# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  9 09:09:18 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 7-(4-hydroxyphenyl)-2-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C2=CNC(=O)c3cc(sc23)c4ccncc4
#
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
 ZRM  ZRM  7-(4-hydroxyphenyl)-2-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one  ligand  35  23  .  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_ZRM
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
 ZRM  C4   C  CR16  0  -0.287   3.6786  -0.0360   0.9597
 ZRM  C6   C  CR16  0  -0.297   2.6058  -1.0504  -0.9212
 ZRM  C3   C  CR16  0  -0.369   4.6082  -1.0633   0.9911
 ZRM  C7   C  CR16  0  -0.321   3.5215  -2.0872  -0.8950
 ZRM  C19  C  CR16  0  -0.397  -3.2858  -2.0477  -0.1674
 ZRM  C23  C  CR16  0  -0.403  -4.5573  -0.0656   0.1569
 ZRM  C14  C  CR15  0  -0.250  -1.9758   1.4979  -0.0516
 ZRM  C20  C  CR16  0  -0.057  -4.4800  -2.7495  -0.1463
 ZRM  C22  C  CR16  0  -0.056  -5.6895  -0.8597   0.1588
 ZRM  C18  C  CR6   0   0.251  -3.3057  -0.6616  -0.0114
 ZRM  C5   C  CR6   0   0.012   2.6638  -0.0075   0.0056
 ZRM  C13  C  CR56  0  -0.010  -0.6286   1.9363  -0.0641
 ZRM  C2   C  CR6   0   0.348   4.5328  -2.0997   0.0641
 ZRM  C15  C  CR5   0  -0.205  -2.0888   0.1404  -0.0242
 ZRM  C17  C  CR56  0  -0.157   0.2837   0.8925  -0.0493
 ZRM  C9   C  CR16  0   0.004   2.0768   2.4014  -0.0181
 ZRM  C8   C  CR6   0  -0.032   1.6901   1.0979  -0.0283
 ZRM  C11  C  CR6   0   0.524  -0.1839   3.3102  -0.0601
 ZRM  N21  N  N     0  -0.408  -5.6685  -2.1809   0.0122
 ZRM  N10  N  NR16  0  -0.680   1.1876   3.4286  -0.0303
 ZRM  O12  O  O     0  -0.479  -0.9146   4.2922  -0.0752
 ZRM  O1   O  OH1   0  -0.628   5.4017  -3.1274   0.0481
 ZRM  S16  S  S2    0   0.257  -0.5224  -0.6237  -0.0116
 ZRM  H4   H  HCR6  0   0.260   3.7408   0.7487   1.7034
 ZRM  H3   H  HCR6  0   0.276   5.3859  -1.0601   1.7462
 ZRM  H6   H  HCR6  0   0.262   1.8493  -1.0477  -1.6964
 ZRM  H7   H  HCR6  0   0.268   3.4621  -2.8841  -1.6255
 ZRM  H20  H  HCR6  0   0.270  -4.4674  -3.8269  -0.2667
 ZRM  H23  H  HCR6  0   0.271  -4.6626   1.0021   0.2911
 ZRM  H22  H  HCR6  0   0.269  -6.6633  -0.4011   0.2889
 ZRM  H14  H  HCR5  0   0.280  -2.8170   2.1756  -0.0692
 ZRM  H1   H  HOH1  0   0.476   6.0530  -3.0292   0.7516
 ZRM  H9   H  HCR6  0   0.313   3.1176   2.6925  -0.0112
 ZRM  H10  H  HNR6  0   0.428   1.5577   4.3698  -0.0263
 ZRM  H19  H  HCR6  0   0.270  -2.3629  -2.5946  -0.3137

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
 ZRM  C4   C3   aromatic  1.386  0.020  1.386
 ZRM  C4   C5   aromatic  1.393  0.020  1.393
 ZRM  C6   C7   aromatic  1.384  0.020  1.384
 ZRM  C6   C5   aromatic  1.396  0.020  1.396
 ZRM  C3   C2   aromatic  1.393  0.020  1.393
 ZRM  C7   C2   aromatic  1.394  0.020  1.394
 ZRM  C19  C20  aromatic  1.385  0.020  1.385
 ZRM  C19  C18  aromatic  1.395  0.020  1.395
 ZRM  C23  C22  aromatic  1.383  0.020  1.383
 ZRM  C23  C18  aromatic  1.396  0.020  1.396
 ZRM  C14  C13  aromatic  1.417  0.020  1.417
 ZRM  C14  C15  aromatic  1.362  0.020  1.362
 ZRM  C20  N21  aromatic  1.327  0.020  1.327
 ZRM  C22  N21  aromatic  1.330  0.020  1.330
 ZRM  C18  C15  single    1.457  0.020  1.457
