# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 23:29:51 2022
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-(6-morpholin-4-ylpyrimidin-4-yl)-4-(1,2,3-triazol-1-yl)pyrazol-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1n(ncc1n2ccnn2)c3cc(ncn3)N4CCOCC4
#
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
 QEQ  QEQ  2-(6-morpholin-4-ylpyrimidin-4-yl)-4-(1,2,3-triazol-1-yl)pyrazol-3-ol  ligand  37  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QEQ
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
 QEQ  C10   C  CH2   0  -0.333  25.1756  -12.6256  47.6181
 QEQ  C13   C  CH2   0  -0.176  27.1888  -13.8314  49.1692
 QEQ  C15   C  CR16  0  -0.495  27.4316  -14.2128  45.0502
 QEQ  C17   C  CR15  0  -0.011  29.4693  -15.7721  41.4042
 QEQ  C22   C  CR15  0  -0.176  33.3781  -17.7063  42.8159
 QEQ  C02   C  CR5   0   0.590  29.8708  -15.1518  43.4856
 QEQ  C04   C  CR6   0   0.501  27.7271  -13.9183  43.7423
 QEQ  C06   C  CR16  0   0.069  26.3085  -12.2032  43.7365
 QEQ  C08   C  CR6   0   0.606  26.5240  -13.3409  45.6986
 QEQ  C11   C  CH2   0  -0.184  25.7309  -12.0435  48.9052
 QEQ  C14   C  CH2   0  -0.331  26.6957  -14.4855  47.8872
 QEQ  C18   C  CR5   0   0.021  30.4126  -15.8630  42.4430
 QEQ  C23   C  CR15  0  -0.079  32.1290  -17.4252  43.2946
 QEQ  N03   N  NR5   0  -0.431  28.6689  -14.7014  43.0448
 QEQ  N05   N  N     0  -0.436  27.1823  -12.9226  43.0535
 QEQ  N07   N  N     0  -0.473  25.9648  -12.3421  44.9990
 QEQ  N09   N  NT    0  -0.504  26.1777  -13.4707  46.9884
 QEQ  N16   N  N     0  -0.275  28.4351  -15.0576  41.7639
 QEQ  N19   N  NR5   0  -0.352  31.6537  -16.5031  42.4335
 QEQ  N20   N  N     0  -0.103  32.5481  -16.2338  41.4861
 QEQ  N21   N  N     0  -0.289  33.5840  -16.9595  41.7087
 QEQ  O12   O  O2    0  -0.475  26.1884  -13.0514  49.7779
 QEQ  H101  H  HCH2  0   0.282  24.8834  -11.8266  46.9436
 QEQ  H102  H  HCH2  0   0.249  24.2871  -13.2292  47.8331
 QEQ  H131  H  HCH2  0   0.247  27.4849  -14.6036  49.8802
 QEQ  H132  H  HCH2  0   0.211  28.0732  -13.2205  48.9407
 QEQ  H151  H  HCR6  0   0.312  27.8409  -15.0878  45.5301
 QEQ  H171  H  HCR5  0   0.290  29.5314  -16.2022  40.4162
 QEQ  H221  H  HCR5  0   0.280  34.1163  -18.3916  43.1977
 QEQ  H061  H  HCR6  0   0.262  25.8254  -11.3956  43.1964
 QEQ  H112  H  HCH2  0   0.211  26.5404  -11.3385  48.6684
 QEQ  H111  H  HCH2  0   0.245  24.9459  -11.4918  49.4244
 QEQ  H142  H  HCH2  0   0.255  25.9050  -15.2101  48.1085
 QEQ  H141  H  HCH2  0   0.272  27.5222  -15.0321  47.4415
 QEQ  H231  H  HCR5  0   0.313  31.5603  -17.7971  44.1295
 QEQ  H011  H  HOH1  0   0.500  30.1041  -14.1423  45.1060
 QEQ  O01   O  OH1   0  -0.593  30.4001  -14.9612  44.6826

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
 QEQ  C17  N16   aromatic  1.307  0.020  1.307
 QEQ  C17  C18   aromatic  1.406  0.020  1.406
 QEQ  N16  N03   aromatic  1.350  0.020  1.350
 QEQ  N20  N21   aromatic  1.284  0.020  1.284
 QEQ  N20  N19   aromatic  1.330  0.020  1.330
 QEQ  N21  C22   aromatic  1.351  0.020  1.351
 QEQ  C18  N19   single    1.396  0.020  1.396
 QEQ  C18  C02   aromatic  1.373  0.020  1.373
 QEQ  N19  C23   aromatic  1.348  0.020  1.348
 QEQ  C22  C23   aromatic  1.367  0.020  1.367
 QEQ  N03  C02   aromatic  1.357  0.020  1.357
 QEQ  N03  C04   single    1.410  0.020  1.410
 QEQ  N05  C06   aromatic  1.322  0.020  1.322
 QEQ  N05  C04   aromatic  1.328  0.020  1.328
