# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 05:49:56 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 7-methoxy-6-(1-methyl-1H-pyrazol-4-yl)-3-(pyridin-2-yl)imidazo[1,2-a]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2ncc(n2cc1c3cnn(C)c3)c4ccccn4
#
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
 A9R  A9R  7-methoxy-6-(1-methyl-1H-pyrazol-4-yl)-3-(pyridin-2-yl)imidazo[1,2-a]pyridine  ligand  38  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A9R
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
 A9R  N3   N  N     0  -0.282   4.2545   1.7792   0.4335
 A9R  C4   C  CR15  0  -0.074   3.6062   0.6675   0.7202
 A9R  C5   C  CR15  0   0.028   2.3771   1.7396  -0.7468
 A9R  C6   C  CR5   0  -0.147   2.3952   0.5794   0.0041
 A9R  C7   C  CR6   0  -0.153   1.3508  -0.4438   0.0451
 A9R  C8   C  CR6   0   0.465   1.6654  -1.8449   0.0692
 A9R  C10  C  CH3   0  -0.443   3.3584  -3.4938   0.1078
 A9R  C17  C  CR5   0   0.248  -2.3339  -0.8681  -0.0458
 A9R  C20  C  CR16  0  -0.152  -3.5117   2.6112   0.7362
 A9R  C21  C  CR16  0  -0.326  -4.6978   2.5896   0.0196
 A9R  C22  C  CR16  0  -0.078  -5.0245   1.4214  -0.6545
 A9R  N2   N  NR5   0  -0.265   3.4993   2.4136  -0.4575
 A9R  O9   O  O2    0  -0.454   2.9679  -2.1326   0.0978
 A9R  C11  C  CR16  0  -0.543   0.6628  -2.7755   0.0377
 A9R  C12  C  CR16  0  -0.023   0.0434  -0.0688   0.0254
 A9R  N13  N  N     0  -0.595  -0.9550  -0.9956   0.0191
 A9R  C14  C  CR56  0   0.537  -0.6771  -2.3475  -0.0059
 A9R  N15  N  N     0  -0.479  -1.7859  -3.0637  -0.0817
 A9R  C16  C  CR15  0  -0.221  -2.7904  -2.1624  -0.1171
 A9R  C18  C  CR6   0   0.207  -3.0999   0.3693  -0.0021
 A9R  C19  C  CR16  0  -0.350  -2.7045   1.4859   0.7379
 A9R  N29  N  N     0  -0.428  -4.2524   0.3458  -0.6777
 A9R  H1   H  HCR5  0   0.257   4.0159  -0.0289   1.4347
 A9R  H2   H  HCR5  0   0.294   1.6587   2.1075  -1.4621
 A9R  H3   H  HCH3  0   0.235   3.0134  -4.0167  -0.7872
 A9R  H4   H  HCH3  0   0.268   4.4447  -3.5020   0.1270
 A9R  H5   H  HCH3  0   0.236   2.9820  -4.0135   0.9922
 A9R  H6   H  HCR6  0   0.276  -3.2217   3.4866   1.3022
 A9R  H7   H  HCR6  0   0.272  -5.3582   3.4446  -0.0117
 A9R  H8   H  HCR6  0   0.264  -5.9535   1.3553  -1.2103
 A9R  H9   H  HCH3  0   0.262   4.9210   3.6116  -1.3998
 A9R  H10  H  HCH3  0   0.259   3.2340   3.9872  -1.7756
 A9R  H11  H  HCH3  0   0.261   3.9093   4.4482  -0.2062
 A9R  H12  H  HCR6  0   0.299   0.8458  -3.8402   0.0273
 A9R  H13  H  HCR6  0   0.310  -0.2459   0.9704   0.0026
 A9R  H14  H  HCR5  0   0.263  -3.8253  -2.4660  -0.1701
 A9R  H15  H  HCR6  0   0.278  -1.8061   1.4703   1.3394
 A9R  C1   C  CH3   0  -0.507   3.9180   3.6894  -0.9864

