# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 21:36:38 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 6-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)imidazo[1,2-a]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2cn3cc(ccc3n2)c4cc(OC)cc(OC)c4
#
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
 N4Q  N4Q  6-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)imidazo[1,2-a]pyridine  ligand  47  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N4Q
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
 N4Q  C12  C  CR16  0  -0.322  21.1151  29.8651   4.4368
 N4Q  C13  C  CR6   0   0.372  20.1786  30.0900   3.4237
 N4Q  C14  C  CR16  0  -0.367  19.2758  29.0801   3.0994
 N4Q  C01  C  CH3   0  -0.439  23.2727  22.8931  12.3357
 N4Q  C03  C  CR15  0  -0.120  21.2060  25.9170   6.4061
 N4Q  C04  C  CH3   0  -0.439  21.1470  17.4879   8.1613
 N4Q  C05  C  CR16  0   0.017  21.3446  23.7873   7.6592
 N4Q  C06  C  CR6   0  -0.076  20.7398  22.5868   7.8882
 N4Q  C07  C  CR16  0  -0.188  19.5341  22.2844   7.1896
 N4Q  C08  C  CR16  0  -0.396  18.9861  23.1688   6.3111
 N4Q  C11  C  CR16  0  -0.321  21.1430  28.6585   5.1050
 N4Q  C15  C  CR16  0  -0.289  19.3162  27.8718   3.7817
 N4Q  C17  C  CR16  0  -0.490  21.9541  22.0876   9.9976
 N4Q  C18  C  CR6   0   0.424  22.5221  21.1720  10.8820
 N4Q  C20  C  CR6   0   0.425  21.8193  19.3542   9.4690
 N4Q  C21  C  CR16  0  -0.488  21.2593  20.2609   8.5706
 N4Q  C02  C  CR5   0   0.140  20.2689  26.3546   5.4969
 N4Q  C09  C  CR56  0   0.537  19.6235  24.4058   6.0893
 N4Q  C10  C  CR6   0   0.006  20.2442  27.6338   4.7911
 N4Q  C16  C  CR6   0   0.150  21.3303  21.6258   8.8407
 N4Q  C19  C  CR16  0  -0.450  22.4515  19.8078  10.6214
 N4Q  C25  C  CH3   0  -0.436  19.3028  31.5694   1.7890
 N4Q  N01  N  N     0  -0.501  19.3028  25.4170   5.3082
 N4Q  N04  N  N     0  -0.516  20.7900  24.6710   6.7862
 N4Q  O03  O  O2    0  -0.469  20.2225  31.2948   2.8275
 N4Q  H1   H  HCR6  0   0.264  21.8172  30.6474   4.6971
 N4Q  H2   H  HCR6  0   0.280  18.5369  29.2122   2.3210
 N4Q  H3   H  HCH3  0   0.262  23.8139  22.9443  13.2771
 N4Q  H4   H  HCH3  0   0.229  23.8387  23.4361  11.5744
 N4Q  H5   H  HCH3  0   0.230  22.3003  23.3755  12.4632
 N4Q  H6   H  HCR5  0   0.302  22.1041  26.3606   6.8008
 N4Q  H7   H  HCH3  0   0.262  21.2330  16.4069   8.2363
 N4Q  H8   H  HCH3  0   0.229  20.0878  17.7560   8.1377
 N4Q  H9   H  HCH3  0   0.230  21.6147  17.8115   7.2280
 N4Q  H10  H  HCR6  0   0.303  22.2722  24.0898   8.1232
 N4Q  H11  H  HCR6  0   0.267  19.0357  21.3433   7.3782
