# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:10:06 2021
#   Inital geometry file: a 126 line input string
#   Ligand name: ~{N}-[2-(4-methoxyphenyl)ethyl]-2-(4-nitrophenyl)imidazo[1,2-a]pyridin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CCNc2n3ccccc3nc2c4ccc(cc4)[N+]([O-])=O)cc1
#
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
 KTQ  KTQ  ~{N}-[2-(4-methoxyphenyl)ethyl]-2-(4-nitrophenyl)imidazo[1,2-a]pyridin-3-amine  ligand  49  29  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KTQ
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
 KTQ  C1   C  CR6    0   0.046  22.1575  -3.2030  50.2610
 KTQ  C2   C  CR16   0  -0.332  22.6739  -3.8384  49.1256
 KTQ  C3   C  CR16   0  -0.250  22.7596  -5.2148  49.0568
 KTQ  C4   C  CR6    0   0.233  22.3235  -5.9760  50.1333
 KTQ  C5   C  CR16   0  -0.253  21.7911  -5.3753  51.2678
 KTQ  C6   C  CR16   0  -0.298  21.7077  -3.9991  51.3216
 KTQ  N1   N  N      1   0.327  22.4220  -7.4184  50.0707
 KTQ  O1   O  O      0  -0.387  22.8940  -7.9173  49.0738
 KTQ  O2   O  O     -1  -0.387  22.0286  -8.0603  51.0185
 KTQ  C7   C  CR5    0   0.131  22.0485  -1.7555  50.3532
 KTQ  C8   C  CR56   0   0.544  21.3172   0.1216  51.0665
 KTQ  C9   C  CR5    0   0.459  22.7431  -0.8001  49.6300
 KTQ  C10  C  CR16   0   0.045  22.6320   1.6769  49.7701
 KTQ  C11  C  CR16   0  -0.385  22.0158   2.7144  50.3821
 KTQ  C12  C  CR16   0  -0.155  21.0043   2.4761  51.3517
 KTQ  C13  C  CR16   0  -0.407  20.6600   1.2037  51.6926
 KTQ  N2   N  N      0  -0.503  21.1967  -1.1729  51.2454
 KTQ  N3   N  N      0  -0.537  22.2618   0.4025  50.0910
 KTQ  N4   N  NH1    0  -0.704  23.7464  -0.8983  48.7011
 KTQ  C14  C  CH2    0  -0.287  25.0398  -1.4955  49.0225
 KTQ  C15  C  CH2    0  -0.541  25.4392  -1.4364  50.4962
 KTQ  C16  C  CR6    0   0.097  25.3439  -0.0642  51.1039
 KTQ  C17  C  CR16   0  -0.285  24.5332   0.1702  52.2137
 KTQ  C18  C  CR16   0  -0.315  24.3892   1.4340  52.7537
 KTQ  C19  C  CR6    0   0.377  25.0683   2.5159  52.1941
 KTQ  C20  C  CR16   0  -0.369  25.8997   2.3006  51.0990
 KTQ  C21  C  CR16   0  -0.294  26.0239   1.0214  50.5676
 KTQ  O3   O  O2     0  -0.474  24.8590   3.7184  52.7685
 KTQ  C22  C  CH3    0  -0.435  25.4533   4.8547  52.1780
 KTQ  H1   H  HCR6   0   0.278  22.9911  -3.2555  48.2724
 KTQ  H2   H  HCR6   0   0.295  23.1580  -5.6793  48.1670
 KTQ  H3   H  HCR6   0   0.293  21.4472  -5.9644  52.1054
 KTQ  H4   H  HCR6   0   0.266  21.2956  -3.5278  52.2026
 KTQ  H5   H  HCR6   0   0.292  23.4218   1.7944  49.0438
 KTQ  H6   H  HCR6   0   0.272  22.3134   3.7223  50.1340
 KTQ  H7   H  HCR6   0   0.270  20.5143   3.3158  51.8251