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
 A9R  C1   N2   single    1.443  0.020  1.443
 A9R  N2   N3   aromatic  1.329  0.020  1.329
 A9R  N2   C5   aromatic  1.341  0.020  1.341
 A9R  N3   C4   aromatic  1.318  0.020  1.318
 A9R  C5   C6   aromatic  1.382  0.020  1.382
 A9R  C4   C6   aromatic  1.410  0.020  1.410
 A9R  C20  C21  aromatic  1.386  0.020  1.386
 A9R  C20  C19  aromatic  1.385  0.020  1.385
 A9R  C6   C7   single    1.463  0.020  1.463
 A9R  C21  C22  aromatic  1.388  0.020  1.388
 A9R  C19  C18  aromatic  1.397  0.020  1.397
 A9R  C7   C12  aromatic  1.360  0.020  1.360
 A9R  C7   C8   aromatic  1.436  0.020  1.436
 A9R  C12  N13  aromatic  1.362  0.020  1.362
 A9R  C22  N29  aromatic  1.324  0.020  1.324
 A9R  C18  N29  aromatic  1.336  0.020  1.336
 A9R  C18  C17  single    1.456  0.020  1.456
 A9R  O9   C8   single    1.334  0.020  1.334
 A9R  O9   C10  single    1.416  0.020  1.416
 A9R  C8   C11  aromatic  1.368  0.020  1.368
 A9R  N13  C17  aromatic  1.386  0.020  1.386
 A9R  N13  C14  aromatic  1.380  0.020  1.380
 A9R  C17  C16  aromatic  1.374  0.020  1.374
 A9R  C11  C14  aromatic  1.407  0.020  1.407
 A9R  C14  N15  aromatic  1.322  0.020  1.322
 A9R  C16  N15  aromatic  1.350  0.020  1.350
 A9R  C4   H1   single    0.930  0.020  1.080
 A9R  C5   H2   single    0.930  0.020  1.080
 A9R  C10  H3   single    0.970  0.020  1.090
 A9R  C10  H4   single    0.970  0.020  1.090
 A9R  C10  H5   single    0.970  0.020  1.090
 A9R  C20  H6   single    0.930  0.020  1.080
 A9R  C21  H7   single    0.930  0.020  1.080
 A9R  C22  H8   single    0.930  0.020  1.080
 A9R  C1   H9   single    0.970  0.020  1.090
 A9R  C1   H10  single    0.970  0.020  1.090
 A9R  C1   H11  single    0.970  0.020  1.090
 A9R  C11  H12  single    0.930  0.020  1.080
 A9R  C12  H13  single    0.930  0.020  1.080
 A9R  C16  H14  single    0.930  0.020  1.080
 A9R  C19  H15  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
 A9R  N2   N3   C4   105.60  3.000
 A9R  H1   C4   C6   128.50  3.000
 A9R  H1   C4   N3   120.11  3.000
 A9R  C6   C4   N3   111.38  3.000
 A9R  H2   C5   N2   121.95  3.000
 A9R  H2   C5   C6   130.95  3.000
 A9R  N2   C5   C6   107.09  3.000
 A9R  C7   C6   C5   126.37  3.000
 A9R  C7   C6   C4   130.01  3.000
 A9R  C5   C6   C4   103.58  3.000
 A9R  C12  C7   C8   118.66  3.000
 A9R  C8   C7   C6   121.77  3.000
 A9R  C12  C7   C6   119.55  3.000
 A9R  C11  C8   O9   124.69  3.000
 A9R  C11  C8   C7   120.17  3.000
 A9R  O9   C8   C7   115.12  3.000
 A9R  H5   C10  H4   109.06  3.000
 A9R  H5   C10  H3   109.06  3.000
 A9R  H4   C10  H3   109.06  3.000
 A9R  H5   C10  O9   111.59  3.000
 A9R  H4   C10  O9   106.44  3.000