 N4Q  H12  H  HCR6  0   0.279  18.0659  22.9517   5.7875
 N4Q  H13  H  HCR6  0   0.251  21.8756  28.5214   5.8906
 N4Q  H14  H  HCR6  0   0.255  18.6083  27.0976   3.5166
 N4Q  H15  H  HCR6  0   0.276  21.9659  23.1476  10.2096
 N4Q  H16  H  HCR6  0   0.277  20.7975  19.9243   7.6533
 N4Q  H17  H  HCR6  0   0.269  22.8850  19.0997  11.3174
 N4Q  H18  H  HCH3  0   0.260  19.5052  32.5847   1.4573
 N4Q  H19  H  HCH3  0   0.229  19.4304  30.8909   0.9414
 N4Q  H20  H  HCH3  0   0.229  18.2674  31.5120   2.1343
 N4Q  O01  O  O2    0  -0.473  23.1464  21.5201  12.0214
 N4Q  O02  O  O2    0  -0.473  21.8020  18.0205   9.2961

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
 N4Q  C12  C11  aromatic  1.380  0.020  1.380
 N4Q  C12  C13  aromatic  1.398  0.020  1.398
 N4Q  O03  C13  single    1.345  0.020  1.345
 N4Q  O03  C25  single    1.414  0.020  1.414
 N4Q  C11  C10  aromatic  1.399  0.020  1.399
 N4Q  C13  C14  aromatic  1.393  0.020  1.393
 N4Q  C10  C15  aromatic  1.392  0.020  1.392
 N4Q  C10  C02  single    1.461  0.020  1.461
 N4Q  C14  C15  aromatic  1.388  0.020  1.388
 N4Q  N01  C02  aromatic  1.359  0.020  1.359
 N4Q  N01  C09  aromatic  1.317  0.020  1.317
 N4Q  C02  C03  aromatic  1.377  0.020  1.377
 N4Q  C09  C08  aromatic  1.409  0.020  1.409
 N4Q  C09  N04  aromatic  1.384  0.020  1.384
 N4Q  C03  N04  aromatic  1.368  0.020  1.368
 N4Q  C08  C07  aromatic  1.362  0.020  1.362
 N4Q  N04  C05  aromatic  1.360  0.020  1.360
 N4Q  C07  C06  aromatic  1.426  0.020  1.426
 N4Q  C05  C06  aromatic  1.364  0.020  1.364
 N4Q  C06  C16  single    1.476  0.020  1.476
 N4Q  C04  O02  single    1.414  0.020  1.414
 N4Q  C21  C16  aromatic  1.393  0.020  1.393
 N4Q  C21  C20  aromatic  1.394  0.020  1.394
 N4Q  C16  C17  aromatic  1.393  0.020  1.393
 N4Q  O02  C20  single    1.345  0.020  1.345
 N4Q  C20  C19  aromatic  1.391  0.020  1.391
 N4Q  C17  C18  aromatic  1.394  0.020  1.394
 N4Q  C19  C18  aromatic  1.391  0.020  1.391
 N4Q  C18  O01  single    1.345  0.020  1.345
 N4Q  O01  C01  single    1.414  0.020  1.414
 N4Q  C12  H1   single    0.930  0.020  1.080
 N4Q  C14  H2   single    0.930  0.020  1.080
 N4Q  C01  H3   single    0.970  0.020  1.090
 N4Q  C01  H4   single    0.970  0.020  1.090
 N4Q  C01  H5   single    0.970  0.020  1.090
 N4Q  C03  H6   single    0.930  0.020  1.080
 N4Q  C04  H7   single    0.970  0.020  1.090
 N4Q  C04  H8   single    0.970  0.020  1.090
 N4Q  C04  H9   single    0.970  0.020  1.090
 N4Q  C05  H10  single    0.930  0.020  1.080
 N4Q  C07  H11  single    0.930  0.020  1.080
