# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 13:14:05 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]-3-(pyridin-2-yl)imidazo[1,2-b]pyridazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(c1)[C@H]2CCCN2c3ccc4ncc(n4n3)c5ccccn5
#
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
 4EK  4EK  6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]-3-(pyridin-2-yl)imidazo[1,2-b]pyridazine  ligand  45  27  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4EK
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
 4EK  C2   C  CR6   0   0.541   1.6846  -2.2140  -1.8719
 4EK  C3   C  CR16  0  -0.422   1.2077  -3.4017  -1.3516
 4EK  C11  C  CH2   0  -0.279   3.4332   1.9788   0.8471
 4EK  C13  C  CR6   0   0.530   1.0679   1.7861   0.1371
 4EK  C16  C  CR56  0   0.489  -1.2387   2.9052  -0.7848
 4EK  C17  C  CR16  0  -0.295  -0.0425   3.6299  -0.9396
 4EK  C18  C  CR16  0  -0.321   1.1102   3.0764  -0.4937
 4EK  C20  C  CR15  0  -0.220  -3.2075   2.1283  -0.7432
 4EK  C21  C  CR5   0   0.284  -2.4179   1.1426  -0.1692
 4EK  C22  C  CR6   0   0.191  -2.8287  -0.1626   0.3272
 4EK  C23  C  CR16  0  -0.339  -1.9419  -1.1945   0.6391
 4EK  C24  C  CR16  0  -0.155  -2.4577  -2.4047   1.0731
 4EK  C25  C  CR16  0  -0.327  -3.8296  -2.5603   1.1859
 4EK  C26  C  CR16  0  -0.079  -4.6303  -1.4781   0.8454
 4EK  F1   F  F     0  -0.318   1.8375  -2.1066  -3.2036
 4EK  C4   C  CR16  0  -0.229   1.0569  -3.4913   0.0250
 4EK  C5   C  CR16  0  -0.320   1.3671  -2.4127   0.8416
 4EK  C6   C  CR6   0   0.138   1.8416  -1.2249   0.2934
 4EK  C7   C  CR16  0  -0.457   2.0108  -1.1296  -1.0827
 4EK  C8   C  CH1   0  -0.093   2.2274  -0.0957   1.2143
 4EK  C9   C  CH2   0  -0.463   3.6808  -0.2299   1.6910
 4EK  C10  C  CH2   0  -0.477   4.0955   1.2044   1.9782
 4EK  N12  N  NT    0  -0.532   2.2097   1.2208   0.5959
 4EK  N14  N  N     0  -0.337  -0.0423   1.1007   0.2783
 4EK  N15  N  N     0  -0.409  -1.1530   1.6664  -0.2033
 4EK  N19  N  N     0  -0.453  -2.4875   3.1957  -1.1200
 4EK  N27  N  N     0  -0.440  -4.1535  -0.3162   0.4311
 4EK  H1   H  HCR6  0   0.277   0.9588  -4.2302  -2.0015
 4EK  H2   H  HCH2  0   0.254   3.2138   3.0074   1.1342
 4EK  H3   H  HCH2  0   0.243   4.0688   2.0051  -0.0432
 4EK  H4   H  HCR6  0   0.293  -0.0640   4.5982  -1.4199
 4EK  H5   H  HCR6  0   0.295   2.0501   3.5912  -0.6240
 4EK  H6   H  HCR5  0   0.263  -4.2741   2.0757  -0.8971
 4EK  H7   H  HCR6  0   0.312  -0.8773  -1.0576   0.5374
 4EK  H8   H  HCR6  0   0.265  -1.7865  -3.2182   1.3169
 4EK  H9   H  HCR6  0   0.269  -4.2719  -3.4871   1.5230
 4EK  H10  H  HCR6  0   0.261  -5.7100  -1.5559   0.9141
 4EK  H11  H  HCR6  0   0.267   0.6859  -4.4097   0.4604
 4EK  H12  H  HCR6  0   0.258   1.2288  -2.4927   1.9133
 4EK  H13  H  HCR6  0   0.266   2.3839  -0.2205  -1.5380
 4EK  H14  H  HCH1  0   0.260   1.5508  -0.1116   2.0778
 4EK  H15  H  HCH2  0   0.262   3.7572  -0.8947   2.5501
 4EK  H16  H  HCH2  0   0.245   4.2958  -0.6471   0.8900
 4EK  H17  H  HCH2  0   0.258   5.1754   1.3438   1.9954
 4EK  H18  H  HCH2  0   0.243   3.6960   1.5333   2.9396

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
