# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jul  9 17:43:48 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 7-bromo-2-pyridin-4-yl-5H-thieno[3,2-c]pyridin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: BrC1=CNC(=O)c2cc(sc12)c3ccncc3
#
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
 ZRL  ZRL  7-bromo-2-pyridin-4-yl-5H-thieno[3,2-c]pyridin-4-one  ligand  24  17  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZRL
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
 ZRL  C3   C   CR16  0   0.057  -3.0115   1.1881  -0.0272
 ZRL  C2   C   CR6   0  -0.298  -2.2250   0.0856  -0.0435
 ZRL  C11  C   CR56  0  -0.048  -0.8264   0.2875  -0.0253
 ZRL  C7   C   CR56  0  -0.012  -0.2767   1.5589   0.0078
 ZRL  C5   C   CR6   0   0.539  -1.1203   2.7330   0.0271
 ZRL  O6   O   OC    0  -0.468  -0.7249   3.8885   0.0591
 ZRL  C9   C   CR5   0  -0.206   1.6505   0.2759  -0.0042
 ZRL  C12  C   CR6   0   0.257   3.0508  -0.1305  -0.0007
 ZRL  C13  C   CR16  0  -0.398   3.4366  -1.4693   0.0585
 ZRL  C14  C   CR16  0  -0.056   4.7850  -1.7875   0.0602
 ZRL  C8   C   CR15  0  -0.249   1.1397   1.5393   0.0202
 ZRL  N15  N   N     0  -0.407   5.7564  -0.8852   0.0083
 ZRL  C16  C   CR16  0  -0.056   5.3905   0.3917  -0.0488
 ZRL  N4   N   NR16  0  -0.680  -2.4673   2.4310   0.0055
 ZRL  C17  C   CR16  0  -0.404   4.0745   0.8173  -0.0570
 ZRL  S10  S   S2    0   0.288   0.3839  -0.9214  -0.0415
 ZRL  BR1  BR  BR    0   0.002  -2.9357  -1.6432  -0.0898
 ZRL  H13  H   HCR6  0   0.272   2.7136  -2.2734   0.1089
 ZRL  H14  H   HCR6  0   0.271   5.0870  -2.8276   0.1071
 ZRL  H17  H   HCR6  0   0.272   3.8656   1.8767  -0.1097
 ZRL  H16  H   HCR6  0   0.271   6.1882   1.1241  -0.0943
 ZRL  H8   H   HCR5  0   0.283   1.7457   2.4337   0.0447
 ZRL  H3   H   HCR6  0   0.337  -4.0906   1.1463  -0.0383
 ZRL  H4   H   HNR6  0   0.435  -3.1050   3.2161   0.0161

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
 ZRL  C13  C14  aromatic  1.385  0.020  1.385
 ZRL  C13  C12  aromatic  1.395  0.020  1.395
 ZRL  C17  C16  aromatic  1.383  0.020  1.383
 ZRL  C17  C12  aromatic  1.396  0.020  1.396
 ZRL  C8   C7   aromatic  1.417  0.020  1.417
 ZRL  C8   C9   aromatic  1.363  0.020  1.363
 ZRL  C14  N15  aromatic  1.327  0.020  1.327
 ZRL  C16  N15  aromatic  1.330  0.020  1.330
 ZRL  C12  C9   single    1.458  0.020  1.458
 ZRL  C7   C11  aromatic  1.386  0.020  1.386
 ZRL  C7   C5   aromatic  1.446  0.020  1.446
 ZRL  C9   S10  aromatic  1.743  0.020  1.743
 ZRL  C11  C2   aromatic  1.413  0.020  1.413
