# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 02:39:57 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 4'-[7-(hydroxymethyl)-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]biphenyl-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1ccc2Cc3c([nH]nc3c2c1)c4ccc(cc4)c5ccc(O)cc5
#
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
 H0K  H0K  4'-[7-(hydroxymethyl)-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]biphenyl-4-ol  ligand  45  27  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H0K
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
 H0K  O2   O  OH1   0  -0.629  -9.0210  -0.7188  -0.1832
 H0K  C19  C  CR6   0   0.346  -7.6900  -0.5398  -0.0943
 H0K  C18  C  CR16  0  -0.369  -6.8446  -1.4558   0.5265
 H0K  C17  C  CR16  0  -0.298  -5.4824  -1.2124   0.5879
 H0K  C20  C  CR16  0  -0.323  -7.1481   0.6171  -0.6515
 H0K  C21  C  CR16  0  -0.299  -5.7860   0.8471  -0.5802
 H0K  C16  C  CR6   0   0.070  -4.9217  -0.0581   0.0406
 H0K  C13  C  CR6   0   0.086  -3.4728   0.1982   0.1197
 H0K  C12  C  CR16  0  -0.293  -2.5474  -0.8456   0.0455
 H0K  C11  C  CR16  0  -0.330  -1.1883  -0.6045   0.1288
 H0K  C14  C  CR16  0  -0.304  -2.9765   1.4941   0.2745
 H0K  C15  C  CR16  0  -0.283  -1.6170   1.7401   0.3506
 H0K  C10  C  CR6   0   0.047  -0.6966   0.6928   0.2849
 H0K  C9   C  CR5   0   0.383   0.7411   0.9118   0.3643
 H0K  C7   C  CR55  0  -0.128   1.8130   0.1049   0.0518
 H0K  C6   C  CH2   0  -0.566   2.2132  -1.2331  -0.4791
 H0K  N2   N  NR15  0  -0.532   1.3015   2.0766   0.7919
 H0K  N1   N  N     0  -0.274   2.6345   2.0866   0.7815
 H0K  C8   C  CR55  0   0.158   2.9405   0.8882   0.3267
 H0K  C22  C  CR56  0   0.131   4.1472   0.1425   0.0085
 H0K  C5   C  CR56  0   0.027   3.7263  -1.1111  -0.4685
 H0K  C4   C  CR16  0  -0.309   4.6658  -2.0458  -0.8598
 H0K  C3   C  CR16  0  -0.293   6.0174  -1.7236  -0.7744
 H0K  C23  C  CR16  0  -0.360   5.4929   0.4591   0.0928
 H0K  C2   C  CR6   0   0.087   6.4407  -0.4802  -0.3076
 H0K  C1   C  CH2   0  -0.231   7.9053  -0.1708  -0.1870
 H0K  O1   O  OH1   0  -0.668   8.3251  -0.5192   1.1175
 H0K  H15  H  HOH1  0   0.476  -9.2803  -1.5453   0.2394
 H0K  H14  H  HCR6  0   0.274  -7.2480  -2.3582   0.9712
 H0K  H13  H  HCR6  0   0.259  -4.8525  -1.9330   1.0947
 H0K  H16  H  HCR6  0   0.266  -7.7949   1.3307  -1.1464
 H0K  H17  H  HCR6  0   0.256  -5.3912   1.7450  -1.0389
 H0K  H10  H  HCR6  0   0.257  -2.8894  -1.8633  -0.0952
 H0K  H9   H  HCR6  0   0.263  -0.5028  -1.4403   0.0736
 H0K  H11  H  HCR6  0   0.259  -3.6608   2.3292   0.3531
 H0K  H12  H  HCR6  0   0.248  -1.2869   2.7658   0.4588
 H0K  H7   H  HCH2  0   0.276   1.8781  -2.0654   0.1465
 H0K  H8   H  HCH2  0   0.278   1.8333  -1.4268  -1.4863
 H0K  H1   H  HNR5  0   0.420   0.8158   2.8848   1.1472
 H0K  H6   H  HCR6  0   0.253   4.3605  -3.0157  -1.2329
 H0K  H5   H  HCR6  0   0.251   6.7568  -2.4527  -1.0843
 H0K  H18  H  HCR6  0   0.248   5.8094   1.4291   0.4584
 H0K  H3   H  HCH2  0   0.209   8.4605  -0.7297  -0.9494
 H0K  H4   H  HCH2  0   0.208   8.0694   0.8946  -0.3883
 H0K  H2   H  HOH1  0   0.455   9.2647  -0.3226   1.1861