 4EK  C10  C11  single    1.522  0.020  1.522
 4EK  C10  C9   single    1.520  0.020  1.520
 4EK  C11  N12  single    1.461  0.020  1.461
 4EK  C9   C8   single    1.535  0.020  1.535
 4EK  F1   C2   single    1.345  0.020  1.345
 4EK  C7   C2   aromatic  1.380  0.020  1.380
 4EK  C7   C6   aromatic  1.390  0.020  1.390
 4EK  C2   C3   aromatic  1.382  0.020  1.382
 4EK  N12  C8   single    1.455  0.020  1.455
 4EK  N12  C13  single    1.354  0.020  1.354
 4EK  C8   C6   single    1.507  0.020  1.507
 4EK  C6   C5   aromatic  1.392  0.020  1.392
 4EK  C3   C4   aromatic  1.388  0.020  1.388
 4EK  C18  C13  aromatic  1.437  0.020  1.437
 4EK  C18  C17  aromatic  1.354  0.020  1.354
 4EK  C5   C4   aromatic  1.388  0.020  1.388
 4EK  C13  N14  aromatic  1.312  0.020  1.312
 4EK  C17  C16  aromatic  1.407  0.020  1.407
 4EK  N14  N15  aromatic  1.336  0.020  1.336
 4EK  C16  N15  aromatic  1.371  0.020  1.371
 4EK  C16  N19  aromatic  1.325  0.020  1.325
 4EK  N15  C21  aromatic  1.370  0.020  1.370
 4EK  C23  C24  aromatic  1.385  0.020  1.385
 4EK  C23  C22  aromatic  1.396  0.020  1.396
 4EK  N19  C20  aromatic  1.342  0.020  1.342
 4EK  C21  C22  single    1.456  0.020  1.456
 4EK  C21  C20  aromatic  1.387  0.020  1.387
 4EK  C24  C25  aromatic  1.385  0.020  1.385
 4EK  C22  N27  aromatic  1.338  0.020  1.338
 4EK  C25  C26  aromatic  1.389  0.020  1.389
 4EK  N27  C26  aromatic  1.323  0.020  1.323
 4EK  C3   H1   single    0.930  0.020  1.080
 4EK  C11  H2   single    0.970  0.020  1.090
 4EK  C11  H3   single    0.970  0.020  1.090
 4EK  C17  H4   single    0.930  0.020  1.080
 4EK  C18  H5   single    0.930  0.020  1.080
 4EK  C20  H6   single    0.930  0.020  1.080
 4EK  C23  H7   single    0.930  0.020  1.080
 4EK  C24  H8   single    0.930  0.020  1.080
 4EK  C25  H9   single    0.930  0.020  1.080
 4EK  C26  H10  single    0.930  0.020  1.080
 4EK  C4   H11  single    0.930  0.020  1.080
 4EK  C5   H12  single    0.930  0.020  1.080
 4EK  C7   H13  single    0.930  0.020  1.080
 4EK  C8   H14  single    0.970  0.020  1.090
 4EK  C9   H15  single    0.970  0.020  1.090
 4EK  C9   H16  single    0.970  0.020  1.090
 4EK  C10  H17  single    0.970  0.020  1.090
 4EK  C10  H18  single    0.970  0.020  1.090

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
 4EK  C7   C2   F1   118.46  3.000
 4EK  C7   C2   C3   122.79  3.000
 4EK  F1   C2   C3   118.74  3.000
 4EK  H1   C3   C4   121.42  3.000
 4EK  H1   C3   C2   120.76  3.000
 4EK  C4   C3   C2   117.81  3.000
 4EK  H3   C11  H2   107.97  3.000
 4EK  H3   C11  N12  111.04  3.000
 4EK  H2   C11  N12  111.48  3.000
 4EK  H3   C11  C10  111.35  3.000
 4EK  H2   C11  C10  111.83  3.000
 4EK  N12  C11  C10  103.19  3.000
 4EK  N14  C13  N12  117.31  3.000
 4EK  N14  C13  C18  122.76  3.000
 4EK  N12  C13  C18  119.92  3.000
 4EK  N19  C16  N15  111.36  3.000
 4EK  N19  C16  C17  131.33  3.000
 4EK  N15  C16  C17  117.31  3.000
 4EK  H4   C17  C18  121.96  3.000
 4EK  H4   C17  C16  119.56  3.000
 4EK  C18  C17  C16  118.48  3.000
 4EK  H5   C18  C17  120.42  3.000
 4EK  H5   C18  C13  120.45  3.000
 4EK  C17  C18  C13  119.12  3.000
