# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 10:03:16 2021
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-{[5-hydroxy-6-(4-methylphenyl)pyrimidin-4-yl]amino}benzene-1-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)c2ncnc(Nc3ccc(cc3)C(N)=N)c2O
#
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
 UQG  UQG  4-{[5-hydroxy-6-(4-methylphenyl)pyrimidin-4-yl]amino}benzene-1-carboximidamide  ligand  41  24  .  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_UQG
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
 UQG  N    N  N     0  -0.463  24.0850   8.2053  27.7573
 UQG  O    O  OH1   0  -0.645  23.8714   8.9464  24.2322
 UQG  C1   C  CR6   0   0.092  19.2990   7.1223  22.7414
 UQG  C10  C  CR16  0   0.054  22.9194   7.5862  27.8779
 UQG  C11  C  CR6   0   0.369  26.6580   9.5401  27.1651
 UQG  C12  C  CR16  0  -0.350  27.8140  10.0498  26.5581
 UQG  C13  C  CR16  0  -0.263  28.9309  10.3574  27.3048
 UQG  C14  C  CR6   0   0.031  28.9422  10.1803  28.6886
 UQG  C15  C  CR16  0  -0.282  27.7931   9.6709  29.2852
 UQG  C16  C  CR16  0  -0.299  26.6623   9.3507  28.5479
 UQG  C17  C  C     0   0.333  30.1651  10.5116  29.4647
 UQG  C2   C  CR16  0  -0.288  19.9285   8.3623  22.8067
 UQG  C3   C  CR16  0  -0.280  20.9125   8.6215  23.7494
 UQG  C4   C  CR6   0   0.077  21.2853   7.6461  24.6715
 UQG  C5   C  CR16  0  -0.272  20.6401   6.4097  24.6252
 UQG  C6   C  CR16  0  -0.282  19.6723   6.1512  23.6700
 UQG  C7   C  CR6   0   0.152  22.2998   7.8836  25.7174
 UQG  C8   C  CR6   0   0.153  23.4945   8.5305  25.4720
 UQG  C9   C  CR6   0   0.504  24.3945   8.6711  26.5556
 UQG  N1   N  N     0  -0.439  22.0221   7.3936  26.9399
 UQG  N2   N  NH1   0  -0.773  25.5848   9.2789  26.3227
 UQG  N3   N  N     0  -0.656  31.2880  10.5513  28.8541
 UQG  N4   N  NH2   0  -0.826  29.9783  10.6968  30.8058
 UQG  H3   H  HCH3  0   0.251  18.6892   6.2525  20.8761
 UQG  H4   H  HCH3  0   0.246  17.4383   6.2447  22.1063
 UQG  H2   H  HCH3  0   0.245  17.8506   7.7458  21.2748
 UQG  H17  H  HOH1  0   0.486  23.6532   9.8771  24.0984
 UQG  H9   H  HCR6  0   0.257  22.6880   7.1978  28.8640
 UQG  H11  H  HCR6  0   0.271  27.8325  10.2057  25.4856
 UQG  H12  H  HCR6  0   0.257  29.8104  10.7470  26.8107
 UQG  H13  H  HCR6  0   0.256  27.7610   9.4902  30.3521
 UQG  H14  H  HCR6  0   0.288  25.7971   8.9510  29.0489
 UQG  H5   H  HCR6  0   0.252  19.6443   9.1441  22.1124
 UQG  H6   H  HCR6  0   0.241  21.3545   9.6084  23.7775
 UQG  H7   H  HCR6  0   0.252  20.9028   5.6413  25.3408
 UQG  H8   H  HCR6  0   0.251  19.1951   5.1784  23.6495
 UQG  H10  H  HNH1  0   0.415  25.7418   9.5292  25.3576
 UQG  H    H  H     0   0.322  32.0393  10.8171  29.4849