 ZRM  C5   C8   single    1.473  0.020  1.473
 ZRM  C13  C17  aromatic  1.386  0.020  1.386
 ZRM  C13  C11  single    1.444  0.020  1.444
 ZRM  C2   O1   single    1.346  0.020  1.346
 ZRM  C15  S16  aromatic  1.743  0.020  1.743
 ZRM  C17  C8   single    1.422  0.020  1.422
 ZRM  C17  S16  aromatic  1.718  0.020  1.718
 ZRM  C9   C8   double    1.360  0.020  1.360
 ZRM  C9   N10  single    1.359  0.020  1.359
 ZRM  C11  N10  single    1.377  0.020  1.377
 ZRM  C11  O12  double    1.224  0.020  1.224
 ZRM  C4   H4   single    0.930  0.020  1.080
 ZRM  C3   H3   single    0.930  0.020  1.080
 ZRM  C6   H6   single    0.930  0.020  1.080
 ZRM  C7   H7   single    0.930  0.020  1.080
 ZRM  C19  H19  single    0.930  0.020  1.080
 ZRM  C20  H20  single    0.930  0.020  1.080
 ZRM  C23  H23  single    0.930  0.020  1.080
 ZRM  C22  H22  single    0.930  0.020  1.080
 ZRM  C14  H14  single    0.930  0.020  1.080
 ZRM  O1   H1   single    0.850  0.020  0.980
 ZRM  C9   H9   single    0.930  0.020  1.080
 ZRM  N10  H10  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
 ZRM  H4   C4   C5   119.83  3.000
 ZRM  H4   C4   C3   118.88  3.000
 ZRM  C5   C4   C3   121.29  3.000
 ZRM  H6   C6   C5   120.15  3.000
 ZRM  H6   C6   C7   118.53  3.000
 ZRM  C5   C6   C7   121.31  3.000
 ZRM  H3   C3   C2   120.32  3.000
 ZRM  H3   C3   C4   119.66  3.000
 ZRM  C2   C3   C4   120.02  3.000
 ZRM  H7   C7   C2   119.83  3.000
 ZRM  H7   C7   C6   120.17  3.000
 ZRM  C2   C7   C6   120.00  3.000
 ZRM  H19  C19  C18  121.95  3.000
 ZRM  H19  C19  C20  118.75  3.000
 ZRM  C18  C19  C20  119.30  3.000
 ZRM  H23  C23  C18  121.58  3.000
 ZRM  H23  C23  C22  119.15  3.000
 ZRM  C18  C23  C22  119.27  3.000
 ZRM  H14  C14  C15  124.11  3.000
 ZRM  H14  C14  C13  123.10  3.000
 ZRM  C15  C14  C13  112.79  3.000
 ZRM  H20  C20  N21  116.70  3.000
 ZRM  H20  C20  C19  119.46  3.000
 ZRM  N21  C20  C19  123.84  3.000
 ZRM  H22  C22  N21  116.60  3.000
 ZRM  H22  C22  C23  119.51  3.000
 ZRM  N21  C22  C23  123.89  3.000
 ZRM  C15  C18  C23  120.97  3.000
 ZRM  C15  C18  C19  122.27  3.000
 ZRM  C23  C18  C19  116.76  3.000
 ZRM  C8   C5   C6   121.17  3.000
 ZRM  C8   C5   C4   120.83  3.000
 ZRM  C6   C5   C4   118.00  3.000
 ZRM  C11  C13  C17  120.91  3.000
 ZRM  C11  C13  C14  125.96  3.000
 ZRM  C17  C13  C14  113.12  3.000
 ZRM  O1   C2   C7   117.85  3.000
 ZRM  O1   C2   C3   122.77  3.000
 ZRM  C7   C2   C3   119.38  3.000
 ZRM  S16  C15  C18  120.60  3.000
 ZRM  S16  C15  C14  111.25  3.000
 ZRM  C18  C15  C14  128.15  3.000
 ZRM  S16  C17  C8   126.27  3.000
 ZRM  S16  C17  C13  110.86  3.000
 ZRM  C8   C17  C13  122.85  3.000
 ZRM  H9   C9   N10  115.26  3.000
 ZRM  H9   C9   C8   122.15  3.000
 ZRM  N10  C9   C8   122.59  3.000
 ZRM  C9   C8   C17  114.84  3.000
 ZRM  C9   C8   C5   122.08  3.000
 ZRM  C17  C8   C5   123.07  3.000
 ZRM  O12  C11  N10  121.73  3.000
 ZRM  O12  C11  C13  125.40  3.000
 ZRM  N10  C11  C13  112.86  3.000
 ZRM  C22  N21  C20  116.94  3.000
 ZRM  H10  N10  C11  116.40  3.000
 ZRM  H10  N10  C9   117.64  3.000
 ZRM  C11  N10  C9   125.95  3.000
 ZRM  H1   O1   C2   110.48  3.000
 ZRM  C17  S16  C15   91.98  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