 ZRL  C11  S10  aromatic  1.711  0.020  1.711
 ZRL  C3   C2   aromatic  1.354  0.020  1.354
 ZRL  C3   N4   aromatic  1.357  0.020  1.357
 ZRL  C5   N4   aromatic  1.381  0.020  1.381
 ZRL  C5   O6   aromatic  1.222  0.020  1.222
 ZRL  C2   BR1  aromatic  1.870  0.020  1.870
 ZRL  C13  H13  single    0.930  0.020  1.080
 ZRL  C14  H14  aromatic  0.930  0.020  1.080
 ZRL  C17  H17  single    0.930  0.020  1.080
 ZRL  C16  H16  single    0.930  0.020  1.080
 ZRL  C8   H8   aromatic  0.930  0.020  1.080
 ZRL  C3   H3   aromatic  0.930  0.020  1.080
 ZRL  N4   H4   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
 ZRL  H3   C3   N4   115.87  3.000
 ZRL  H3   C3   C2   123.27  3.000
 ZRL  N4   C3   C2   120.86  3.000
 ZRL  BR1  C2   C11  120.57  3.000
 ZRL  BR1  C2   C3   122.15  3.000
 ZRL  C11  C2   C3   117.28  3.000
 ZRL  S10  C11  C7   111.59  3.000
 ZRL  S10  C11  C2   126.80  3.000
 ZRL  C7   C11  C2   121.60  3.000
 ZRL  C8   C7   C5   126.48  3.000
 ZRL  C5   C7   C11  120.93  3.000
 ZRL  C8   C7   C11  112.59  3.000
 ZRL  N4   C5   O6   121.54  3.000
 ZRL  O6   C5   C7   125.42  3.000
 ZRL  N4   C5   C7   113.05  3.000
 ZRL  S10  C9   C8   111.39  3.000
 ZRL  S10  C9   C12  120.43  3.000
 ZRL  C8   C9   C12  128.19  3.000
 ZRL  C17  C12  C13  116.78  3.000
 ZRL  C17  C12  C9   120.99  3.000
 ZRL  C13  C12  C9   122.23  3.000
 ZRL  H13  C13  C14  118.64  3.000
 ZRL  H13  C13  C12  122.03  3.000
 ZRL  C14  C13  C12  119.32  3.000
 ZRL  H14  C14  N15  116.75  3.000
 ZRL  H14  C14  C13  119.44  3.000
 ZRL  N15  C14  C13  123.81  3.000
 ZRL  H8   C8   C9   123.88  3.000
 ZRL  H8   C8   C7   123.33  3.000
 ZRL  C9   C8   C7   112.80  3.000
 ZRL  C16  N15  C14  116.95  3.000
 ZRL  H16  C16  C17  119.48  3.000
 ZRL  H16  C16  N15  116.63  3.000
 ZRL  C17  C16  N15  123.90  3.000
 ZRL  H4   N4   C5   116.44  3.000
 ZRL  H4   N4   C3   117.28  3.000
 ZRL  C5   N4   C3   126.29  3.000
 ZRL  H17  C17  C16  119.06  3.000
 ZRL  H17  C17  C12  121.70  3.000
 ZRL  C16  C17  C12  119.24  3.000
 ZRL  C9   S10  C11   91.63  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
 ZRL  CONST_01  C7   C11  C2   C3     0.00  0.0  0
 ZRL  CONST_02  S10  C11  C2   C3   180.00  0.0  0
 ZRL  CONST_03  C7   C5   N4   C3     0.00  0.0  0
 ZRL  CONST_04  C8   C7   C11  C2   180.00  0.0  0
 ZRL  CONST_05  C5   C7   C11  C2     0.00  0.0  0
 ZRL  CONST_06  C9   S10  C11  C2   180.00  0.0  0
 ZRL  CONST_07  C5   N4   C3   C2     0.00  0.0  0
 ZRL  CONST_08  C9   C8   C7   C11    0.00  0.0  0
