# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 01:21:51 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: [4-[[2-(4-bromophenyl)imidazo[1,2-a]pyridin-3-yl]methyl]piperazin-1-yl]-(2-fluorophenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccccc1C(=O)N2CCN(CC2)Cc3n4ccccc4nc3c5ccc(Br)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
 KKQ  KKQ  '[4-[[2-(4-bromophenyl)imidazo[1,2-a]pyridin-3-yl]methyl]piperazin-1-yl]-(2-fluorophenyl)methanone'  ligand  54  32  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KKQ
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
 KKQ  C1   C   CH2   0  -0.309   2.3309  -0.6868   0.7094
 KKQ  C2   C   CH2   0  -0.285   1.6853   0.4043  -0.1245
 KKQ  C3   C   CH2   0  -0.283   0.9112  -1.2441  -1.6838
 KKQ  C4   C   CH2   0  -0.316   1.5470  -2.3491  -0.8601
 KKQ  C6   C   CR5   0   0.289  -0.6975   2.0132  -0.8078
 KKQ  C7   C   CR5   0   0.098  -1.8690   2.1366  -0.0848
 KKQ  C8   C   CR56  0   0.536  -0.9272   4.0443   0.0671
 KKQ  C9   C   CR16  0  -0.408  -0.5382   5.3730   0.3349
 KKQ  C10  C   CR16  0  -0.153   0.6396   5.8364  -0.1709
 KKQ  C11  C   CR16  0  -0.391   1.4619   4.9876  -0.9551
 KKQ  C14  C   CR16  0  -0.340  -2.6183  -0.2380   0.1189
 KKQ  C15  C   CR16  0  -0.213  -3.6209  -1.1800   0.2968
 KKQ  C18  C   CR16  0  -0.296  -4.2309   1.5278   0.3164
 KKQ  C20  C   CR6   0  -0.283   5.0206  -1.7099   0.5202
 KKQ  C21  C   CR16  0  -0.245   5.5674  -2.2951   1.6578
 KKQ  C22  C   CR16  0  -0.259   6.6621  -1.7220   2.2883
 KKQ  C24  C   CR16  0  -0.400   6.7133   0.0231   0.6282
 KKQ  C25  C   CR6   0   0.560   5.6185  -0.5638   0.0267
 KKQ  N1   N   NT    0  -0.416   0.5423  -0.1182  -0.8464
 KKQ  N2   N   NT    0  -0.439   2.6800  -1.8226  -0.1213
 KKQ  N3   N   N     0  -0.489  -2.0023   3.3804   0.4394
 KKQ  N4   N   N     0  -0.555  -0.0956   3.2460  -0.7007
 KKQ  C12  C   CR16  0   0.029   1.0854   3.7094  -1.2067
 KKQ  C13  C   CR6   0   0.011  -2.9091   1.1268   0.1133
 KKQ  C16  C   CR6   0  -0.123  -4.9272  -0.7538   0.4813
 KKQ  C17  C   CR16  0  -0.215  -5.2412   0.5983   0.4978
 KKQ  BR1  BR  BR    0  -0.047  -6.2986  -2.0294   0.7231
 KKQ  C23  C   CR16  0  -0.240   7.2336  -0.5661   1.7721
 KKQ  O1   O   O     0  -0.481   4.1342  -3.3901  -0.8639
 KKQ  F1   F   F     0  -0.306   5.1026  -0.0023  -1.0797
 KKQ  H1   H   HCH2  0   0.275   3.2059  -0.2931   1.2196
 KKQ  H2   H   HCH2  0   0.256   1.6286  -1.0192   1.4802
