   0.020
 67R  plan-2  H2   0.020
 67R  plan-2  H3   0.020
 67R  plan-3  C07  0.020
 67R  plan-3  C08  0.020
 67R  plan-3  C09  0.020
 67R  plan-3  C10  0.020
 67R  plan-3  C11  0.020
 67R  plan-3  C12  0.020
 67R  plan-3  N19  0.020
 67R  plan-3  N20  0.020
 67R  plan-3  H6   0.020
 67R  plan-3  H7   0.020
 67R  plan-4  C10  0.020
 67R  plan-4  C12  0.020
 67R  plan-4  C13  0.020
 67R  plan-4  O21  0.020
 67R  plan-4  N22  0.020
 67R  plan-4  H15  0.020