 KTQ  H8   H  HCR6   0   0.273  19.9046   0.9943  52.4372
 KTQ  H9   H  HNH1   0   0.388  23.7939  -0.1408  48.0400
 KTQ  H10  H  HCH2   0   0.233  25.0688  -2.5435  48.7072
 KTQ  H11  H  HCH2   0   0.251  25.7809  -0.9775  48.4131
 KTQ  H12  H  HCH2   0   0.246  24.8221  -2.1280  51.0749
 KTQ  H13  H  HCH2   0   0.261  26.4610  -1.8216  50.5609
 KTQ  H14  H  HCR6   0   0.249  23.9806  -0.6539  52.6507
 KTQ  H15  H  HCR6   0   0.251  23.7324   1.5936  53.5997
 KTQ  H16  H  HCR6   0   0.271  26.4464   3.1109  50.6356
 KTQ  H17  H  HCR6   0   0.248  26.6717   0.8848  49.7089
 KTQ  H18  H  HCH3   0   0.257  25.1407   5.7121  52.7693
 KTQ  H19  H  HCH3   0   0.225  26.5455   4.8021  52.1891
 KTQ  H20  H  HCH3   0   0.224  25.1201   4.9993  51.1464

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
 KTQ  C14  N4   single    1.460  0.020  1.460
 KTQ  C14  C15  single    1.528  0.020  1.528
 KTQ  N4   C9   single    1.371  0.020  1.371
 KTQ  C10  C11  aromatic  1.353  0.020  1.353
 KTQ  C10  N3   aromatic  1.365  0.020  1.365
 KTQ  C11  C12  aromatic  1.421  0.020  1.421
 KTQ  C2   C3   aromatic  1.381  0.020  1.381
 KTQ  C2   C1   aromatic  1.400  0.020  1.400
 KTQ  C3   C4   aromatic  1.389  0.020  1.389
 KTQ  N3   C9   aromatic  1.375  0.020  1.375
 KTQ  N3   C8   aromatic  1.387  0.020  1.387
 KTQ  C9   C7   aromatic  1.385  0.020  1.385
 KTQ  C15  C16  single    1.504  0.020  1.504
 KTQ  C12  C13  aromatic  1.361  0.020  1.361
 KTQ  C8   C13  aromatic  1.412  0.020  1.412
 KTQ  C8   N2   aromatic  1.312  0.020  1.312
 KTQ  C7   C1   single    1.454  0.020  1.454
 KTQ  C7   N2   aromatic  1.364  0.020  1.364
 KTQ  O1   N1   double    1.211  0.020  1.211
 KTQ  C21  C16  aromatic  1.389  0.020  1.389
 KTQ  C21  C20  aromatic  1.391  0.020  1.391
 KTQ  C1   C6   aromatic  1.400  0.020  1.400
 KTQ  C16  C17  aromatic  1.394  0.020  1.394
 KTQ  C4   N1   single    1.447  0.020  1.447
 KTQ  C4   C5   aromatic  1.390  0.020  1.390
 KTQ  N1   O2   single    1.210  0.020  1.210
 KTQ  C20  C19  aromatic  1.392  0.020  1.392
 KTQ  C6   C5   aromatic  1.380  0.020  1.380
 KTQ  C17  C18  aromatic  1.382  0.020  1.382
 KTQ  C19  C18  aromatic  1.395  0.020  1.395
 KTQ  C19  O3   single    1.349  0.020  1.349
 KTQ  C22  O3   single    1.412  0.020  1.412
 KTQ  C2   H1   single    0.930  0.020  1.080
 KTQ  C3   H2   single    0.930  0.020  1.080
 KTQ  C5   H3   single    0.930  0.020  1.080
 KTQ  C6   H4   single    0.930  0.020  1.080
 KTQ  C10  H5   single    0.930  0.020  1.080
 KTQ  C11  H6   single    0.930  0.020  1.080
 KTQ  C12  H7   single    0.930  0.020  1.080
 KTQ  C13  H8   single    0.930  0.020  1.080
 KTQ  N4   H9   single    0.890  0.020  1.040