 QEQ  C02  O01   single    1.323  0.020  1.323
 QEQ  C06  N07   aromatic  1.316  0.020  1.316
 QEQ  C04  C15   aromatic  1.373  0.020  1.373
 QEQ  N07  C08   aromatic  1.341  0.020  1.341
 QEQ  C15  C08   aromatic  1.416  0.020  1.416
 QEQ  C08  N09   single    1.342  0.020  1.342
 QEQ  N09  C10   single    1.454  0.020  1.454
 QEQ  N09  C14   single    1.451  0.020  1.451
 QEQ  C10  C11   single    1.518  0.020  1.518
 QEQ  C14  C13   single    1.521  0.020  1.521
 QEQ  C11  O12   single    1.410  0.020  1.410
 QEQ  C13  O12   single    1.407  0.020  1.407
 QEQ  C10  H101  single    0.970  0.020  1.090
 QEQ  C10  H102  single    0.970  0.020  1.090
 QEQ  C13  H131  single    0.970  0.020  1.090
 QEQ  C13  H132  single    0.970  0.020  1.090
 QEQ  C15  H151  single    0.930  0.020  1.080
 QEQ  C17  H171  single    0.930  0.020  1.080
 QEQ  C22  H221  single    0.930  0.020  1.080
 QEQ  C06  H061  single    0.930  0.020  1.080
 QEQ  C11  H112  single    0.970  0.020  1.090
 QEQ  C11  H111  single    0.970  0.020  1.090
 QEQ  C14  H142  single    0.970  0.020  1.090
 QEQ  C14  H141  single    0.970  0.020  1.090
 QEQ  C23  H231  single    0.930  0.020  1.080
 QEQ  O01  H011  single    0.850  0.020  0.980

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
 QEQ  H102  C10  H101  108.01  3.000
 QEQ  H102  C10  N09   108.89  3.000
 QEQ  H101  C10  N09   110.12  3.000
 QEQ  H102  C10  C11   109.97  3.000
 QEQ  H101  C10  C11   110.06  3.000
 QEQ  N09   C10  C11   109.76  3.000
 QEQ  H132  C13  H131  108.10  3.000
 QEQ  H132  C13  O12   110.73  3.000
 QEQ  H131  C13  O12   107.67  3.000
 QEQ  H132  C13  C14   108.95  3.000
 QEQ  H131  C13  C14   109.45  3.000
 QEQ  O12   C13  C14   111.87  3.000
 QEQ  H151  C15  C08   122.63  3.000
 QEQ  H151  C15  C04   121.07  3.000
 QEQ  C08   C15  C04   116.24  3.000
 QEQ  H171  C17  N16   121.00  3.000
 QEQ  H171  C17  C18   127.72  3.000
 QEQ  N16   C17  C18   111.27  3.000
 QEQ  H221  C22  N21   122.52  3.000
 QEQ  H221  C22  C23   129.26  3.000
 QEQ  N21   C22  C23   108.21  3.000
 QEQ  O01   C02  N03   126.91  3.000
 QEQ  O01   C02  C18   127.14  3.000
 QEQ  N03   C02  C18   105.94  3.000
 QEQ  N05   C04  N03   115.73  3.000
 QEQ  N05   C04  C15   124.53  3.000
 QEQ  N03   C04  C15   119.74  3.000
 QEQ  H061  C06  N07   116.10  3.000
 QEQ  H061  C06  N05   116.24  3.000
 QEQ  N07   C06  N05   127.66  3.000
 QEQ  N09   C08  N07   117.76  3.000
 QEQ  N09   C08  C15   123.10  3.000
 QEQ  N07   C08  C15   119.14  3.000
 QEQ  H111  C11  H112  107.95  3.000
 QEQ  H111  C11  O12   107.48  3.000
 QEQ  H112  C11  O12   110.67  3.000
 QEQ  H111  C11  C10   109.53  3.000
 QEQ  H112  C11  C10   109.43  3.000
 QEQ  O12   C11  C10   111.69  3.000
 QEQ  H141  C14  H142  107.41  3.000
 QEQ  H141  C14  N09   111.67  3.000
 QEQ  H142  C14  N09   109.28  3.000
 QEQ  H141  C14  C13   108.39  3.000
 QEQ  H142  C14  C13   110.38  3.000
 QEQ  N09   C14  C13   109.69  3.000
 QEQ  N19   C18  C02   126.38  3.000
 QEQ  C02   C18  C17   105.23  3.000
 QEQ  N19   C18  C17   128.38  3.000
 QEQ  H231  C23  N19   123.05  3.000
 QEQ  H231  C23  C22   133.11  3.000
 QEQ  N19   C23  C22   103.84  3.000
 QEQ  N16   N03  C04   120.03  3.000
 QEQ  C04   N03  C02   127.98  3.000
 QEQ  N16   N03  C02   111.96  3.000
 QEQ  C06   N05  C04   114.29  3.000
 QEQ  C08   N07  C06   118.04  3.000
 QEQ  C14   N09  C08   124.81  3.000
 QEQ  C14   N09  C10   112.59  3.000