 KKQ  H3   H   HCH2  0   0.259   1.3561   1.1936   0.5543
 KKQ  H4   H   HCH2  0   0.205   2.4391   0.8415  -0.8006
 KKQ  H5   H   HCH2  0   0.212   1.6031  -0.9498  -2.4907
 KKQ  H6   H   HCH2  0   0.251   0.0111  -1.6395  -2.1608
 KKQ  H7   H   HCH2  0   0.249   0.8173  -2.7596  -0.1551
 KKQ  H8   H   HCH2  0   0.271   1.8727  -3.1570  -1.5092
 KKQ  H9   H   HCH2  0   0.275  -0.9880   0.4058  -2.1317
 KKQ  H10  H   HCH2  0   0.252   0.4844   1.2979  -2.4296
 KKQ  H11  H   HCR6  0   0.280  -1.1881   5.9913   0.9379
 KKQ  H12  H   HCR6  0   0.275   0.9532   6.8526   0.0235
 KKQ  H13  H   HCR6  0   0.282   2.3970   5.3448  -1.3601
 KKQ  H15  H   HCR6  0   0.278  -3.3720  -2.2329   0.2999
 KKQ  H16  H   HCR6  0   0.261  -4.4759   2.5816   0.3267
 KKQ  H17  H   HCR6  0   0.276   5.1242  -3.1989   2.0563
 KKQ  H18  H   HCR6  0   0.267   7.0712  -2.1806   3.1782
 KKQ  H19  H   HCR6  0   0.285   7.1496   0.9203   0.2091
 KKQ  H21  H   HCR6  0   0.304   1.6766   3.0248  -1.7955
 KKQ  H22  H   HCR6  0   0.279  -6.2589   0.9335   0.6469
 KKQ  H23  H   HCR6  0   0.273   8.0895  -0.1180   2.2586
 KKQ  C5   C   CH2   0  -0.398  -0.1520   0.8954  -1.6246
 KKQ  C19  C   C     0   0.518   3.8982  -2.3781  -0.2194
 KKQ  H14  H   HCR6  0   0.287  -1.5916  -0.5716   0.0129

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
 KKQ  C10  C9   aromatic  1.363  0.020  1.363
 KKQ  C10  C11  aromatic  1.418  0.020  1.418
 KKQ  C9   C8   aromatic  1.410  0.020  1.410
 KKQ  C11  C12  aromatic  1.356  0.020  1.356
 KKQ  C8   N3   aromatic  1.317  0.020  1.317
 KKQ  C8   N4   aromatic  1.385  0.020  1.385
 KKQ  N3   C7   aromatic  1.356  0.020  1.356
 KKQ  C12  N4   aromatic  1.366  0.020  1.366
 KKQ  N4   C6   aromatic  1.376  0.020  1.376
 KKQ  C7   C6   aromatic  1.382  0.020  1.382
 KKQ  C7   C13  single    1.463  0.020  1.463
 KKQ  C14  C13  aromatic  1.395  0.020  1.395
 KKQ  C14  C15  aromatic  1.387  0.020  1.387
 KKQ  C6   C5   single    1.488  0.020  1.488
 KKQ  C13  C18  aromatic  1.396  0.020  1.396
 KKQ  C15  C16  aromatic  1.386  0.020  1.386
 KKQ  N1   C5   single    1.454  0.020  1.454
 KKQ  N1   C3   single    1.451  0.020  1.451
 KKQ  N1   C2   single    1.449  0.020  1.449
 KKQ  C3   C4   single    1.518  0.020  1.518
 KKQ  C2   C1   single    1.517  0.020  1.517
 KKQ  C18  C17  aromatic  1.385  0.020  1.385
 KKQ  C16  C17  aromatic  1.388  0.020  1.388
 KKQ  C16  BR1  single    1.889  0.020  1.889
 KKQ  C4   N2   single    1.451  0.020  1.451