 N4Q  C08  H12  single    0.930  0.020  1.080
 N4Q  C11  H13  single    0.930  0.020  1.080
 N4Q  C15  H14  single    0.930  0.020  1.080
 N4Q  C17  H15  single    0.930  0.020  1.080
 N4Q  C21  H16  single    0.930  0.020  1.080
 N4Q  C19  H17  single    0.930  0.020  1.080
 N4Q  C25  H18  single    0.970  0.020  1.090
 N4Q  C25  H19  single    0.970  0.020  1.090
 N4Q  C25  H20  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
 N4Q  H1   C12  C11  120.16  3.000
 N4Q  H1   C12  C13  119.49  3.000
 N4Q  C11  C12  C13  120.35  3.000
 N4Q  O03  C13  C14  124.57  3.000
 N4Q  C14  C13  C12  119.10  3.000
 N4Q  O03  C13  C12  116.33  3.000
 N4Q  H2   C14  C15  118.68  3.000
 N4Q  H2   C14  C13  121.47  3.000
 N4Q  C15  C14  C13  119.85  3.000
 N4Q  H5   C01  H4   108.83  3.000
 N4Q  H5   C01  H3   108.73  3.000
 N4Q  H4   C01  H3   108.78  3.000
 N4Q  H5   C01  O01  112.02  3.000
 N4Q  H4   C01  O01  111.94  3.000
 N4Q  H3   C01  O01  106.42  3.000
 N4Q  H6   C03  N04  121.83  3.000
 N4Q  H6   C03  C02  132.75  3.000
 N4Q  N04  C03  C02  105.42  3.000
 N4Q  H9   C04  H8   108.89  3.000
 N4Q  H9   C04  H7   108.63  3.000
 N4Q  H8   C04  H7   108.79  3.000
 N4Q  H9   C04  O02  112.05  3.000
 N4Q  H8   C04  O02  111.95  3.000
 N4Q  H7   C04  O02  106.41  3.000
 N4Q  H10  C05  N04  116.34  3.000
 N4Q  H10  C05  C06  123.72  3.000
 N4Q  N04  C05  C06  119.92  3.000
 N4Q  C16  C06  C07  121.09  3.000
 N4Q  C16  C06  C05  120.27  3.000
 N4Q  C07  C06  C05  118.65  3.000
 N4Q  H11  C07  C08  119.49  3.000
 N4Q  H11  C07  C06  119.25  3.000
 N4Q  C08  C07  C06  121.24  3.000
 N4Q  H12  C08  C09  119.03  3.000
 N4Q  H12  C08  C07  121.65  3.000
 N4Q  C09  C08  C07  119.32  3.000
 N4Q  H13  C11  C10  120.32  3.000
 N4Q  H13  C11  C12  118.41  3.000
 N4Q  C10  C11  C12  121.27  3.000
 N4Q  H14  C15  C10  119.44  3.000
 N4Q  H14  C15  C14  118.90  3.000
 N4Q  C10  C15  C14  121.65  3.000
 N4Q  H15  C17  C16  119.52  3.000
 N4Q  H15  C17  C18  121.01  3.000
 N4Q  C16  C17  C18  119.44  3.000
 N4Q  O01  C18  C19  115.86  3.000
 N4Q  O01  C18  C17  123.82  3.000
 N4Q  C19  C18  C17  120.32  3.000
 N4Q  C19  C20  C21  120.30  3.000
 N4Q  C19  C20  O02  115.84  3.000
 N4Q  C21  C20  O02  123.85  3.000
 N4Q  H16  C21  C16  119.44  3.000
 N4Q  H16  C21  C20  121.07  3.000
 N4Q  C16  C21  C20  119.47  3.000
 N4Q  N01  C02  C10  121.65  3.000
 N4Q  N01  C02  C03  110.87  3.000
 N4Q  C10  C02  C03  127.49  3.000
 N4Q  N04  C09  N01  110.89  3.000
 N4Q  N04  C09  C08  118.04  3.000
 N4Q  N01  C09  C08  131.07  3.000
 N4Q  C02  C10  C15  120.75  3.000
