# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 09:36:47 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: 5-bromo-3-chloro-N-(1-cyclopentyl-2-methyl-1H-imidazol-4-yl)-2-hydroxybenzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc(N[S](=O)(=O)c2cc(Br)cc(Cl)c2O)cn1C3CCCC3
#
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
 Q8S  Q8S  5-bromo-3-chloro-N-(1-cyclopentyl-2-methyl-1H-imidazol-4-yl)-2-hydroxybenzene-1-sulfonamide  ligand  41  24  .  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_Q8S
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
 Q8S  C10  C   CH2   0  -0.449  -11.4889  2.0443  -11.6674
 Q8S  C13  C   CH2   0  -0.454  -12.1071  1.5266  -13.9178
 Q8S  C01  C   CR16  0  -0.171   -6.0464  6.5550  -16.0114
 Q8S  C02  C   CR6   0  -0.134   -6.6561  5.8833  -14.9588
 Q8S  C03  C   CR16  0  -0.186   -7.8767  6.3012  -14.4747
 Q8S  C04  C   CR6   0  -0.325   -8.5050  7.3938  -15.0654
 Q8S  C05  C   CR6   0   0.463   -7.9217  8.1007  -16.1240
 Q8S  C06  C   CR6   0  -0.139   -6.6730  7.6496  -16.5712
 Q8S  C07  C   CR15  0  -0.078  -11.1633  4.5107  -14.3593
 Q8S  C08  C   CR5   0   0.231  -10.8519  5.3773  -15.3639
 Q8S  C09  C   CR5   0   0.450   -9.9850  3.5207  -15.9272
 Q8S  C11  C   CH2   0  -0.466  -10.2227  2.2442  -12.5011
 Q8S  C12  C   CH1   0  -0.103  -10.6687  2.0848  -13.9741
 Q8S  C14  C   CH2   0  -0.447  -12.2844  1.0302  -12.4846
 Q8S  N01  N   NC1   0  -0.789  -11.1445  6.7521  -15.4140
 Q8S  N02  N   NR5   0  -0.445  -10.5913  3.3264  -14.7283
 Q8S  N03  N   N     0  -0.447  -10.1223  4.7612  -16.3305
 Q8S  O01  O   OH1   0  -0.593   -8.4506  9.1547  -16.7296
 Q8S  O02  O   OS    0  -0.617  -10.2802  7.3811  -13.1479
 Q8S  O03  O   OS    0  -0.667  -10.4845  9.1111  -14.9691
 Q8S  S01  S   S     0   1.368  -10.1547  7.7521  -14.5399
 Q8S  CL1  CL  CL    0  -0.073   -5.9155  8.4998  -17.8628
 Q8S  H1   H   HCH2  0   0.225  -12.0504  2.9803  -11.5926
 Q8S  H2   H   HCH2  0   0.242  -11.2748  1.7123  -10.6513
 Q8S  H3   H   HCH2  0   0.244  -12.8199  2.3314  -14.1156
 Q8S  H4   H   HCH2  0   0.253  -12.2756  0.7574  -14.6717
 Q8S  H8   H   HCR6  0   0.313   -5.0857  6.2405  -16.3960
 Q8S  H9   H   HCR6  0   0.310   -8.3515  5.7828  -13.6528
 Q8S  H10  H   HCR5  0   0.304  -11.7194  4.6412  -13.4464
 Q8S  H11  H   HCH2  0   0.254   -9.4983  1.4624  -12.2667
 Q8S  H12  H   HCH2  0   0.249   -9.7277  3.1990  -12.3201
 Q8S  H13  H   HCH1  0   0.288  -10.0119  1.3819  -14.4827
 Q8S  H14  H   HCH2  0   0.240  -13.3333  0.9663  -12.1935
 Q8S  H15  H   HCH2  0   0.227  -11.8522  0.0329  -12.3655
