# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun  1 14:31:40 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (1R)-1-{6-({2-[(3R,4S)-3-fluoro-4-methoxypiperidin-1-yl]pyrimidin-4-yl}amino)-1-[(2S)-1,1,1-trifluoropropan-2-yl]-1H-imidazo[4,5-c]pyridin-2-yl}ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@H]1CCN(C[C@H]1F)c2nccc(Nc3cc4n([C@@H](C)C(F)(F)F)c(nc4cn3)[C@@H](C)O)n2
#
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
 4ZQ  4ZQ  (1R)-1-{6-({2-[(3R,4S)-3-fluoro-4-methoxypiperidin-1-yl]pyrimidin-4-yl}amino)-1-[(2S)-1,1,1-trifluoropropan-2-yl]-1H-imidazo[4,5-c]pyridin-2-yl}ethanol  ligand  59  34  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4ZQ
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
 4ZQ  C14  C  CT    0   1.025   5.2980  -1.0491  -0.3636
 4ZQ  C5   C  CR56  0   0.035   1.7110   1.4399  -0.3485
 4ZQ  C6   C  CR16  0  -0.129   0.3904   1.3667  -0.7694
 4ZQ  C8   C  CR6   0   0.476   0.4223  -0.9161  -0.6077
 4ZQ  C9   C  CR16  0  -0.444   1.7408  -0.9709  -0.1650
 4ZQ  C10  C  CR56  0   0.453   2.3911   0.2503  -0.0605
 4ZQ  C12  C  CH1   0  -0.345   4.7463  -0.1854   0.7699
 4ZQ  C13  C  CH3   0  -0.667   4.3981  -0.9902   2.0143
 4ZQ  C3   C  CR5   0   0.462   3.6584   2.0323   0.2449
 4ZQ  C1   C  CH3   0  -0.692   5.7823   3.0042  -0.6339
 4ZQ  C2   C  CH1   0  -0.057   4.8572   2.8783   0.5734
 4ZQ  N4   N  N     0  -0.448   2.5277   2.5235  -0.1484
 4ZQ  N7   N  N     0  -0.403  -0.2259   0.2088  -0.9118
 4ZQ  N11  N  NR5   0  -0.588   3.6535   0.6495   0.3126
 4ZQ  F15  F  F     0  -0.296   5.4359  -0.3534  -1.4956
 4ZQ  F16  F  F     0  -0.299   6.5020  -1.5237  -0.0302
 4ZQ  F17  F  F     0  -0.296   4.5303  -2.1057  -0.6494
 4ZQ  C19  C  CR6   0   0.541  -1.5498  -2.4103  -0.5258
 4ZQ  C20  C  CR16  0  -0.469  -2.0778  -3.6565  -0.9103
 4ZQ  C21  C  CR16  0  -0.018  -3.3887  -3.8734  -0.5626
 4ZQ  N22  N  N     0  -0.501  -4.1466  -2.9859   0.0760
 4ZQ  C23  C  CR6   0   0.632  -3.5468  -1.8361   0.3930
 4ZQ  N24  N  N     0  -0.489  -2.2762  -1.5266   0.1292
 4ZQ  N25  N  NT    0  -0.490  -4.2673  -0.9140   1.0869
 4ZQ  C26  C  CH2   0  -0.328  -5.6691  -1.1085   1.3971
 4ZQ  C27  C  CH2   0  -0.472  -6.5608  -0.2981   0.4615
 4ZQ  C28  C  CH1   0   0.030  -6.1631   1.1705   0.5092
 4ZQ  C29  C  CH1   0   0.160  -4.6741   1.3296   0.2275
 4ZQ  C30  C  CH2   0  -0.383  -3.8442   0.4662   1.1630
 4ZQ  F31  F  F     0  -0.377  -4.4259   0.9288  -1.0856
 4ZQ  O32  O  O2    0  -0.492  -6.9700   1.8845  -0.3920
 4ZQ  C33  C  CH3   0  -0.411  -6.9920   3.2761  -0.1832
 4ZQ  O34  O  OH1   0  -0.655   4.3597   4.1238   0.9847
 4ZQ  H1   H  HCR6  0   0.264  -0.1679   2.2647  -1.0118