 KKQ  C21  C22  aromatic  1.387  0.020  1.387
 KKQ  C21  C20  aromatic  1.391  0.020  1.391
 KKQ  C1   N2   single    1.450  0.020  1.450
 KKQ  N2   C19  single    1.343  0.020  1.343
 KKQ  C22  C23  aromatic  1.389  0.020  1.389
 KKQ  C19  O1   double    1.223  0.020  1.223
 KKQ  C19  C20  single    1.501  0.020  1.501
 KKQ  C20  C25  aromatic  1.384  0.020  1.384
 KKQ  C23  C24  aromatic  1.388  0.020  1.388
 KKQ  C25  C24  aromatic  1.380  0.020  1.380
 KKQ  C25  F1   single    1.344  0.020  1.344
 KKQ  C1   H1   single    0.970  0.020  1.090
 KKQ  C1   H2   single    0.970  0.020  1.090
 KKQ  C2   H3   single    0.970  0.020  1.090
 KKQ  C2   H4   single    0.970  0.020  1.090
 KKQ  C3   H5   single    0.970  0.020  1.090
 KKQ  C3   H6   single    0.970  0.020  1.090
 KKQ  C4   H7   single    0.970  0.020  1.090
 KKQ  C4   H8   single    0.970  0.020  1.090
 KKQ  C5   H9   single    0.970  0.020  1.090
 KKQ  C5   H10  single    0.970  0.020  1.090
 KKQ  C9   H11  single    0.930  0.020  1.080
 KKQ  C10  H12  single    0.930  0.020  1.080
 KKQ  C11  H13  single    0.930  0.020  1.080
 KKQ  C14  H14  single    0.930  0.020  1.080
 KKQ  C15  H15  single    0.930  0.020  1.080
 KKQ  C18  H16  single    0.930  0.020  1.080
 KKQ  C21  H17  single    0.930  0.020  1.080
 KKQ  C22  H18  single    0.930  0.020  1.080
 KKQ  C24  H19  single    0.930  0.020  1.080
 KKQ  C12  H21  single    0.930  0.020  1.080
 KKQ  C17  H22  single    0.930  0.020  1.080
 KKQ  C23  H23  single    0.930  0.020  1.080

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
 KKQ  H2   C1   H1   107.23  3.000
 KKQ  H2   C1   N2   108.67  3.000
 KKQ  H1   C1   N2   111.03  3.000
 KKQ  H2   C1   C2   109.41  3.000
 KKQ  H1   C1   C2   109.88  3.000
 KKQ  N2   C1   C2   110.54  3.000
 KKQ  H4   C2   H3   107.49  3.000
 KKQ  H4   C2   N1   112.12  3.000
 KKQ  H3   C2   N1   109.42  3.000
 KKQ  H4   C2   C1   109.34  3.000
 KKQ  H3   C2   C1   107.85  3.000
 KKQ  N1   C2   C1   110.49  3.000
 KKQ  H6   C3   H5   107.09  3.000
 KKQ  H6   C3   N1   108.87  3.000
 KKQ  H5   C3   N1   112.01  3.000
 KKQ  H6   C3   C4   108.57  3.000
 KKQ  H5   C3   C4   109.17  3.000
 KKQ  N1   C3   C4   110.99  3.000
 KKQ  H8   C4   H7   107.80  3.000
 KKQ  H8   C4   N2   109.87  3.000
 KKQ  H7   C4   N2   109.18  3.000
 KKQ  H8   C4   C3   110.05  3.000
 KKQ  H7   C4   C3   110.08  3.000
 KKQ  N2   C4   C3   109.83  3.000
 KKQ  N4   C6   C7   104.48  3.000