 KTQ  C14  H10  single    0.970  0.020  1.090
 KTQ  C14  H11  single    0.970  0.020  1.090
 KTQ  C15  H12  single    0.970  0.020  1.090
 KTQ  C15  H13  single    0.970  0.020  1.090
 KTQ  C17  H14  single    0.930  0.020  1.080
 KTQ  C18  H15  single    0.930  0.020  1.080
 KTQ  C20  H16  single    0.930  0.020  1.080
 KTQ  C21  H17  single    0.930  0.020  1.080
 KTQ  C22  H18  single    0.970  0.020  1.090
 KTQ  C22  H19  single    0.970  0.020  1.090
 KTQ  C22  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
 KTQ  C7   C1   C6   119.59  3.000
 KTQ  C6   C1   C2   118.34  3.000
 KTQ  C7   C1   C2   122.06  3.000
 KTQ  H1   C2   C3   118.69  3.000
 KTQ  H1   C2   C1   120.24  3.000
 KTQ  C3   C2   C1   121.05  3.000
 KTQ  H2   C3   C4   121.25  3.000
 KTQ  H2   C3   C2   119.52  3.000
 KTQ  C4   C3   C2   119.23  3.000
 KTQ  N1   C4   C5   119.49  3.000
 KTQ  C5   C4   C3   121.08  3.000
 KTQ  N1   C4   C3   119.43  3.000
 KTQ  H3   C5   C6   119.64  3.000
 KTQ  H3   C5   C4   121.28  3.000
 KTQ  C6   C5   C4   119.08  3.000
 KTQ  H4   C6   C5   119.32  3.000
 KTQ  H4   C6   C1   119.47  3.000
 KTQ  C5   C6   C1   121.21  3.000
 KTQ  O2   N1   O1   123.57  3.000
 KTQ  O2   N1   C4   118.20  3.000
 KTQ  O1   N1   C4   118.22  3.000
 KTQ  N2   C7   C9   111.10  3.000
 KTQ  N2   C7   C1   120.88  3.000
 KTQ  C9   C7   C1   128.01  3.000
 KTQ  N3   C8   N2   110.99  3.000
 KTQ  N2   C8   C13  130.74  3.000
 KTQ  N3   C8   C13  118.27  3.000
 KTQ  N4   C9   N3   123.10  3.000
 KTQ  N3   C9   C7   104.64  3.000
 KTQ  N4   C9   C7   132.18  3.000
 KTQ  H5   C10  N3   117.27  3.000
 KTQ  H5   C10  C11  123.65  3.000
 KTQ  N3   C10  C11  119.07  3.000
 KTQ  H6   C11  C12  120.62  3.000
 KTQ  H6   C11  C10  119.10  3.000
 KTQ  C12  C11  C10  120.27  3.000
 KTQ  H7   C12  C13  120.10  3.000
 KTQ  H7   C12  C11  119.40  3.000
 KTQ  C13  C12  C11  120.49  3.000
 KTQ  H8   C13  C12  122.01  3.000
 KTQ  H8   C13  C8   118.82  3.000
 KTQ  C12  C13  C8   119.17  3.000
 KTQ  C8   N2   C7   105.95  3.000
 KTQ  C10  N3   C9   129.99  3.000
 KTQ  C9   N3   C8   107.29  3.000
 KTQ  C10  N3   C8   122.63  3.000
 KTQ  H9   N4   C14  114.24  3.000
 KTQ  H9   N4   C9   115.19  3.000
 KTQ  C14  N4   C9   121.89  3.000
 KTQ  H11  C14  H10  106.01  3.000
 KTQ  H11  C14  C15  110.06  3.000
 KTQ  H10  C14  C15  107.93  3.000
 KTQ  H11  C14  N4   106.54  3.000
 KTQ  H10  C14  N4   110.58  3.000
 KTQ  C15  C14  N4   115.34  3.000
 KTQ  H13  C15  H12  105.87  3.000
 KTQ  H13  C15  C16  110.89  3.000
 KTQ  H12  C15  C16  109.13  3.000
 KTQ  H13  C15  C14  106.71  3.000
 KTQ  H12  C15  C14  109.79  3.000
 KTQ  C16  C15  C14  114.11  3.000
 KTQ  C21  C16  C17  117.43  3.000