 QEQ  C08   N09  C10   122.54  3.000
 QEQ  N03   N16  C17   105.56  3.000
 QEQ  N20   N19  C23   110.87  3.000
 QEQ  C23   N19  C18   128.50  3.000
 QEQ  N20   N19  C18   120.63  3.000
 QEQ  N21   N20  N19   107.72  3.000
 QEQ  N20   N21  C22   109.36  3.000
 QEQ  C11   O12  C13   111.06  3.000
 QEQ  H011  O01  C02   113.29  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
 QEQ  CONST_03  C06   N05  C04  C15     0.00   0.0  0
 QEQ  CONST_04  C06   N07  C08  C15     0.00   0.0  0
 QEQ  CONST_05  C02   N03  N16  C17     0.00   0.0  0
 QEQ  CONST_06  C04   N03  N16  C17   180.00   0.0  0
 QEQ  CONST_09  N03   C02  C18  C17     0.00   0.0  0
 QEQ  CONST_10  N19   N20  N21  C22     0.00   0.0  0
 QEQ  CONST_11  N20   N19  C23  C22     0.00   0.0  0
 QEQ  CONST_12  C18   N19  C23  C22   180.00   0.0  0
 QEQ  CONST_13  N16   C17  C18  C02     0.00   0.0  0
 QEQ  CONST_17  C18   C02  N03  C04   180.00   0.0  0
 QEQ  CONST_18  N07   C06  N05  C04     0.00   0.0  0
 QEQ  CONST_19  N07   C08  C15  C04     0.00   0.0  0
 QEQ  CONST_20  N03   C04  N05  C06   180.00   0.0  0
 QEQ  CONST_21  N05   C06  N07  C08     0.00   0.0  0
 QEQ  CONST_22  N03   C04  C15  C08   180.00   0.0  0
 QEQ  CONST_23  N05   C04  C15  C08     0.00   0.0  0
 QEQ  CONST_24  N03   N16  C17  C18     0.00   0.0  0
 QEQ  CONST_25  N21   N20  N19  C18   180.00   0.0  0
 QEQ  CONST_26  N16   N03  C02  C18     0.00   0.0  0
 QEQ  CONST_27  N21   N20  N19  C23     0.00   0.0  0
 QEQ  CONST_28  N20   N21  C22  C23     0.00   0.0  0
 QEQ  CONST_29  N19   C18  C02  N03   180.00   0.0  0
 QEQ  CONST_31  N19   C18  C17  N16   180.00   0.0  0
 QEQ  CONST_32  N21   C22  C23  N19     0.00   0.0  0
 QEQ  CONST_33  N09   C08  C15  C04   180.00   0.0  0
 QEQ  CONST_34  N09   C08  N07  C06   180.00   0.0  0
 QEQ  CONST_35  O01   C02  C18  C17   180.00   0.0  0
 QEQ  CONST_36  O01   C02  N03  C04     0.00   0.0  0
 QEQ  CONST_37  O01   C02  N03  N16   180.00   0.0  0
 QEQ  CONST_38  O01   C02  C18  N19     0.00   0.0  0
 QEQ  CONST_39  H171  C17  C18  C02   180.00   0.0  0
 QEQ  CONST_40  H061  C06  N05  C04   180.00   0.0  0
 QEQ  CONST_41  H231  C23  N19  C18     0.00   0.0  0
 QEQ  CONST_42  H151  C15  C04  N03     0.00   0.0  0
 QEQ  CONST_43  H221  C22  C23  N19   180.00   0.0  0
 QEQ  Var_01    N07   C08  N09  C10     3.59  30.0  2
 QEQ  Var_02    C13   C14  N09  C10   -53.19  30.0  1
 QEQ  Var_03    C11   C10  N09  C08  -129.23  30.0  1
 QEQ  Var_04    C14   C13  O12  C11   -58.44  30.0  1
 QEQ  Var_05    O12   C11  C10  N09   -55.45  30.0  1
 QEQ  Var_06    O12   C13  C14  N09    55.18  30.0  1
 QEQ  Var_07    H112  C11  O12  C13   -63.61  30.0  1

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
 QEQ  plan-1  C17   0.020
 QEQ  plan-1  C02   0.020
 QEQ  plan-1  C04   0.020
 QEQ  plan-1  C18   0.020
 QEQ  plan-1  N03   0.020
 QEQ  plan-1  N16   0.020
 QEQ  plan-1  N19   0.020
 QEQ  plan-1  H171  0.020
 QEQ  plan-1  O01   0.020
 QEQ  plan-2  C22   0.020
 QEQ  plan-2  C18   0.020
 QEQ  plan-2  C23   0.020
 QEQ  plan-2  N19   0.020
 QEQ  plan-2  N20   0.020
 QEQ  plan-2  N21   0.020
 QEQ  plan-2  H221  0.020
 QEQ  plan-2  H231  0.020
 QEQ  plan-3  C15   0.020
 QEQ  plan-3  C04   0.020
 QEQ  plan-3  C06   0.020
 QEQ  plan-3  C08   0.020
 QEQ  plan-3  N03   0.020
 QEQ  plan-3  N05   0.020
 QEQ  plan-3  N07   0.020
 QEQ  plan-3  N09   0.020
 QEQ  plan-3  H151  0.020
 QEQ  plan-3  H061  0.020