 ZRM  CONST_01  C7   C2   C3   C4      0.00   0.0  0
 ZRM  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 ZRM  CONST_03  C3   C2   C7   C6      0.00   0.0  0
 ZRM  CONST_04  C3   C4   C5   C6      0.00   0.0  0
 ZRM  CONST_05  C22  N21  C20  C19     0.00   0.0  0
 ZRM  CONST_06  C22  C23  C18  C19     0.00   0.0  0
 ZRM  CONST_07  C14  C15  C18  C19   180.00   0.0  0
 ZRM  CONST_08  S16  C15  C18  C19     0.00   0.0  0
 ZRM  CONST_09  C20  N21  C22  C23     0.00   0.0  0
 ZRM  CONST_10  C20  C19  C18  C23     0.00   0.0  0
 ZRM  CONST_11  C14  C15  C18  C23     0.00   0.0  0
 ZRM  CONST_12  S16  C15  C18  C23   180.00   0.0  0
 ZRM  CONST_13  S16  C17  C13  C14     0.00   0.0  0
 ZRM  CONST_14  C17  S16  C15  C14     0.00   0.0  0
 ZRM  CONST_15  C15  C18  C19  C20   180.00   0.0  0
 ZRM  CONST_16  C15  C18  C23  C22   180.00   0.0  0
 ZRM  CONST_17  N21  C20  C19  C18     0.00   0.0  0
 ZRM  CONST_18  N21  C22  C23  C18     0.00   0.0  0
 ZRM  CONST_19  C13  C14  C15  C18   180.00   0.0  0
 ZRM  CONST_20  C17  S16  C15  C18   180.00   0.0  0
 ZRM  CONST_21  C2   C3   C4   C5      0.00   0.0  0
 ZRM  CONST_22  C2   C7   C6   C5      0.00   0.0  0
 ZRM  CONST_23  S16  C15  C14  C13     0.00   0.0  0
 ZRM  CONST_24  C15  S16  C17  C13     0.00   0.0  0
 ZRM  CONST_25  C17  C13  C14  C15     0.00   0.0  0
 ZRM  CONST_26  C8   C5   C4   C3    180.00   0.0  0
 ZRM  CONST_27  C8   C5   C6   C7    180.00   0.0  0
 ZRM  CONST_28  C9   N10  C11  C13     0.00   0.0  0
 ZRM  CONST_29  O1   C2   C3   C4    180.00   0.0  0
 ZRM  CONST_30  O1   C2   C7   C6    180.00   0.0  0
 ZRM  CONST_31  O12  C11  N10  C9    180.00   0.0  0
 ZRM  CONST_32  H6   C6   C5   C4    180.00   0.0  0
 ZRM  CONST_33  H4   C4   C5   C6    180.00   0.0  0
 ZRM  CONST_34  H7   C7   C2   C3    180.00   0.0  0
 ZRM  CONST_35  H3   C3   C2   C7    180.00   0.0  0
 ZRM  CONST_36  H23  C23  C18  C19   180.00   0.0  0
 ZRM  CONST_37  H19  C19  C18  C23   180.00   0.0  0
 ZRM  CONST_38  H22  C22  N21  C20   180.00   0.0  0
 ZRM  CONST_39  H20  C20  N21  C22   180.00   0.0  0
 ZRM  CONST_40  H14  C14  C15  C18     0.00   0.0  0
 ZRM  CONST_41  H10  N10  C11  C13   180.00   0.0  0
 ZRM  Var_01    C17  C8   C5   C4   -128.52  30.0  2

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
 ZRM  plan-1  C4   0.020
 ZRM  plan-1  C6   0.020
 ZRM  plan-1  C3   0.020
 ZRM  plan-1  C7   0.020
 ZRM  plan-1  C5   0.020
 ZRM  plan-1  C2   0.020
 ZRM  plan-1  C8   0.020
 ZRM  plan-1  O1   0.020
 ZRM  plan-1  H4   0.020
 ZRM  plan-1  H3   0.020
 ZRM  plan-1  H6   0.020
 ZRM  plan-1  H7   0.020
 ZRM  plan-2  C19  0.020
 ZRM  plan-2  C23  0.020
 ZRM  plan-2  C20  0.020
 ZRM  plan-2  C22  0.020
 ZRM  plan-2  C18  0.020
 ZRM  plan-2  C15  0.020
 ZRM  plan-2  N21  0.020
 ZRM  plan-2  H20  0.020
 ZRM  plan-2  H23  0.020
 ZRM  plan-2  H22  0.020
 ZRM  plan-2  H19  0.020
 ZRM  plan-3  C14  0.020
 ZRM  plan-3  C18  0.020
 ZRM  plan-3  C5   0.020
 ZRM  plan-3  C13  0.020
 ZRM  plan-3  C15  0.020
 ZRM  plan-3  C17  0.020
 ZRM  plan-3  C9   0.020
 ZRM  plan-3  C8   0.020
 ZRM  plan-3  C11  0.020
 ZRM  plan-3  N10  0.020
 ZRM  plan-3  O12  0.020
 ZRM  plan-3  S16  0.020
 ZRM  plan-3  H14  0.020
 ZRM  plan-3  H9   0.020
 ZRM  plan-3  H10  0.020