 UQG  H16  H  HNH2  0   0.394  29.0902  11.0486  31.1230
 UQG  H15  H  HNH2  0   0.390  30.7604  11.0470  31.3364
 UQG  C    C  CH3   0  -0.723  18.2619   6.8305  21.6982

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
 UQG  C    C1   single    1.500  0.020  1.500
 UQG  C1   C2   aromatic  1.392  0.020  1.392
 UQG  C1   C6   aromatic  1.395  0.020  1.395
 UQG  C2   C3   aromatic  1.387  0.020  1.387
 UQG  C6   C5   aromatic  1.384  0.020  1.384
 UQG  C3   C4   aromatic  1.393  0.020  1.393
 UQG  O    C8   single    1.361  0.020  1.361
 UQG  C5   C4   aromatic  1.395  0.020  1.395
 UQG  C4   C7   single    1.476  0.020  1.476
 UQG  C8   C7   aromatic  1.381  0.020  1.381
 UQG  C8   C9   aromatic  1.416  0.020  1.416
 UQG  C7   N1   aromatic  1.346  0.020  1.346
 UQG  C12  C13  aromatic  1.378  0.020  1.378
 UQG  C12  C11  aromatic  1.402  0.020  1.402
 UQG  N2   C9   single    1.357  0.020  1.357
 UQG  N2   C11  single    1.389  0.020  1.389
 UQG  C9   N    aromatic  1.325  0.020  1.325
 UQG  C13  C14  aromatic  1.395  0.020  1.395
 UQG  N1   C10  aromatic  1.312  0.020  1.312
 UQG  C11  C16  aromatic  1.396  0.020  1.396
 UQG  N    C10  aromatic  1.325  0.020  1.325
 UQG  N3   C17  double    1.279  0.020  1.279
 UQG  C14  C17  single    1.486  0.020  1.486
 UQG  C14  C15  aromatic  1.391  0.020  1.391
 UQG  C16  C15  aromatic  1.387  0.020  1.387
 UQG  C17  N4   single    1.367  0.020  1.367
 UQG  C    H3   single    0.970  0.020  1.090
 UQG  C    H4   single    0.970  0.020  1.090
 UQG  C    H2   single    0.970  0.020  1.090
 UQG  O    H17  single    0.850  0.020  0.980
 UQG  C10  H9   single    0.930  0.020  1.080
 UQG  C12  H11  single    0.930  0.020  1.080
 UQG  C13  H12  single    0.930  0.020  1.080
 UQG  C15  H13  single    0.930  0.020  1.080
 UQG  C16  H14  single    0.930  0.020  1.080
 UQG  C2   H5   single    0.930  0.020  1.080
 UQG  C3   H6   single    0.930  0.020  1.080
 UQG  C5   H7   single    0.930  0.020  1.080
 UQG  C6   H8   single    0.930  0.020  1.080
 UQG  N2   H10  single    0.860  0.020  1.020
 UQG  N3   H    single    0.890  0.020  1.040
 UQG  N4   H16  single    0.890  0.020  1.040
 UQG  N4   H15  single    0.890  0.020  1.040

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
 UQG  C9   N    C10  116.88  3.000
 UQG  H17  O    C8   111.00  3.000
 UQG  C6   C1   C2   117.90  3.000
 UQG  C6   C1   C    120.85  3.000
 UQG  C2   C1   C    121.24  3.000
 UQG  H9   C10  N1   116.83  3.000
 UQG  H9   C10  N    115.95  3.000
 UQG  N1   C10  N    127.22  3.000
 UQG  N2   C11  C16  125.29  3.000
 UQG  C16  C11  C12  118.41  3.000
 UQG  N2   C11  C12  116.30  3.000
 UQG  H11  C12  C13  119.35  3.000
 UQG  H11  C12  C11  119.66  3.000
 UQG  C13  C12  C11  120.99  3.000