 KKQ  C7   C6   C5   131.68  3.000
 KKQ  N4   C6   C5   123.74  3.000
 KKQ  C13  C7   N3   120.72  3.000
 KKQ  C13  C7   C6   127.71  3.000
 KKQ  N3   C7   C6   111.55  3.000
 KKQ  N4   C8   N3   110.87  3.000
 KKQ  N4   C8   C9   118.86  3.000
 KKQ  N3   C8   C9   130.27  3.000
 KKQ  H11  C9   C10  122.15  3.000
 KKQ  H11  C9   C8   118.62  3.000
 KKQ  C10  C9   C8   119.23  3.000
 KKQ  H12  C10  C11  119.59  3.000
 KKQ  H12  C10  C9   120.23  3.000
 KKQ  C11  C10  C9   120.18  3.000
 KKQ  H13  C11  C12  118.86  3.000
 KKQ  H13  C11  C10  120.76  3.000
 KKQ  C12  C11  C10  120.38  3.000
 KKQ  H14  C14  C13  119.84  3.000
 KKQ  H14  C14  C15  119.20  3.000
 KKQ  C13  C14  C15  120.93  3.000
 KKQ  H15  C15  C16  121.04  3.000
 KKQ  H15  C15  C14  119.66  3.000
 KKQ  C16  C15  C14  119.30  3.000
 KKQ  H16  C18  C17  119.16  3.000
 KKQ  H16  C18  C13  119.71  3.000
 KKQ  C17  C18  C13  121.13  3.000
 KKQ  C25  C20  C21  118.05  3.000
 KKQ  C25  C20  C19  121.07  3.000
 KKQ  C21  C20  C19  120.63  3.000
 KKQ  H17  C21  C22  120.04  3.000
 KKQ  H17  C21  C20  119.42  3.000
 KKQ  C22  C21  C20  120.53  3.000
 KKQ  H18  C22  C23  120.21  3.000
 KKQ  H18  C22  C21  119.82  3.000
 KKQ  C23  C22  C21  119.97  3.000
 KKQ  H19  C24  C23  121.34  3.000
 KKQ  H19  C24  C25  120.24  3.000
 KKQ  C23  C24  C25  118.42  3.000
 KKQ  F1   C25  C24  119.06  3.000
 KKQ  F1   C25  C20  118.29  3.000
 KKQ  C24  C25  C20  122.66  3.000
 KKQ  C5   N1   C3   110.69  3.000
 KKQ  C3   N1   C2   111.52  3.000
 KKQ  C5   N1   C2   113.07  3.000
 KKQ  C19  N2   C4   121.41  3.000
 KKQ  C19  N2   C1   125.76  3.000
 KKQ  C4   N2   C1   112.82  3.000
 KKQ  C8   N3   C7   105.83  3.000
 KKQ  C12  N4   C8   121.94  3.000
 KKQ  C12  N4   C6   130.79  3.000
 KKQ  C8   N4   C6   107.27  3.000
 KKQ  H21  C12  N4   117.42  3.000
 KKQ  H21  C12  C11  123.17  3.000
 KKQ  N4   C12  C11  119.41  3.000
 KKQ  C18  C13  C14  118.53  3.000
 KKQ  C18  C13  C7   119.63  3.000
 KKQ  C14  C13  C7   121.83  3.000
 KKQ  BR1  C16  C17  119.48  3.000
 KKQ  BR1  C16  C15  119.58  3.000
 KKQ  C17  C16  C15  120.94  3.000
 KKQ  H22  C17  C16  121.08  3.000
 KKQ  H22  C17  C18  119.77  3.000
 KKQ  C16  C17  C18  119.15  3.000
 KKQ  H23  C23  C24  119.43  3.000
 KKQ  H23  C23  C22  120.21  3.000
 KKQ  C24  C23  C22  120.36  3.000
 KKQ  H10  C5   H9   105.44  3.000
 KKQ  H10  C5   N1   111.70  3.000
 KKQ  H9   C5   N1   107.52  3.000
 KKQ  H10  C5   C6   109.77  3.000