 ZRL  CONST_09  N4   C5   C7   C11    0.00  0.0  0
 ZRL  CONST_10  N4   C3   C2   C11    0.00  0.0  0
 ZRL  CONST_11  C8   C9   S10  C11    0.00  0.0  0
 ZRL  CONST_12  C12  C9   S10  C11  180.00  0.0  0
 ZRL  CONST_13  C12  C9   C8   C7   180.00  0.0  0
 ZRL  CONST_14  S10  C9   C8   C7     0.00  0.0  0
 ZRL  CONST_15  C9   S10  C11  C7     0.00  0.0  0
 ZRL  CONST_16  C9   C8   C7   C5   180.00  0.0  0
 ZRL  CONST_17  S10  C11  C7   C5   180.00  0.0  0
 ZRL  CONST_18  C14  C13  C12  C9   180.00  0.0  0
 ZRL  CONST_19  C16  C17  C12  C9   180.00  0.0  0
 ZRL  CONST_20  N15  C14  C13  C12    0.00  0.0  0
 ZRL  CONST_21  N15  C16  C17  C12    0.00  0.0  0
 ZRL  CONST_22  C16  N15  C14  C13    0.00  0.0  0
 ZRL  CONST_23  C16  C17  C12  C13    0.00  0.0  0
 ZRL  CONST_24  C8   C9   C12  C13  180.00  0.0  0
 ZRL  CONST_25  S10  C9   C12  C13    0.00  0.0  0
 ZRL  CONST_26  C17  C12  C13  C14    0.00  0.0  0
 ZRL  CONST_27  C17  C16  N15  C14    0.00  0.0  0
 ZRL  CONST_28  S10  C11  C7   C8     0.00  0.0  0
 ZRL  CONST_29  N4   C5   C7   C8   180.00  0.0  0
 ZRL  CONST_30  C17  C12  C9   C8     0.00  0.0  0
 ZRL  CONST_31  S10  C9   C12  C17  180.00  0.0  0
 ZRL  CONST_32  O6   C5   N4   C3   180.00  0.0  0
 ZRL  CONST_33  O6   C5   C7   C11  180.00  0.0  0
 ZRL  CONST_34  BR1  C2   C11  C7   180.00  0.0  0
 ZRL  CONST_35  C8   C7   C5   O6     0.00  0.0  0
 ZRL  CONST_36  BR1  C2   C3   N4   180.00  0.0  0
 ZRL  CONST_37  BR1  C2   C11  S10    0.00  0.0  0
 ZRL  CONST_38  H8   C8   C7   C11  180.00  0.0  0
 ZRL  CONST_39  H3   C3   C2   C11  180.00  0.0  0
 ZRL  CONST_40  H14  C14  C13  C12  180.00  0.0  0
 ZRL  CONST_41  H4   N4   C3   C2   180.00  0.0  0
 ZRL  CONST_42  H13  C13  C12  C9     0.00  0.0  0
 ZRL  CONST_43  H17  C17  C12  C9     0.00  0.0  0
 ZRL  CONST_44  H16  C16  C17  C12  180.00  0.0  0

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
 ZRL  plan-1  C9   0.020
 ZRL  plan-1  C12  0.020
 ZRL  plan-1  C13  0.020
 ZRL  plan-1  C14  0.020
 ZRL  plan-1  N15  0.020
 ZRL  plan-1  C16  0.020
 ZRL  plan-1  C17  0.020
 ZRL  plan-1  H13  0.020
 ZRL  plan-1  H14  0.020
 ZRL  plan-1  H17  0.020
 ZRL  plan-1  H16  0.020
 ZRL  plan-2  C3   0.020
 ZRL  plan-2  C2   0.020
 ZRL  plan-2  C11  0.020
 ZRL  plan-2  C7   0.020
 ZRL  plan-2  C5   0.020
 ZRL  plan-2  O6   0.020
 ZRL  plan-2  C9   0.020
 ZRL  plan-2  C12  0.020
 ZRL  plan-2  C8   0.020
 ZRL  plan-2  N4   0.020
 ZRL  plan-2  S10  0.020
 ZRL  plan-2  BR1  0.020
 ZRL  plan-2  H8   0.020
 ZRL  plan-2  H3   0.020
 ZRL  plan-2  H4   0.020