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
 H0K  O1   C1   single    1.414  0.020  1.414
 H0K  C1   C2   single    1.502  0.020  1.502
 H0K  N1   N2   aromatic  1.333  0.020  1.333
 H0K  N1   C8   aromatic  1.318  0.020  1.318
 H0K  C23  C2   aromatic  1.393  0.020  1.393
 H0K  C23  C22  aromatic  1.385  0.020  1.385
 H0K  C2   C3   aromatic  1.394  0.020  1.394
 H0K  N2   C9   aromatic  1.362  0.020  1.362
 H0K  C8   C22  aromatic  1.454  0.020  1.454
 H0K  C8   C7   aromatic  1.400  0.020  1.400
 H0K  C22  C5   aromatic  1.406  0.020  1.406
 H0K  C3   C4   aromatic  1.392  0.020  1.392
 H0K  C9   C7   aromatic  1.378  0.020  1.378
 H0K  C9   C10  single    1.456  0.020  1.456
 H0K  C7   C6   single    1.494  0.020  1.494
 H0K  C5   C4   aromatic  1.382  0.020  1.382
 H0K  C5   C6   single    1.518  0.020  1.518
 H0K  C10  C15  aromatic  1.396  0.020  1.396
 H0K  C10  C11  aromatic  1.396  0.020  1.396
 H0K  C15  C14  aromatic  1.384  0.020  1.384
 H0K  C11  C12  aromatic  1.383  0.020  1.383
 H0K  C14  C13  aromatic  1.396  0.020  1.396
 H0K  C12  C13  aromatic  1.397  0.020  1.397
 H0K  C13  C16  single    1.474  0.020  1.474
 H0K  C16  C21  aromatic  1.397  0.020  1.397
 H0K  C16  C17  aromatic  1.395  0.020  1.395
 H0K  C21  C20  aromatic  1.383  0.020  1.383
 H0K  C17  C18  aromatic  1.385  0.020  1.385
 H0K  C20  C19  aromatic  1.394  0.020  1.394
 H0K  C18  C19  aromatic  1.393  0.020  1.393
 H0K  C19  O2   single    1.346  0.020  1.346
 H0K  O2   H15  single    0.850  0.020  0.980
 H0K  C18  H14  single    0.930  0.020  1.080
 H0K  C17  H13  single    0.930  0.020  1.080
 H0K  C20  H16  single    0.930  0.020  1.080
 H0K  C21  H17  single    0.930  0.020  1.080
 H0K  C12  H10  single    0.930  0.020  1.080
 H0K  C11  H9   single    0.930  0.020  1.080
 H0K  C14  H11  single    0.930  0.020  1.080
 H0K  C15  H12  single    0.930  0.020  1.080
 H0K  C6   H7   single    0.970  0.020  1.090
 H0K  C6   H8   single    0.970  0.020  1.090
 H0K  N2   H1   single    0.860  0.020  1.020
 H0K  C4   H6   single    0.930  0.020  1.080
 H0K  C3   H5   single    0.930  0.020  1.080
 H0K  C23  H18  single    0.930  0.020  1.080
 H0K  C1   H3   single    0.970  0.020  1.090
 H0K  C1   H4   single    0.970  0.020  1.090
 H0K  O1   H2   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
 H0K  H15  O2   C19  110.55  3.000
 H0K  C20  C19  C18  119.22  3.000
 H0K  C18  C19  O2   122.84  3.000
 H0K  C20  C19  O2   117.94  3.000
 H0K  H14  C18  C17  119.61  3.000
 H0K  H14  C18  C19  120.31  3.000
 H0K  C17  C18  C19  120.08  3.000
 H0K  H13  C17  C16  120.02  3.000
 H0K  H13  C17  C18  118.42  3.000
 H0K  C16  C17  C18  121.54  3.000
 H0K  H16  C20  C21  120.14  3.000
 H0K  H16  C20  C19  119.83  3.000
 H0K  C21  C20  C19  120.02  3.000
 H0K  H17  C21  C16  119.99  3.000
 H0K  H17  C21  C20  118.37  3.000
 H0K  C16  C21  C20  121.62  3.000
 H0K  C13  C16  C21  121.29  3.000
 H0K  C21  C16  C17  117.51  3.000
 H0K  C13  C16  C17  121.20  3.000
 H0K  C14  C13  C12  117.64  3.000
 H0K  C12  C13  C16  121.24  3.000
 H0K  C14  C13  C16  121.13  3.000
 H0K  H10  C12  C11  118.83  3.000