 UQG  H12  C13  C14  119.49  3.000
 UQG  H12  C13  C12  119.47  3.000
 UQG  C14  C13  C12  121.04  3.000
 UQG  C17  C14  C15  122.51  3.000
 UQG  C15  C14  C13  117.72  3.000
 UQG  C17  C14  C13  119.76  3.000
 UQG  H13  C15  C16  117.45  3.000
 UQG  H13  C15  C14  120.54  3.000
 UQG  C16  C15  C14  121.99  3.000
 UQG  H14  C16  C15  119.56  3.000
 UQG  H14  C16  C11  120.58  3.000
 UQG  C15  C16  C11  119.85  3.000
 UQG  N4   C17  N3   125.76  3.000
 UQG  N4   C17  C14  115.48  3.000
 UQG  N3   C17  C14  118.70  3.000
 UQG  H5   C2   C3   119.12  3.000
 UQG  H5   C2   C1   119.61  3.000
 UQG  C3   C2   C1   121.27  3.000
 UQG  H6   C3   C4   120.81  3.000
 UQG  H6   C3   C2   118.56  3.000
 UQG  C4   C3   C2   120.58  3.000
 UQG  C7   C4   C5   118.93  3.000
 UQG  C7   C4   C3   122.70  3.000
 UQG  C5   C4   C3   118.34  3.000
 UQG  H7   C5   C6   119.56  3.000
 UQG  H7   C5   C4   119.66  3.000
 UQG  C6   C5   C4   120.78  3.000
 UQG  H8   C6   C5   119.25  3.000
 UQG  H8   C6   C1   119.64  3.000
 UQG  C5   C6   C1   121.10  3.000
 UQG  N1   C7   C8   120.70  3.000
 UQG  N1   C7   C4   116.30  3.000
 UQG  C8   C7   C4   122.96  3.000
 UQG  C9   C8   C7   117.43  3.000
 UQG  C9   C8   O    119.40  3.000
 UQG  C7   C8   O    123.01  3.000
 UQG  N2   C9   C8   118.10  3.000
 UQG  N2   C9   N    121.20  3.000
 UQG  C8   C9   N    120.70  3.000
 UQG  C7   N1   C10  117.04  3.000
 UQG  H10  N2   C9   114.32  3.000
 UQG  H10  N2   C11  114.39  3.000
 UQG  C9   N2   C11  131.15  3.000
 UQG  H    N3   C17  111.14  3.000
 UQG  H15  N4   H16  113.41  3.000
 UQG  H15  N4   C17  117.24  3.000
 UQG  H16  N4   C17  118.50  3.000
 UQG  H2   C    H4   108.17  3.000
 UQG  H2   C    H3   107.45  3.000
 UQG  H4   C    H3   107.04  3.000
 UQG  H2   C    C1   111.60  3.000
 UQG  H4   C    C1   111.51  3.000
 UQG  H3   C    C1   110.86  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
 UQG  CONST_01  C7   C8   C9   N      0.00   0.0  0
 UQG  CONST_02  C7   N1   C10  N      0.00   0.0  0
 UQG  CONST_03  C4   C3   C2   C1     0.00   0.0  0
 UQG  CONST_04  C4   C5   C6   C1     0.00   0.0  0
 UQG  CONST_05  C4   C7   N1   C10  180.00   0.0  0
 UQG  CONST_06  C8   C7   N1   C10    0.00   0.0  0
 UQG  CONST_07  C8   C9   N    C10    0.00   0.0  0
 UQG  CONST_08  C14  C13  C12  C11    0.00   0.0  0
 UQG  CONST_09  C14  C15  C16  C11    0.00   0.0  0
 UQG  CONST_10  C15  C14  C13  C12    0.00   0.0  0
 UQG  CONST_11  C15  C16  C11  C12    0.00   0.0  0
 UQG  CONST_12  C16  C11  C12  C13    0.00   0.0  0
 UQG  CONST_13  C16  C15  C14  C13    0.00   0.0  0
 UQG  CONST_14  C5   C6   C1   C2     0.00   0.0  0
 UQG  CONST_15  C5   C4   C3   C2     0.00   0.0  0
 UQG  CONST_16  C7   C4   C3   C2   180.00   0.0  0