 A9R  H3   C10  O9   111.54  3.000
 A9R  C18  C17  C16  128.85  3.000
 A9R  C16  C17  N13  104.25  3.000
 A9R  C18  C17  N13  126.88  3.000
 A9R  H6   C20  C19  120.04  3.000
 A9R  H6   C20  C21  120.82  3.000
 A9R  C19  C20  C21  119.13  3.000
 A9R  H7   C21  C22  120.53  3.000
 A9R  H7   C21  C20  121.71  3.000
 A9R  C22  C21  C20  117.76  3.000
 A9R  H8   C22  N29  116.17  3.000
 A9R  H8   C22  C21  120.12  3.000
 A9R  N29  C22  C21  123.71  3.000
 A9R  C1   N2   C5   127.46  3.000
 A9R  C5   N2   N3   112.35  3.000
 A9R  C1   N2   N3   120.19  3.000
 A9R  C10  O9   C8   118.47  3.000
 A9R  H12  C11  C14  117.43  3.000
 A9R  H12  C11  C8   123.12  3.000
 A9R  C14  C11  C8   119.44  3.000
 A9R  H13  C12  N13  117.30  3.000
 A9R  H13  C12  C7   121.57  3.000
 A9R  N13  C12  C7   121.13  3.000
 A9R  C14  N13  C12  121.26  3.000
 A9R  C14  N13  C17  106.83  3.000
 A9R  C12  N13  C17  131.80  3.000
 A9R  N15  C14  N13  111.27  3.000
 A9R  N15  C14  C11  129.46  3.000
 A9R  N13  C14  C11  119.27  3.000
 A9R  C16  N15  C14  105.30  3.000
 A9R  H14  C16  N15  121.79  3.000
 A9R  H14  C16  C17  125.85  3.000
 A9R  N15  C16  C17  112.35  3.000
 A9R  N29  C18  C19  121.75  3.000
 A9R  N29  C18  C17  115.07  3.000
 A9R  C19  C18  C17  123.12  3.000
 A9R  H15  C19  C18  121.23  3.000
 A9R  H15  C19  C20  119.78  3.000
 A9R  C18  C19  C20  118.94  3.000
 A9R  C18  N29  C22  118.68  3.000
 A9R  H11  C1   H10  108.94  3.000
 A9R  H11  C1   H9   109.26  3.000
 A9R  H10  C1   H9   108.91  3.000
 A9R  H11  C1   N2   110.57  3.000
 A9R  H10  C1   N2   109.03  3.000
 A9R  H9   C1   N2   110.10  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
 A9R  CONST_01  C6   C5   N2   N3     0.00   0.0  0
 A9R  CONST_02  C5   C6   C4   N3     0.00   0.0  0
 A9R  CONST_03  C7   C6   C4   N3   180.00   0.0  0
 A9R  CONST_04  C5   N2   N3   C4     0.00   0.0  0
 A9R  CONST_05  N2   C5   C6   C4     0.00   0.0  0
 A9R  CONST_10  N2   N3   C4   C6     0.00   0.0  0
 A9R  CONST_11  N13  C12  C7   C6   180.00   0.0  0
 A9R  CONST_12  C11  C8   C7   C6   180.00   0.0  0
 A9R  CONST_13  N2   C5   C6   C7   180.00   0.0  0
 A9R  CONST_14  C17  N13  C12  C7   180.00   0.0  0
 A9R  CONST_15  C14  N13  C12  C7     0.00   0.0  0
 A9R  CONST_16  C14  C11  C8   C7     0.00   0.0  0
 A9R  CONST_17  N13  C12  C7   C8     0.00   0.0  0
 A9R  CONST_18  N13  C14  C11  C8     0.00   0.0  0
 A9R  CONST_19  N15  C14  C11  C8   180.00   0.0  0
 A9R  CONST_20  C20  C19  C18  C17  180.00   0.0  0
 A9R  CONST_21  C22  N29  C18  C17  180.00   0.0  0
 A9R  CONST_22  C11  C14  N13  C17  180.00   0.0  0
 A9R  CONST_23  N15  C14  N13  C17    0.00   0.0  0
 A9R  CONST_24  C14  N15  C16  C17    0.00   0.0  0