 Q8S  H16  H   HNC1  0   0.421  -11.3357  7.1157  -16.3429
 Q8S  H17  H   HOH1  0   0.490   -9.2543  9.4539  -16.2640
 Q8S  C15  C   CH3   0  -0.764   -9.2373  2.4654  -16.6591
 Q8S  BR1  BR  BR    0  -0.013   -5.8155  4.3813  -14.1995
 Q8S  H5   H   HCH3  0   0.272   -8.9036  2.8658  -17.6131
 Q8S  H6   H   HCH3  0   0.258   -8.3548  2.1421  -16.1042
 Q8S  H7   H   HCH3  0   0.260   -9.8457  1.5822  -16.8562

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
 Q8S  CL1  C06  single    1.722  0.020  1.722
 Q8S  O01  C05  single    1.326  0.020  1.326
 Q8S  C06  C05  aromatic  1.401  0.020  1.401
 Q8S  C06  C01  aromatic  1.380  0.020  1.380
 Q8S  C15  C09  single    1.486  0.020  1.486
 Q8S  N03  C09  aromatic  1.312  0.020  1.312
 Q8S  N03  C08  aromatic  1.359  0.020  1.359
 Q8S  C05  C04  aromatic  1.400  0.020  1.400
 Q8S  C01  C02  aromatic  1.390  0.020  1.390
 Q8S  C09  N02  aromatic  1.357  0.020  1.357
 Q8S  N01  C08  single    1.406  0.020  1.406
 Q8S  N01  S01  single    1.656  0.020  1.656
 Q8S  C08  C07  aromatic  1.363  0.020  1.363
 Q8S  C04  S01  single    1.768  0.020  1.768
 Q8S  C04  C03  aromatic  1.392  0.020  1.392
 Q8S  C02  C03  aromatic  1.378  0.020  1.378
 Q8S  C02  BR1  single    1.881  0.020  1.881
 Q8S  N02  C07  aromatic  1.366  0.020  1.366
 Q8S  N02  C12  single    1.455  0.020  1.455
 Q8S  O03  S01  double    1.463  0.020  1.463
 Q8S  S01  O02  double    1.446  0.020  1.446
 Q8S  C13  C12  single    1.544  0.020  1.544
 Q8S  C13  C14  single    1.527  0.020  1.527
 Q8S  C12  C11  single    1.547  0.020  1.547
 Q8S  C14  C10  single    1.526  0.020  1.526
 Q8S  C11  C10  single    1.529  0.020  1.529
 Q8S  C10  H1   single    0.970  0.020  1.090
 Q8S  C10  H2   single    0.970  0.020  1.090
 Q8S  C13  H3   single    0.970  0.020  1.090
 Q8S  C13  H4   single    0.970  0.020  1.090
 Q8S  C15  H5   single    0.970  0.020  1.090
 Q8S  C15  H6   single    0.970  0.020  1.090
 Q8S  C15  H7   single    0.970  0.020  1.090
 Q8S  C01  H8   single    0.930  0.020  1.080
 Q8S  C03  H9   single    0.930  0.020  1.080
 Q8S  C07  H10  single    0.930  0.020  1.080
 Q8S  C11  H11  single    0.970  0.020  1.090
 Q8S  C11  H12  single    0.970  0.020  1.090
 Q8S  C12  H13  single    0.970  0.020  1.090
 Q8S  C14  H14  single    0.970  0.020  1.090
 Q8S  C14  H15  single    0.970  0.020  1.090
 Q8S  N01  H16  single    0.890  0.020  1.040
 Q8S  O01  H17  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
 Q8S  H2   C10  H1   107.31  3.000
 Q8S  H2   C10  C14  113.52  3.000
 Q8S  H1   C10  C14  109.73  3.000
 Q8S  H2   C10  C11  112.67  3.000