 KTQ  C17  C16  C15  120.79  3.000
 KTQ  C21  C16  C15  121.75  3.000
 KTQ  H14  C17  C18  118.98  3.000
 KTQ  H14  C17  C16  119.30  3.000
 KTQ  C18  C17  C16  121.70  3.000
 KTQ  H15  C18  C19  119.64  3.000
 KTQ  H15  C18  C17  120.22  3.000
 KTQ  C19  C18  C17  120.13  3.000
 KTQ  O3   C19  C20  124.45  3.000
 KTQ  O3   C19  C18  116.43  3.000
 KTQ  C20  C19  C18  119.12  3.000
 KTQ  H16  C20  C21  118.70  3.000
 KTQ  H16  C20  C19  121.54  3.000
 KTQ  C21  C20  C19  119.76  3.000
 KTQ  H17  C21  C20  118.16  3.000
 KTQ  H17  C21  C16  119.99  3.000
 KTQ  C20  C21  C16  121.85  3.000
 KTQ  C22  O3   C19  118.30  3.000
 KTQ  H20  C22  H19  108.68  3.000
 KTQ  H20  C22  H18  108.72  3.000
 KTQ  H19  C22  H18  108.63  3.000
 KTQ  H20  C22  O3   111.88  3.000
 KTQ  H19  C22  O3   112.18  3.000
 KTQ  H18  C22  O3   106.63  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
 KTQ  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 KTQ  CONST_02  N3   C9   C7   C1   180.00   0.0  0
 KTQ  CONST_03  C8   N2   C7   C1   180.00   0.0  0
 KTQ  CONST_04  C4   C5   C6   C1     0.00   0.0  0
 KTQ  CONST_05  C5   C4   C3   C2     0.00   0.0  0
 KTQ  CONST_08  C5   C6   C1   C2     0.00   0.0  0
 KTQ  CONST_09  C7   C1   C2   C3   180.00   0.0  0
 KTQ  CONST_10  C6   C1   C2   C3     0.00   0.0  0
 KTQ  CONST_11  C6   C5   C4   C3     0.00   0.0  0
 KTQ  CONST_12  C7   C1   C6   C5   180.00   0.0  0
 KTQ  CONST_15  C10  N3   C9   C7   180.00   0.0  0
 KTQ  CONST_16  C8   N3   C9   C7     0.00   0.0  0
 KTQ  CONST_17  N3   C8   N2   C7     0.00   0.0  0
 KTQ  CONST_18  C13  C8   N2   C7   180.00   0.0  0
 KTQ  CONST_19  C11  C10  N3   C8     0.00   0.0  0
 KTQ  CONST_20  C11  C12  C13  C8     0.00   0.0  0
 KTQ  CONST_21  C9   C7   N2   C8     0.00   0.0  0
 KTQ  CONST_22  C11  C10  N3   C9   180.00   0.0  0
 KTQ  CONST_23  C13  C8   N3   C9   180.00   0.0  0
 KTQ  CONST_24  N2   C8   N3   C9     0.00   0.0  0
 KTQ  CONST_25  C13  C12  C11  C10    0.00   0.0  0
 KTQ  CONST_26  C13  C8   N3   C10    0.00   0.0  0
 KTQ  CONST_27  N2   C8   N3   C10  180.00   0.0  0
 KTQ  CONST_28  N3   C10  C11  C12    0.00   0.0  0
 KTQ  CONST_29  N3   C8   C13  C12    0.00   0.0  0
 KTQ  CONST_30  N2   C8   C13  C12  180.00   0.0  0
 KTQ  CONST_31  N3   C9   C7   N2     0.00   0.0  0
 KTQ  CONST_32  C19  C20  C21  C16    0.00   0.0  0
 KTQ  CONST_33  C19  C18  C17  C16    0.00   0.0  0
 KTQ  CONST_34  C20  C21  C16  C17    0.00   0.0  0
 KTQ  CONST_35  C20  C19  C18  C17    0.00   0.0  0
 KTQ  CONST_36  C21  C16  C17  C18    0.00   0.0  0
 KTQ  CONST_37  C21  C20  C19  C18    0.00   0.0  0
 KTQ  CONST_38  N4   C9   C7   C1     0.00   0.0  0
 KTQ  CONST_39  N1   C4   C3   C2   180.00   0.0  0