 4EK  H6   C20  N19  121.95  3.000
 4EK  H6   C20  C21  125.95  3.000
 4EK  N19  C20  C21  112.09  3.000
 4EK  N15  C21  C22  127.74  3.000
 4EK  C22  C21  C20  128.14  3.000
 4EK  N15  C21  C20  104.10  3.000
 4EK  N27  C22  C23  121.80  3.000
 4EK  N27  C22  C21  114.14  3.000
 4EK  C23  C22  C21  124.04  3.000
 4EK  H7   C23  C24  120.54  3.000
 4EK  H7   C23  C22  120.82  3.000
 4EK  C24  C23  C22  118.64  3.000
 4EK  H8   C24  C25  120.76  3.000
 4EK  H8   C24  C23  119.75  3.000
 4EK  C25  C24  C23  119.50  3.000
 4EK  H9   C25  C26  120.58  3.000
 4EK  H9   C25  C24  121.80  3.000
 4EK  C26  C25  C24  117.62  3.000
 4EK  H10  C26  N27  116.21  3.000
 4EK  H10  C26  C25  120.17  3.000
 4EK  N27  C26  C25  123.62  3.000
 4EK  H11  C4   C5   119.97  3.000
 4EK  H11  C4   C3   119.42  3.000
 4EK  C5   C4   C3   120.61  3.000
 4EK  H12  C5   C6   119.75  3.000
 4EK  H12  C5   C4   119.73  3.000
 4EK  C6   C5   C4   120.52  3.000
 4EK  C8   C6   C7   121.50  3.000
 4EK  C8   C6   C5   119.08  3.000
 4EK  C7   C6   C5   119.34  3.000
 4EK  H13  C7   C6   121.05  3.000
 4EK  H13  C7   C2   120.03  3.000
 4EK  C6   C7   C2   118.92  3.000
 4EK  H14  C8   N12  109.89  3.000
 4EK  H14  C8   C9   109.76  3.000
 4EK  N12  C8   C9   102.86  3.000
 4EK  H14  C8   C6   108.19  3.000
 4EK  N12  C8   C6   114.53  3.000
 4EK  C9   C8   C6   111.50  3.000
 4EK  H16  C9   H15  107.80  3.000
 4EK  H16  C9   C10  110.19  3.000
 4EK  H15  C9   C10  114.06  3.000
 4EK  H16  C9   C8   109.79  3.000
 4EK  H15  C9   C8   111.39  3.000
 4EK  C10  C9   C8   103.55  3.000
 4EK  H18  C10  H17  108.08  3.000
 4EK  H18  C10  C9   110.53  3.000
 4EK  H17  C10  C9   113.22  3.000
 4EK  H18  C10  C11  109.99  3.000
 4EK  H17  C10  C11  112.21  3.000
 4EK  C9   C10  C11  102.76  3.000
 4EK  C8   N12  C13  122.15  3.000
 4EK  C13  N12  C11  123.22  3.000
 4EK  C8   N12  C11  112.72  3.000
 4EK  N15  N14  C13  116.31  3.000
 4EK  N14  N15  C21  126.65  3.000
 4EK  C21  N15  C16  107.36  3.000
 4EK  N14  N15  C16  125.96  3.000
 4EK  C20  N19  C16  105.09  3.000
 4EK  C26  N27  C22  118.83  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
 4EK  CONST_01  C5   C6   C7   C2     0.00   0.0  0
 4EK  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 4EK  CONST_03  C6   C7   C2   C3     0.00   0.0  0
 4EK  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 4EK  CONST_05  C16  C17  C18  C13    0.00   0.0  0
 4EK  CONST_06  C16  N15  N14  C13    0.00   0.0  0
 4EK  CONST_07  C21  N15  N14  C13  180.00   0.0  0
 4EK  CONST_08  C22  C21  N15  C16  180.00   0.0  0
 4EK  CONST_09  C20  C21  N15  C16    0.00   0.0  0
 4EK  CONST_10  C21  C20  N19  C16    0.00   0.0  0
 4EK  CONST_11  N14  C13  C18  C17    0.00   0.0  0
 4EK  CONST_12  N14  N15  C16  C17    0.00   0.0  0
 4EK  CONST_13  C21  N15  C16  C17  180.00   0.0  0
 4EK  CONST_14  C20  N19  C16  C17  180.00   0.0  0
 4EK  CONST_15  N15  N14  C13  C18    0.00   0.0  0
 4EK  CONST_16  N15  C16  C17  C18    0.00   0.0  0
 4EK  CONST_17  N19  C16  C17  C18  180.00   0.0  0
 4EK  CONST_18  N15  C16  N19  C20    0.00   0.0  0
 4EK  CONST_19  N14  N15  C21  C20  180.00   0.0  0