 UQG  CONST_17  C6   C1   C2   C3     0.00   0.0  0
 UQG  CONST_18  C6   C5   C4   C3     0.00   0.0  0
 UQG  CONST_21  C9   C8   C7   C4   180.00   0.0  0
 UQG  CONST_24  C7   C4   C5   C6   180.00   0.0  0
 UQG  CONST_25  N1   C7   C8   C9     0.00   0.0  0
 UQG  CONST_26  N1   C10  N    C9     0.00   0.0  0
 UQG  CONST_27  O    C8   C9   N    180.00   0.0  0
 UQG  CONST_28  C3   C2   C1   C    180.00   0.0  0
 UQG  CONST_29  C5   C6   C1   C    180.00   0.0  0
 UQG  CONST_30  C4   C7   C8   O      0.00   0.0  0
 UQG  CONST_31  N1   C7   C8   O    180.00   0.0  0
 UQG  CONST_32  N2   C9   N    C10  180.00   0.0  0
 UQG  CONST_33  C17  C14  C13  C12  180.00   0.0  0
 UQG  CONST_34  N2   C11  C12  C13  180.00   0.0  0
 UQG  CONST_35  N2   C11  C16  C15  180.00   0.0  0
 UQG  CONST_36  C17  C14  C15  C16  180.00   0.0  0
 UQG  CONST_37  N2   C9   C8   C7   180.00   0.0  0
 UQG  CONST_38  H6   C3   C2   C1   180.00   0.0  0
 UQG  CONST_39  H7   C5   C6   C1   180.00   0.0  0
 UQG  CONST_40  H12  C13  C12  C11  180.00   0.0  0
 UQG  CONST_41  H13  C15  C16  C11  180.00   0.0  0
 UQG  CONST_42  H14  C16  C11  C12  180.00   0.0  0
 UQG  CONST_43  H11  C12  C13  C14  180.00   0.0  0
 UQG  CONST_44  H8   C6   C1   C2   180.00   0.0  0
 UQG  CONST_45  H5   C2   C3   C4   180.00   0.0  0
 UQG  CONST_46  H9   C10  N1   C7   180.00   0.0  0
 UQG  CONST_47  H    N3   C17  C14  180.00   0.0  0
 UQG  CONST_49  H15  N4   C17  C14  180.00   0.0  0
 UQG  Var_01    C11  N2   C9   N      0.14  30.0  1
 UQG  Var_02    C9   N2   C11  C12  172.56  30.0  3
 UQG  Var_03    N3   C17  C14  C13  -21.41  30.0  2
 UQG  Var_04    H3   C    C1   C2   100.47  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
 UQG  plan-1  C1   0.020
 UQG  plan-1  C2   0.020
 UQG  plan-1  C3   0.020
 UQG  plan-1  C4   0.020
 UQG  plan-1  C5   0.020
 UQG  plan-1  C6   0.020
 UQG  plan-1  C7   0.020
 UQG  plan-1  H5   0.020
 UQG  plan-1  H6   0.020
 UQG  plan-1  H7   0.020
 UQG  plan-1  H8   0.020
 UQG  plan-1  C    0.020
 UQG  plan-2  C11  0.020
 UQG  plan-2  C12  0.020
 UQG  plan-2  C13  0.020
 UQG  plan-2  C14  0.020
 UQG  plan-2  C15  0.020
 UQG  plan-2  C16  0.020
 UQG  plan-2  C17  0.020
 UQG  plan-2  N2   0.020
 UQG  plan-2  H11  0.020
 UQG  plan-2  H12  0.020
 UQG  plan-2  H13  0.020
 UQG  plan-2  H14  0.020
 UQG  plan-3  N    0.020
 UQG  plan-3  O    0.020
 UQG  plan-3  C10  0.020
 UQG  plan-3  C4   0.020
 UQG  plan-3  C7   0.020
 UQG  plan-3  C8   0.020
 UQG  plan-3  C9   0.020
 UQG  plan-3  N1   0.020
 UQG  plan-3  N2   0.020
 UQG  plan-3  H9   0.020
 UQG  plan-4  C14  0.020
 UQG  plan-4  C17  0.020
 UQG  plan-4  N3   0.020
 UQG  plan-4  N4   0.020
 UQG  plan-4  H    0.020
 UQG  plan-4  H16  0.020
 UQG  plan-4  H15  0.020