 N4Q  C02  C10  C11  121.47  3.000
 N4Q  C15  C10  C11  117.77  3.000
 N4Q  C21  C16  C17  120.57  3.000
 N4Q  C17  C16  C06  119.94  3.000
 N4Q  C21  C16  C06  119.49  3.000
 N4Q  H17  C19  C20  120.07  3.000
 N4Q  H17  C19  C18  120.03  3.000
 N4Q  C20  C19  C18  119.90  3.000
 N4Q  H20  C25  H19  108.84  3.000
 N4Q  H20  C25  H18  108.77  3.000
 N4Q  H19  C25  H18  108.75  3.000
 N4Q  H20  C25  O03  111.95  3.000
 N4Q  H19  C25  O03  111.90  3.000
 N4Q  H18  C25  O03  106.52  3.000
 N4Q  C09  N01  C02  105.90  3.000
 N4Q  C09  N04  C05  122.83  3.000
 N4Q  C05  N04  C03  130.25  3.000
 N4Q  C09  N04  C03  106.92  3.000
 N4Q  C25  O03  C13  118.58  3.000
 N4Q  C18  O01  C01  118.75  3.000
 N4Q  C20  O02  C04  118.85  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
 N4Q  CONST_01  C15  C10  C11  C12     0.00   0.0  0
 N4Q  CONST_02  C02  C10  C11  C12   180.00   0.0  0
 N4Q  CONST_03  C15  C14  C13  C12     0.00   0.0  0
 N4Q  CONST_04  C10  C11  C12  C13     0.00   0.0  0
 N4Q  CONST_05  C10  C15  C14  C13     0.00   0.0  0
 N4Q  CONST_06  C11  C12  C13  C14     0.00   0.0  0
 N4Q  CONST_07  C11  C10  C15  C14     0.00   0.0  0
 N4Q  CONST_08  C02  C10  C15  C14   180.00   0.0  0
 N4Q  CONST_09  C11  C10  C02  C03     0.00   0.0  0
 N4Q  CONST_10  C15  C10  C02  C03   180.00   0.0  0
 N4Q  CONST_11  C09  N01  C02  C03     0.00   0.0  0
 N4Q  CONST_12  N01  C09  N04  C03     0.00   0.0  0
 N4Q  CONST_13  C08  C09  N04  C03   180.00   0.0  0
 N4Q  CONST_14  C06  C05  N04  C03   180.00   0.0  0
 N4Q  CONST_15  N01  C09  N04  C05   180.00   0.0  0
 N4Q  CONST_16  C08  C09  N04  C05     0.00   0.0  0
 N4Q  CONST_17  C02  C03  N04  C05   180.00   0.0  0
 N4Q  CONST_18  C08  C07  C06  C05     0.00   0.0  0
 N4Q  CONST_21  C09  C08  C07  C06     0.00   0.0  0
 N4Q  CONST_22  C09  N04  C05  C06     0.00   0.0  0
 N4Q  CONST_23  C20  C21  C16  C06   180.00   0.0  0
 N4Q  CONST_24  C18  C17  C16  C06   180.00   0.0  0
 N4Q  CONST_25  N01  C09  C08  C07   180.00   0.0  0
 N4Q  CONST_26  N04  C09  C08  C07     0.00   0.0  0
 N4Q  CONST_27  N04  C05  C06  C07     0.00   0.0  0
 N4Q  CONST_30  C02  N01  C09  C08   180.00   0.0  0
 N4Q  CONST_31  C16  C06  C07  C08   180.00   0.0  0
 N4Q  CONST_32  N01  C02  C10  C11   180.00   0.0  0
 N4Q  CONST_33  N01  C02  C10  C15     0.00   0.0  0
 N4Q  CONST_34  C20  C21  C16  C17     0.00   0.0  0
 N4Q  CONST_35  C20  C19  C18  C17     0.00   0.0  0
 N4Q  CONST_36  C21  C16  C17  C18     0.00   0.0  0
 N4Q  CONST_37  C21  C20  C19  C18     0.00   0.0  0
 N4Q  CONST_38  N04  C09  N01  C02     0.00   0.0  0