 KTQ  CONST_40  N1   C4   C5   C6   180.00   0.0  0
 KTQ  CONST_41  N4   C9   N3   C8   180.00   0.0  0
 KTQ  CONST_42  N4   C9   N3   C10    0.00   0.0  0
 KTQ  CONST_43  N4   C9   C7   N2   180.00   0.0  0
 KTQ  CONST_44  C20  C21  C16  C15  180.00   0.0  0
 KTQ  CONST_45  C18  C17  C16  C15  180.00   0.0  0
 KTQ  CONST_46  O3   C19  C18  C17  180.00   0.0  0
 KTQ  CONST_47  O3   C19  C20  C21  180.00   0.0  0
 KTQ  CONST_48  H2   C3   C2   C1   180.00   0.0  0
 KTQ  CONST_49  H3   C5   C6   C1   180.00   0.0  0
 KTQ  CONST_50  H4   C6   C1   C2   180.00   0.0  0
 KTQ  CONST_51  H1   C2   C3   C4   180.00   0.0  0
 KTQ  CONST_52  H5   C10  N3   C8   180.00   0.0  0
 KTQ  CONST_53  H7   C12  C13  C8   180.00   0.0  0
 KTQ  CONST_54  H8   C13  C12  C11  180.00   0.0  0
 KTQ  CONST_55  H6   C11  C12  C13  180.00   0.0  0
 KTQ  CONST_56  H16  C20  C21  C16  180.00   0.0  0
 KTQ  CONST_57  H15  C18  C17  C16  180.00   0.0  0
 KTQ  CONST_58  H17  C21  C16  C17  180.00   0.0  0
 KTQ  CONST_59  H14  C17  C18  C19  180.00   0.0  0
 KTQ  CONST_60  O1   N1   C4   C3     0.00   0.0  0
 KTQ  CONST_61  O2   N1   C4   C3   180.00   0.0  0
 KTQ  CONST_62  O1   N1   C4   C5   180.00   0.0  0
 KTQ  CONST_63  O2   N1   C4   C5     0.00   0.0  0
 KTQ  Var_01    C21  C16  C15  C14  -56.43  30.0  2
 KTQ  Var_02    C15  C14  N4   C9   -25.75  30.0  1
 KTQ  Var_03    C16  C15  C14  N4   -51.36  30.0  3
 KTQ  Var_04    H18  C22  O3   C19  178.38  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
 KTQ  plan-1  C1   0.020
 KTQ  plan-1  C2   0.020
 KTQ  plan-1  C3   0.020
 KTQ  plan-1  C4   0.020
 KTQ  plan-1  C5   0.020
 KTQ  plan-1  C6   0.020
 KTQ  plan-1  N1   0.020
 KTQ  plan-1  C7   0.020
 KTQ  plan-1  H1   0.020
 KTQ  plan-1  H2   0.020
 KTQ  plan-1  H3   0.020
 KTQ  plan-1  H4   0.020
 KTQ  plan-2  C15  0.020
 KTQ  plan-2  C16  0.020
 KTQ  plan-2  C17  0.020
 KTQ  plan-2  C18  0.020
 KTQ  plan-2  C19  0.020
 KTQ  plan-2  C20  0.020
 KTQ  plan-2  C21  0.020
 KTQ  plan-2  O3   0.020
 KTQ  plan-2  H14  0.020
 KTQ  plan-2  H15  0.020
 KTQ  plan-2  H16  0.020
 KTQ  plan-2  H17  0.020
 KTQ  plan-3  C1   0.020
 KTQ  plan-3  C7   0.020
 KTQ  plan-3  C8   0.020
 KTQ  plan-3  C9   0.020
 KTQ  plan-3  C10  0.020
 KTQ  plan-3  C11  0.020
 KTQ  plan-3  C12  0.020
 KTQ  plan-3  C13  0.020
 KTQ  plan-3  N2   0.020
 KTQ  plan-3  N3   0.020
 KTQ  plan-3  N4   0.020
 KTQ  plan-3  H5   0.020
 KTQ  plan-3  H6   0.020
 KTQ  plan-3  H7   0.020
 KTQ  plan-3  H8   0.020
 KTQ  plan-4  C4   0.020
 KTQ  plan-4  N1   0.020
 KTQ  plan-4  O1   0.020
 KTQ  plan-4  O2   0.020
 KTQ  plan-5  C9   0.020
 KTQ  plan-5  N4   0.020
 KTQ  plan-5  C14  0.020
 KTQ  plan-5  H9   0.020