 KKQ  H9   C5   C6   108.10  3.000
 KKQ  N1   C5   C6   113.88  3.000
 KKQ  O1   C19  N2   123.78  3.000
 KKQ  O1   C19  C20  118.93  3.000
 KKQ  N2   C19  C20  117.28  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
 KKQ  CONST_01  C9   C8   N4   C6   180.00   0.0  0
 KKQ  CONST_02  N3   C8   N4   C6     0.00   0.0  0
 KKQ  CONST_03  C11  C12  N4   C6   180.00   0.0  0
 KKQ  CONST_04  C8   N3   C7   C6     0.00   0.0  0
 KKQ  CONST_07  C9   C8   N3   C7   180.00   0.0  0
 KKQ  CONST_08  N4   C8   N3   C7     0.00   0.0  0
 KKQ  CONST_09  C8   N4   C6   C7     0.00   0.0  0
 KKQ  CONST_10  C12  N4   C6   C7   180.00   0.0  0
 KKQ  CONST_11  C15  C14  C13  C7   180.00   0.0  0
 KKQ  CONST_12  C17  C18  C13  C7   180.00   0.0  0
 KKQ  CONST_13  C11  C10  C9   C8     0.00   0.0  0
 KKQ  CONST_14  C13  C7   N3   C8   180.00   0.0  0
 KKQ  CONST_15  C11  C12  N4   C8     0.00   0.0  0
 KKQ  CONST_16  C12  C11  C10  C9     0.00   0.0  0
 KKQ  CONST_17  C12  N4   C8   C9     0.00   0.0  0
 KKQ  CONST_18  N3   C8   C9   C10  180.00   0.0  0
 KKQ  CONST_19  N4   C8   C9   C10    0.00   0.0  0
 KKQ  CONST_20  N4   C12  C11  C10    0.00   0.0  0
 KKQ  CONST_22  C17  C18  C13  C14    0.00   0.0  0
 KKQ  CONST_23  C17  C16  C15  C14    0.00   0.0  0
 KKQ  CONST_24  C18  C13  C14  C15    0.00   0.0  0
 KKQ  CONST_25  C18  C17  C16  C15    0.00   0.0  0
 KKQ  CONST_27  C23  C22  C21  C20    0.00   0.0  0
 KKQ  CONST_28  C23  C24  C25  C20    0.00   0.0  0
 KKQ  CONST_29  C24  C23  C22  C21    0.00   0.0  0
 KKQ  CONST_30  C24  C25  C20  C21    0.00   0.0  0
 KKQ  CONST_31  C25  C20  C21  C22    0.00   0.0  0
 KKQ  CONST_32  C25  C24  C23  C22    0.00   0.0  0
 KKQ  CONST_33  C12  N4   C8   N3   180.00   0.0  0
 KKQ  CONST_34  N4   C6   C7   N3     0.00   0.0  0
 KKQ  CONST_35  C13  C7   C6   N4   180.00   0.0  0
 KKQ  CONST_36  C16  C15  C14  C13    0.00   0.0  0
 KKQ  CONST_37  C16  C17  C18  C13    0.00   0.0  0
 KKQ  CONST_38  C8   N4   C6   C5   180.00   0.0  0
 KKQ  CONST_39  C12  N4   C6   C5     0.00   0.0  0
 KKQ  CONST_40  N3   C7   C6   C5   180.00   0.0  0
 KKQ  CONST_41  C13  C7   C6   C5     0.00   0.0  0
 KKQ  CONST_42  BR1  C16  C15  C14  180.00   0.0  0
 KKQ  CONST_43  BR1  C16  C17  C18  180.00   0.0  0
 KKQ  CONST_44  C22  C21  C20  C19  180.00   0.0  0
 KKQ  CONST_45  C24  C25  C20  C19  180.00   0.0  0
 KKQ  CONST_46  F1   C25  C20  C21  180.00   0.0  0
 KKQ  CONST_47  F1   C25  C24  C23  180.00   0.0  0