 H0K  H10  C12  C13  119.99  3.000
 H0K  C11  C12  C13  121.17  3.000
 H0K  H9   C11  C10  120.01  3.000
 H0K  H9   C11  C12  119.00  3.000
 H0K  C10  C11  C12  120.99  3.000
 H0K  H11  C14  C15  118.68  3.000
 H0K  H11  C14  C13  119.95  3.000
 H0K  C15  C14  C13  121.36  3.000
 H0K  H12  C15  C10  120.95  3.000
 H0K  H12  C15  C14  118.26  3.000
 H0K  C10  C15  C14  120.79  3.000
 H0K  C9   C10  C15  122.38  3.000
 H0K  C15  C10  C11  118.05  3.000
 H0K  C9   C10  C11  119.57  3.000
 H0K  N2   C9   C7   104.60  3.000
 H0K  C7   C9   C10  131.88  3.000
 H0K  N2   C9   C10  123.51  3.000
 H0K  C8   C7   C6   110.80  3.000
 H0K  C6   C7   C9   144.45  3.000
 H0K  C8   C7   C9   104.73  3.000
 H0K  H8   C6   H7   106.59  3.000
 H0K  H8   C6   C5   111.52  3.000
 H0K  H7   C6   C5   111.26  3.000
 H0K  H8   C6   C7   113.13  3.000
 H0K  H7   C6   C7   113.34  3.000
 H0K  C5   C6   C7   101.10  3.000
 H0K  H1   N2   N1   118.60  3.000
 H0K  H1   N2   C9   126.77  3.000
 H0K  N1   N2   C9   114.55  3.000
 H0K  C8   N1   N2   103.18  3.000
 H0K  C22  C8   N1   137.29  3.000
 H0K  C22  C8   C7   109.79  3.000
 H0K  N1   C8   C7   112.92  3.000
 H0K  C23  C22  C5   121.02  3.000
 H0K  C5   C22  C8   106.45  3.000
 H0K  C23  C22  C8   132.53  3.000
 H0K  C4   C5   C22  119.72  3.000
 H0K  C4   C5   C6   128.42  3.000
 H0K  C22  C5   C6   111.87  3.000
 H0K  H6   C4   C3   120.13  3.000
 H0K  H6   C4   C5   120.77  3.000
 H0K  C3   C4   C5   119.09  3.000
 H0K  H5   C3   C2   119.25  3.000
 H0K  H5   C3   C4   119.29  3.000
 H0K  C2   C3   C4   121.46  3.000
 H0K  H18  C23  C2   120.11  3.000
 H0K  H18  C23  C22  120.59  3.000
 H0K  C2   C23  C22  119.30  3.000
 H0K  C1   C2   C23  120.10  3.000
 H0K  C23  C2   C3   119.41  3.000
 H0K  C1   C2   C3   120.45  3.000
 H0K  H4   C1   H3   106.97  3.000
 H0K  H4   C1   O1   111.36  3.000
 H0K  H3   C1   O1   111.45  3.000
 H0K  H4   C1   C2   109.35  3.000
 H0K  H3   C1   C2   109.45  3.000
 H0K  O1   C1   C2   108.23  3.000
 H0K  H2   O1   C1   107.77  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
 H0K  CONST_01  C16  C21  C20  C19    0.00   0.0  0
 H0K  CONST_02  C16  C17  C18  C19    0.00   0.0  0
 H0K  CONST_03  C13  C16  C17  C18  180.00   0.0  0
 H0K  CONST_04  C21  C16  C17  C18    0.00   0.0  0
 H0K  CONST_05  C21  C20  C19  C18    0.00   0.0  0
 H0K  CONST_08  C20  C21  C16  C17    0.00   0.0  0
 H0K  CONST_09  C20  C19  C18  C17    0.00   0.0  0
 H0K  CONST_10  C13  C16  C21  C20  180.00   0.0  0
 H0K  CONST_13  C15  C14  C13  C16  180.00   0.0  0
 H0K  CONST_14  C11  C12  C13  C16  180.00   0.0  0
 H0K  CONST_15  C10  C15  C14  C13    0.00   0.0  0
 H0K  CONST_16  C10  C11  C12  C13    0.00   0.0  0
 H0K  CONST_17  C9   C10  C11  C12  180.00   0.0  0
 H0K  CONST_18  C15  C10  C11  C12    0.00   0.0  0
 H0K  CONST_19  C15  C14  C13  C12    0.00   0.0  0
 H0K  CONST_20  N2   C9   C10  C11  180.00   0.0  0
 H0K  CONST_22  C14  C15  C10  C11    0.00   0.0  0
 H0K  CONST_23  C14  C13  C12  C11    0.00   0.0  0
 H0K  CONST_24  C9   C10  C15  C14  180.00   0.0  0
 H0K  CONST_25  N2   C9   C10  C15    0.00   0.0  0
 H0K  CONST_27  N1   N2   C9   C10  180.00   0.0  0