 N4Q  CONST_39  C09  N04  C03  C02     0.00   0.0  0
 N4Q  CONST_40  C10  C02  N01  C09   180.00   0.0  0
 N4Q  CONST_41  N04  C03  C02  C10   180.00   0.0  0
 N4Q  CONST_42  N04  C05  C06  C16   180.00   0.0  0
 N4Q  CONST_43  C19  C20  C21  C16     0.00   0.0  0
 N4Q  CONST_44  C19  C18  C17  C16     0.00   0.0  0
 N4Q  CONST_45  N04  C03  C02  N01     0.00   0.0  0
 N4Q  CONST_46  C16  C21  C20  O02   180.00   0.0  0
 N4Q  CONST_47  C18  C19  C20  O02   180.00   0.0  0
 N4Q  CONST_48  O03  C13  C12  C11   180.00   0.0  0
 N4Q  CONST_49  O03  C13  C14  C15   180.00   0.0  0
 N4Q  CONST_50  O01  C18  C19  C20   180.00   0.0  0
 N4Q  CONST_51  O01  C18  C17  C16   180.00   0.0  0
 N4Q  CONST_52  H2   C14  C13  C12   180.00   0.0  0
 N4Q  CONST_53  H13  C11  C12  C13   180.00   0.0  0
 N4Q  CONST_54  H14  C15  C14  C13   180.00   0.0  0
 N4Q  CONST_55  H1   C12  C13  C14   180.00   0.0  0
 N4Q  CONST_56  H10  C05  N04  C03     0.00   0.0  0
 N4Q  CONST_57  H6   C03  N04  C05     0.00   0.0  0
 N4Q  CONST_58  H11  C07  C06  C05   180.00   0.0  0
 N4Q  CONST_59  H12  C08  C07  C06   180.00   0.0  0
 N4Q  CONST_60  H16  C21  C16  C06     0.00   0.0  0
 N4Q  CONST_61  H15  C17  C16  C06     0.00   0.0  0
 N4Q  CONST_62  H17  C19  C18  C17   180.00   0.0  0
 N4Q  Var_01    C17  C18  O01  C01    -1.76  30.0  2
 N4Q  Var_02    C21  C20  O02  C04    -1.94  30.0  2
 N4Q  Var_03    H18  C25  O03  C13   179.63  30.0  3
 N4Q  Var_04    H3   C01  O01  C18  -179.19  30.0  3
 N4Q  Var_05    H7   C04  O02  C20  -178.56  30.0  3

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
 N4Q  plan-1  C12  0.020
 N4Q  plan-1  C13  0.020
 N4Q  plan-1  C14  0.020
 N4Q  plan-1  C11  0.020
 N4Q  plan-1  C15  0.020
 N4Q  plan-1  C02  0.020
 N4Q  plan-1  C10  0.020
 N4Q  plan-1  O03  0.020
 N4Q  plan-1  H1   0.020
 N4Q  plan-1  H2   0.020
 N4Q  plan-1  H13  0.020
 N4Q  plan-1  H14  0.020
 N4Q  plan-2  C06  0.020
 N4Q  plan-2  C17  0.020
 N4Q  plan-2  C18  0.020
 N4Q  plan-2  C20  0.020
 N4Q  plan-2  C21  0.020
 N4Q  plan-2  C16  0.020
 N4Q  plan-2  C19  0.020
 N4Q  plan-2  H15  0.020
 N4Q  plan-2  H16  0.020
 N4Q  plan-2  H17  0.020
 N4Q  plan-2  O01  0.020
 N4Q  plan-2  O02  0.020
 N4Q  plan-3  C03  0.020
 N4Q  plan-3  C05  0.020
 N4Q  plan-3  C06  0.020
 N4Q  plan-3  C07  0.020
 N4Q  plan-3  C08  0.020
 N4Q  plan-3  C02  0.020
 N4Q  plan-3  C09  0.020
 N4Q  plan-3  C10  0.020
 N4Q  plan-3  C16  0.020
 N4Q  plan-3  N01  0.020
 N4Q  plan-3  N04  0.020
 N4Q  plan-3  H6   0.020
 N4Q  plan-3  H10  0.020
 N4Q  plan-3  H11  0.020
 N4Q  plan-3  H12  0.020