 KKQ  CONST_48  C20  C19  N2   C1     0.00   0.0  0
 KKQ  CONST_49  C20  C19  N2   C4   180.00   0.0  0
 KKQ  CONST_50  H21  C12  N4   C6     0.00   0.0  0
 KKQ  CONST_51  H14  C14  C13  C7     0.00   0.0  0
 KKQ  CONST_52  H16  C18  C13  C7     0.00   0.0  0
 KKQ  CONST_53  H12  C10  C9   C8   180.00   0.0  0
 KKQ  CONST_54  H13  C11  C10  C9   180.00   0.0  0
 KKQ  CONST_55  H11  C9   C10  C11  180.00   0.0  0
 KKQ  CONST_56  H22  C17  C16  C15  180.00   0.0  0
 KKQ  CONST_57  H18  C22  C21  C20  180.00   0.0  0
 KKQ  CONST_58  H19  C24  C25  C20  180.00   0.0  0
 KKQ  CONST_59  H23  C23  C22  C21  180.00   0.0  0
 KKQ  CONST_60  H17  C21  C20  C25  180.00   0.0  0
 KKQ  CONST_61  H15  C15  C14  C13  180.00   0.0  0
 KKQ  CONST_62  O1   C19  N2   C1   180.00   0.0  0
 KKQ  CONST_63  O1   C19  N2   C4     0.00   0.0  0
 KKQ  Var_01    C3   N1   C2   C1   -56.79  30.0  1
 KKQ  Var_02    C3   C4   N2   C1    55.44  30.0  1
 KKQ  Var_03    C4   C3   N1   C2    57.27  30.0  1
 KKQ  Var_04    C4   N2   C1   C2   -55.64  30.0  1
 KKQ  Var_05    N2   C4   C3   N1   -55.43  30.0  1
 KKQ  Var_06    N2   C1   C2   N1    55.19  30.0  1
 KKQ  Var_07    C6   C5   N1   C2   -60.55  30.0  3
 KKQ  Var_08    N1   C5   C6   C7   -83.08  30.0  2
 KKQ  Var_09    N2   C19  C20  C21  108.09  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
 KKQ  plan-1  C7   0.020
 KKQ  plan-1  C14  0.020
 KKQ  plan-1  C15  0.020
 KKQ  plan-1  C18  0.020
 KKQ  plan-1  C13  0.020
 KKQ  plan-1  C16  0.020
 KKQ  plan-1  C17  0.020
 KKQ  plan-1  BR1  0.020
 KKQ  plan-1  H15  0.020
 KKQ  plan-1  H16  0.020
 KKQ  plan-1  H22  0.020
 KKQ  plan-1  H14  0.020
 KKQ  plan-2  C20  0.020
 KKQ  plan-2  C21  0.020
 KKQ  plan-2  C22  0.020
 KKQ  plan-2  C24  0.020
 KKQ  plan-2  C25  0.020
 KKQ  plan-2  C23  0.020
 KKQ  plan-2  F1   0.020
 KKQ  plan-2  H17  0.020
 KKQ  plan-2  H18  0.020
 KKQ  plan-2  H19  0.020
 KKQ  plan-2  H23  0.020
 KKQ  plan-2  C19  0.020
 KKQ  plan-3  C6   0.020
 KKQ  plan-3  C7   0.020
 KKQ  plan-3  C8   0.020
 KKQ  plan-3  C9   0.020
 KKQ  plan-3  C10  0.020
 KKQ  plan-3  C11  0.020
 KKQ  plan-3  N3   0.020
 KKQ  plan-3  N4   0.020
 KKQ  plan-3  C12  0.020
 KKQ  plan-3  C13  0.020
 KKQ  plan-3  H11  0.020
 KKQ  plan-3  H12  0.020
 KKQ  plan-3  H13  0.020
 KKQ  plan-3  H21  0.020
 KKQ  plan-3  C5   0.020
 KKQ  plan-4  C1   0.020
 KKQ  plan-4  C4   0.020
 KKQ  plan-4  C20  0.020
 KKQ  plan-4  N2   0.020
 KKQ  plan-4  O1   0.020
 KKQ  plan-4  C19  0.020