 H0K  CONST_28  C8   C7   C9   C10  180.00   0.0  0
 H0K  CONST_29  C8   N1   N2   C9     0.00   0.0  0
 H0K  CONST_30  N1   C8   C7   C9     0.00   0.0  0
 H0K  CONST_31  C22  C8   C7   C9   180.00   0.0  0
 H0K  CONST_32  N2   N1   C8   C7     0.00   0.0  0
 H0K  CONST_33  C23  C22  C8   C7   180.00   0.0  0
 H0K  CONST_34  C5   C22  C8   C7     0.00   0.0  0
 H0K  CONST_35  N1   N2   C9   C7     0.00   0.0  0
 H0K  CONST_36  C22  C8   N1   N2   180.00   0.0  0
 H0K  CONST_37  C8   C7   C9   N2     0.00   0.0  0
 H0K  CONST_38  C23  C22  C8   N1     0.00   0.0  0
 H0K  CONST_39  C5   C22  C8   N1   180.00   0.0  0
 H0K  CONST_40  C2   C23  C22  C8   180.00   0.0  0
 H0K  CONST_41  C4   C5   C22  C8   180.00   0.0  0
 H0K  CONST_42  C3   C2   C23  C22    0.00   0.0  0
 H0K  CONST_43  C3   C4   C5   C22    0.00   0.0  0
 H0K  CONST_44  C2   C23  C22  C5     0.00   0.0  0
 H0K  CONST_45  C2   C3   C4   C5     0.00   0.0  0
 H0K  CONST_46  C23  C2   C3   C4     0.00   0.0  0
 H0K  CONST_47  C23  C22  C5   C4     0.00   0.0  0
 H0K  CONST_48  C6   C7   C9   C10    0.00   0.0  0
 H0K  CONST_49  C21  C20  C19  O2   180.00   0.0  0
 H0K  CONST_50  C17  C18  C19  O2   180.00   0.0  0
 H0K  CONST_51  C1   C2   C23  C22  180.00   0.0  0
 H0K  CONST_52  C1   C2   C3   C4   180.00   0.0  0
 H0K  CONST_53  H17  C21  C20  C19  180.00   0.0  0
 H0K  CONST_54  H13  C17  C18  C19  180.00   0.0  0
 H0K  CONST_55  H16  C20  C19  C18  180.00   0.0  0
 H0K  CONST_56  H14  C18  C19  C20  180.00   0.0  0
 H0K  CONST_57  H11  C14  C13  C16    0.00   0.0  0
 H0K  CONST_58  H10  C12  C13  C16    0.00   0.0  0
 H0K  CONST_59  H12  C15  C14  C13  180.00   0.0  0
 H0K  CONST_60  H9   C11  C12  C13  180.00   0.0  0
 H0K  CONST_61  H1   N2   C9   C10    0.00   0.0  0
 H0K  CONST_62  H6   C4   C5   C6     0.00   0.0  0
 H0K  CONST_63  H18  C23  C22  C8     0.00   0.0  0
 H0K  CONST_64  H5   C3   C4   C5   180.00   0.0  0
 H0K  Var_01    H7   C6   C7   C9   -62.72  30.0  1
 H0K  Var_02    O1   C1   C2   C3   -91.45  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
 H0K  plan-1  O2   0.020
 H0K  plan-1  C19  0.020
 H0K  plan-1  C18  0.020
 H0K  plan-1  C17  0.020
 H0K  plan-1  C20  0.020
 H0K  plan-1  C21  0.020
 H0K  plan-1  C16  0.020
 H0K  plan-1  C13  0.020
 H0K  plan-1  H14  0.020
 H0K  plan-1  H13  0.020
 H0K  plan-1  H16  0.020
 H0K  plan-1  H17  0.020
 H0K  plan-2  C16  0.020
 H0K  plan-2  C13  0.020
 H0K  plan-2  C12  0.020
 H0K  plan-2  C11  0.020
 H0K  plan-2  C14  0.020
 H0K  plan-2  C15  0.020
 H0K  plan-2  C10  0.020
 H0K  plan-2  C9   0.020
 H0K  plan-2  H10  0.020
 H0K  plan-2  H9   0.020
 H0K  plan-2  H11  0.020
 H0K  plan-2  H12  0.020
 H0K  plan-3  C10  0.020
 H0K  plan-3  C9   0.020
 H0K  plan-3  C7   0.020
 H0K  plan-3  C6   0.020
 H0K  plan-3  N2   0.020
 H0K  plan-3  N1   0.020
 H0K  plan-3  C8   0.020
 H0K  plan-3  C22  0.020
 H0K  plan-3  C5   0.020
 H0K  plan-3  C4   0.020
 H0K  plan-3  C3   0.020
 H0K  plan-3  C23  0.020
 H0K  plan-3  C2   0.020
 H0K  plan-3  C1   0.020
 H0K  plan-3  H1   0.020
 H0K  plan-3  H6   0.020
 H0K  plan-3  H5   0.020
 H0K  plan-3  H18  0.020