 Q8S  H1   C10  C11  110.51  3.000
 Q8S  C14  C10  C11  103.09  3.000
 Q8S  H4   C13  H3   107.07  3.000
 Q8S  H4   C13  C14  113.69  3.000
 Q8S  H3   C13  C14  109.47  3.000
 Q8S  H4   C13  C12  111.96  3.000
 Q8S  H3   C13  C12  109.56  3.000
 Q8S  C14  C13  C12  105.06  3.000
 Q8S  H8   C01  C06  119.33  3.000
 Q8S  H8   C01  C02  121.23  3.000
 Q8S  C06  C01  C02  119.44  3.000
 Q8S  BR1  C02  C03  119.74  3.000
 Q8S  BR1  C02  C01  119.71  3.000
 Q8S  C03  C02  C01  120.54  3.000
 Q8S  H9   C03  C04  120.04  3.000
 Q8S  H9   C03  C02  120.69  3.000
 Q8S  C04  C03  C02  119.26  3.000
 Q8S  S01  C04  C05  120.74  3.000
 Q8S  S01  C04  C03  117.01  3.000
 Q8S  C05  C04  C03  121.94  3.000
 Q8S  O01  C05  C06  117.76  3.000
 Q8S  C06  C05  C04  116.75  3.000
 Q8S  O01  C05  C04  125.49  3.000
 Q8S  CL1  C06  C05  118.20  3.000
 Q8S  C05  C06  C01  122.05  3.000
 Q8S  CL1  C06  C01  119.75  3.000
 Q8S  H10  C07  N02  123.39  3.000
 Q8S  H10  C07  C08  131.75  3.000
 Q8S  N02  C07  C08  104.86  3.000
 Q8S  N03  C08  N01  121.98  3.000
 Q8S  N01  C08  C07  126.89  3.000
 Q8S  N03  C08  C07  111.02  3.000
 Q8S  N03  C09  N02  111.11  3.000
 Q8S  N02  C09  C15  123.92  3.000
 Q8S  N03  C09  C15  124.95  3.000
 Q8S  H12  C11  H11  106.87  3.000
 Q8S  H12  C11  C12  112.27  3.000
 Q8S  H11  C11  C12  108.79  3.000
 Q8S  H12  C11  C10  113.57  3.000
 Q8S  H11  C11  C10  109.81  3.000
 Q8S  C12  C11  C10  105.48  3.000
 Q8S  H13  C12  N02  106.07  3.000
 Q8S  H13  C12  C11  109.73  3.000
 Q8S  N02  C12  C11  112.97  3.000
 Q8S  H13  C12  C13  110.23  3.000
 Q8S  C11  C12  C13  105.73  3.000
 Q8S  N02  C12  C13  112.15  3.000
 Q8S  H15  C14  H14  107.32  3.000
 Q8S  H15  C14  C13  110.66  3.000
 Q8S  H14  C14  C13  112.41  3.000
 Q8S  H15  C14  C10  109.98  3.000
 Q8S  H14  C14  C10  113.42  3.000
 Q8S  C13  C14  C10  103.06  3.000
 Q8S  H16  N01  S01  112.27  3.000
 Q8S  H16  N01  C08  114.94  3.000
 Q8S  S01  N01  C08  116.55  3.000
 Q8S  C12  N02  C09  127.14  3.000
 Q8S  C12  N02  C07  125.28  3.000
 Q8S  C09  N02  C07  107.55  3.000
 Q8S  C09  N03  C08  105.45  3.000
 Q8S  H17  O01  C05  110.76  3.000
 Q8S  O03  S01  O02  120.09  3.000
 Q8S  O02  S01  N01  107.53  3.000
 Q8S  O03  S01  N01  105.74  3.000
 Q8S  O02  S01  C04  108.37  3.000
 Q8S  O03  S01  C04  108.15  3.000
 Q8S  N01  S01  C04  106.16  3.000
 Q8S  H7   C15  H6   107.65  3.000
 Q8S  H7   C15  H5   108.12  3.000
 Q8S  H6   C15  H5   107.88  3.000
 Q8S  H7   C15  C09  112.54  3.000
 Q8S  H6   C15  C09  111.51  3.000
 Q8S  H5   C15  C09  108.98  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