 4EK  CONST_20  C23  C22  C21  C20  180.00   0.0  0
 4EK  CONST_21  N27  C22  C21  C20    0.00   0.0  0
 4EK  CONST_22  N19  C16  N15  C21    0.00   0.0  0
 4EK  CONST_23  C24  C23  C22  C21  180.00   0.0  0
 4EK  CONST_24  C26  N27  C22  C21  180.00   0.0  0
 4EK  CONST_25  C25  C24  C23  C22    0.00   0.0  0
 4EK  CONST_26  N14  N15  C21  C22    0.00   0.0  0
 4EK  CONST_27  N19  C20  C21  C22  180.00   0.0  0
 4EK  CONST_28  C25  C26  N27  C22    0.00   0.0  0
 4EK  CONST_29  C26  C25  C24  C23    0.00   0.0  0
 4EK  CONST_30  N15  C21  C22  C23    0.00   0.0  0
 4EK  CONST_31  C26  N27  C22  C23    0.00   0.0  0
 4EK  CONST_32  N27  C22  C23  C24    0.00   0.0  0
 4EK  CONST_33  N27  C26  C25  C24    0.00   0.0  0
 4EK  CONST_34  C7   C2   C3   C4     0.00   0.0  0
 4EK  CONST_35  C7   C6   C5   C4     0.00   0.0  0
 4EK  CONST_36  N19  C16  N15  N14  180.00   0.0  0
 4EK  CONST_37  N27  C22  C21  N15  180.00   0.0  0
 4EK  CONST_38  N19  C20  C21  N15    0.00   0.0  0
 4EK  CONST_39  C8   C6   C7   C2   180.00   0.0  0
 4EK  CONST_40  N12  C13  C18  C17  180.00   0.0  0
 4EK  CONST_41  C8   C6   C5   C4   180.00   0.0  0
 4EK  CONST_42  N15  N14  C13  N12  180.00   0.0  0
 4EK  CONST_43  C6   C7   C2   F1   180.00   0.0  0
 4EK  CONST_44  C4   C3   C2   F1   180.00   0.0  0
 4EK  CONST_45  H11  C4   C3   C2   180.00   0.0  0
 4EK  CONST_46  H13  C7   C2   C3   180.00   0.0  0
 4EK  CONST_47  H12  C5   C4   C3   180.00   0.0  0
 4EK  CONST_48  H4   C17  C18  C13  180.00   0.0  0
 4EK  CONST_49  H5   C18  C17  C16  180.00   0.0  0
 4EK  CONST_50  H6   C20  N19  C16  180.00   0.0  0
 4EK  CONST_51  H7   C23  C22  C21    0.00   0.0  0
 4EK  CONST_52  H8   C24  C23  C22  180.00   0.0  0
 4EK  CONST_53  H10  C26  N27  C22  180.00   0.0  0
 4EK  CONST_54  H9   C25  C24  C23  180.00   0.0  0
 4EK  CONST_55  H1   C3   C4   C5   180.00   0.0  0
 4EK  Var_01    C8   C9   C10  C11  -38.82  30.0  1
 4EK  Var_02    C18  C13  N12  C11   18.35  30.0  2
 4EK  Var_03    C10  C11  N12  C13  150.06  30.0  1
 4EK  Var_04    N12  C11  C10  C9    32.52  30.0  1

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
 4EK  chir_01  C8  C9  N12  C6  negativ

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
 4EK  plan-1  C21  0.020
 4EK  plan-1  C22  0.020
 4EK  plan-1  C23  0.020
 4EK  plan-1  C24  0.020
 4EK  plan-1  C25  0.020
 4EK  plan-1  C26  0.020
 4EK  plan-1  N27  0.020
 4EK  plan-1  H7   0.020
 4EK  plan-1  H8   0.020
 4EK  plan-1  H9   0.020
 4EK  plan-1  H10  0.020
 4EK  plan-2  C2   0.020
 4EK  plan-2  C3   0.020
 4EK  plan-2  F1   0.020
 4EK  plan-2  C4   0.020
 4EK  plan-2  C5   0.020
 4EK  plan-2  C6   0.020
 4EK  plan-2  C7   0.020
 4EK  plan-2  C8   0.020
 4EK  plan-2  H1   0.020
 4EK  plan-2  H11  0.020
 4EK  plan-2  H12  0.020
 4EK  plan-2  H13  0.020
 4EK  plan-3  C13  0.020
 4EK  plan-3  C16  0.020
 4EK  plan-3  C17  0.020
 4EK  plan-3  C18  0.020
 4EK  plan-3  C20  0.020
 4EK  plan-3  C21  0.020
 4EK  plan-3  C22  0.020
 4EK  plan-3  N12  0.020
 4EK  plan-3  N14  0.020
 4EK  plan-3  N15  0.020
 4EK  plan-3  N19  0.020
 4EK  plan-3  H4   0.020
 4EK  plan-3  H5   0.020
 4EK  plan-3  H6   0.020