 A9R  CONST_25  N29  C22  C21  C20    0.00   0.0  0
 A9R  CONST_26  N29  C18  C19  C20    0.00   0.0  0
 A9R  CONST_27  C18  C19  C20  C21    0.00   0.0  0
 A9R  CONST_28  C18  N29  C22  C21    0.00   0.0  0
 A9R  CONST_29  C19  C20  C21  C22    0.00   0.0  0
 A9R  CONST_30  C19  C18  N29  C22    0.00   0.0  0
 A9R  CONST_31  C12  C7   C8   C11    0.00   0.0  0
 A9R  CONST_32  C12  N13  C14  C11    0.00   0.0  0
 A9R  CONST_33  C16  N15  C14  C11  180.00   0.0  0
 A9R  CONST_34  C18  C17  N13  C12    0.00   0.0  0
 A9R  CONST_35  C16  C17  N13  C12  180.00   0.0  0
 A9R  CONST_36  N15  C14  N13  C12  180.00   0.0  0
 A9R  CONST_39  N15  C16  C17  N13    0.00   0.0  0
 A9R  CONST_40  C16  N15  C14  N13    0.00   0.0  0
 A9R  CONST_41  C18  C17  N13  C14  180.00   0.0  0
 A9R  CONST_42  C16  C17  N13  C14    0.00   0.0  0
 A9R  CONST_43  C18  C17  C16  N15  180.00   0.0  0
 A9R  CONST_46  C1   N2   N3   C4   180.00   0.0  0
 A9R  CONST_47  C1   N2   C5   C6   180.00   0.0  0
 A9R  CONST_48  O9   C8   C7   C6     0.00   0.0  0
 A9R  CONST_49  C12  C7   C8   O9   180.00   0.0  0
 A9R  CONST_50  C14  C11  C8   O9   180.00   0.0  0
 A9R  CONST_51  H2   C5   N2   N3   180.00   0.0  0
 A9R  CONST_52  H1   C4   C6   C5   180.00   0.0  0
 A9R  CONST_53  H13  C12  C7   C6     0.00   0.0  0
 A9R  CONST_54  H12  C11  C8   C7   180.00   0.0  0
 A9R  CONST_55  H15  C19  C18  C17    0.00   0.0  0
 A9R  CONST_56  H8   C22  C21  C20  180.00   0.0  0
 A9R  CONST_57  H6   C20  C21  C22  180.00   0.0  0
 A9R  CONST_58  H14  C16  C17  N13  180.00   0.0  0
 A9R  CONST_59  H7   C21  C20  C19  180.00   0.0  0
 A9R  Var_01    C11  C8   O9   C10   -0.55  30.0  2
 A9R  Var_02    H9   C1   N2   N3    54.10  30.0  2
 A9R  Var_03    H3   C10  O9   C8    60.90  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
 A9R  plan-1  N3   0.020
 A9R  plan-1  C4   0.020
 A9R  plan-1  C5   0.020
 A9R  plan-1  C6   0.020
 A9R  plan-1  C7   0.020
 A9R  plan-1  N2   0.020
 A9R  plan-1  H1   0.020
 A9R  plan-1  H2   0.020
 A9R  plan-1  C1   0.020
 A9R  plan-2  C17  0.020
 A9R  plan-2  C20  0.020
 A9R  plan-2  C21  0.020
 A9R  plan-2  C22  0.020
 A9R  plan-2  C18  0.020
 A9R  plan-2  C19  0.020
 A9R  plan-2  N29  0.020
 A9R  plan-2  H6   0.020
 A9R  plan-2  H7   0.020
 A9R  plan-2  H8   0.020
 A9R  plan-2  H15  0.020
 A9R  plan-3  C6   0.020
 A9R  plan-3  C7   0.020
 A9R  plan-3  C8   0.020
 A9R  plan-3  C17  0.020
 A9R  plan-3  O9   0.020
 A9R  plan-3  C11  0.020
 A9R  plan-3  C12  0.020
 A9R  plan-3  N13  0.020
 A9R  plan-3  C14  0.020
 A9R  plan-3  N15  0.020
 A9R  plan-3  C16  0.020
 A9R  plan-3  C18  0.020
 A9R  plan-3  H12  0.020
 A9R  plan-3  H13  0.020
 A9R  plan-3  H14  0.020