 Q8S  CONST_01  C04  C05  C06  C01    0.00   0.0  0
 Q8S  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 Q8S  CONST_03  C05  C06  C01  C02    0.00   0.0  0
 Q8S  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 Q8S  CONST_05  C06  C05  C04  C03    0.00   0.0  0
 Q8S  CONST_06  C06  C01  C02  C03    0.00   0.0  0
 Q8S  CONST_07  C09  N03  C08  C07    0.00   0.0  0
 Q8S  CONST_08  N03  C09  N02  C07    0.00   0.0  0
 Q8S  CONST_09  N02  C09  N03  C08    0.00   0.0  0
 Q8S  CONST_10  C09  N02  C07  C08    0.00   0.0  0
 Q8S  CONST_11  N03  C08  C07  N02    0.00   0.0  0
 Q8S  CONST_12  C12  N02  C07  C08  180.00   0.0  0
 Q8S  CONST_13  N03  C09  N02  C12  180.00   0.0  0
 Q8S  CONST_14  C08  N03  C09  C15  180.00   0.0  0
 Q8S  CONST_15  C07  N02  C09  C15  180.00   0.0  0
 Q8S  CONST_16  C12  N02  C09  C15    0.00   0.0  0
 Q8S  CONST_17  O01  C05  C06  C01  180.00   0.0  0
 Q8S  CONST_18  CL1  C06  C01  C02  180.00   0.0  0
 Q8S  CONST_19  S01  C04  C03  C02  180.00   0.0  0
 Q8S  CONST_20  O01  C05  C04  C03  180.00   0.0  0
 Q8S  CONST_21  CL1  C06  C05  C04  180.00   0.0  0
 Q8S  CONST_22  BR1  C02  C03  C04  180.00   0.0  0
 Q8S  CONST_23  S01  C04  C05  C06  180.00   0.0  0
 Q8S  CONST_24  BR1  C02  C01  C06  180.00   0.0  0
 Q8S  CONST_25  N01  C08  N03  C09  180.00   0.0  0
 Q8S  CONST_26  N02  C07  C08  N01  180.00   0.0  0
 Q8S  CONST_27  H9   C03  C02  C01  180.00   0.0  0
 Q8S  CONST_28  H8   C01  C02  C03  180.00   0.0  0
 Q8S  CONST_29  H10  C07  N02  C09  180.00   0.0  0
 Q8S  Var_01    C12  C13  C14  C10   35.57  30.0  1
 Q8S  Var_02    C11  C10  C14  C13  -42.32  30.0  1
 Q8S  Var_03    C14  C10  C11  C12   32.81  30.0  1
 Q8S  Var_04    N01  S01  C04  C03  -82.84  30.0  2
 Q8S  Var_05    C08  N01  S01  C04   53.91  30.0  1
 Q8S  Var_06    H5   C15  C09  N02  176.73  30.0  2

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
 Q8S  chir_01  C12  N02  C13  C11  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
 Q8S  plan-1  C07  0.020
 Q8S  plan-1  C08  0.020
 Q8S  plan-1  C09  0.020
 Q8S  plan-1  C12  0.020
 Q8S  plan-1  N01  0.020
 Q8S  plan-1  N02  0.020
 Q8S  plan-1  N03  0.020
 Q8S  plan-1  H10  0.020
 Q8S  plan-1  C15  0.020
 Q8S  plan-2  C01  0.020
 Q8S  plan-2  C02  0.020
 Q8S  plan-2  C03  0.020
 Q8S  plan-2  C04  0.020
 Q8S  plan-2  C05  0.020
 Q8S  plan-2  C06  0.020
 Q8S  plan-2  O01  0.020
 Q8S  plan-2  S01  0.020
 Q8S  plan-2  CL1  0.020
 Q8S  plan-2  H8   0.020
 Q8S  plan-2  H9   0.020
 Q8S  plan-2  BR1  0.020
 Q8S  plan-3  C08  0.020
 Q8S  plan-3  N01  0.020
 Q8S  plan-3  S01  0.020
 Q8S  plan-3  H16  0.020