 4ZQ  H2   H  HCR6  0   0.282   2.1885  -1.9218   0.0790
 4ZQ  H3   H  HCH1  0   0.323   5.5662   0.4827   1.0335
 4ZQ  H4   H  HCH3  0   0.268   5.2675  -1.5436   2.3648
 4ZQ  H5   H  HCH3  0   0.272   4.1046  -0.3029   2.8053
 4ZQ  H6   H  HCH3  0   0.256   3.5858  -1.6958   1.8581
 4ZQ  H7   H  HCH3  0   0.252   6.6332   3.6397  -0.3853
 4ZQ  H8   H  HCH3  0   0.233   6.1789   2.0395  -0.9443
 4ZQ  H9   H  HCH3  0   0.245   5.2521   3.4441  -1.4786
 4ZQ  H10  H  HCH1  0   0.242   5.4178   2.4067   1.3922
 4ZQ  H11  H  HNH1  0   0.414   0.3272  -2.9102  -1.0731
 4ZQ  H12  H  HCR6  0   0.270  -1.4981  -4.3942  -1.4463
 4ZQ  H13  H  HCR6  0   0.262  -3.8673  -4.8123  -0.8215
 4ZQ  H14  H  HCH2  0   0.273  -5.9132  -2.1649   1.3482
 4ZQ  H15  H  HCH2  0   0.242  -5.8319  -0.7803   2.4291
 4ZQ  H16  H  HCH2  0   0.238  -6.4768  -0.6819  -0.5583
 4ZQ  H17  H  HCH2  0   0.250  -7.6033  -0.4071   0.7679
 4ZQ  H18  H  HCH1  0   0.210  -6.3241   1.5406   1.5357
 4ZQ  H19  H  HCH1  0   0.235  -4.3558   2.3725   0.3203
 4ZQ  H20  H  HCH2  0   0.252  -3.9726   0.8333   2.1863
 4ZQ  H21  H  HCH2  0   0.298  -2.7896   0.5454   0.9106
 4ZQ  H22  H  HCH3  0   0.208  -7.2614   3.5279   0.8490
 4ZQ  H23  H  HCH3  0   0.210  -6.0354   3.7590  -0.4088
 4ZQ  H24  H  HCH3  0   0.238  -7.7453   3.6972  -0.8479
 4ZQ  H25  H  HOH1  0   0.461   5.1148   4.6775   1.2095
 4ZQ  N18  N  NH1   0  -0.759  -0.2466  -2.1248  -0.8095

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
 4ZQ  F31  C29  single    1.395  0.020  1.395
 4ZQ  C29  C30  single    1.520  0.020  1.520
 4ZQ  C29  C28  single    1.524  0.020  1.524
 4ZQ  O32  C33  single    1.407  0.020  1.407
 4ZQ  O32  C28  single    1.405  0.020  1.405
 4ZQ  C30  N25  single    1.446  0.020  1.446
 4ZQ  C28  C27  single    1.522  0.020  1.522
 4ZQ  N22  C21  aromatic  1.330  0.020  1.330
 4ZQ  N22  C23  aromatic  1.335  0.020  1.335
 4ZQ  C21  C20  aromatic  1.373  0.020  1.373
 4ZQ  N25  C23  single    1.360  0.020  1.360
 4ZQ  N25  C26  single    1.449  0.020  1.449
 4ZQ  C27  C26  single    1.525  0.020  1.525
 4ZQ  C23  N24  aromatic  1.334  0.020  1.334
 4ZQ  C20  C19  aromatic  1.407  0.020  1.407
 4ZQ  N24  C19  aromatic  1.318  0.020  1.318
 4ZQ  C19  N18  single    1.364  0.020  1.364
 4ZQ  N18  C8   single    1.396  0.020  1.396
 4ZQ  F17  C14  single    1.337  0.020  1.337
 4ZQ  F16  C14  single    1.336  0.020  1.336
 4ZQ  C8   C9   aromatic  1.392  0.020  1.392
 4ZQ  C8   N7   aromatic  1.333  0.020  1.333
 4ZQ  C9   C10  aromatic  1.388  0.020  1.388
 4ZQ  C14  F15  single    1.336  0.020  1.336
 4ZQ  C14  C12  single    1.528  0.020  1.528
 4ZQ  C13  C12  single    1.522  0.020  1.522
 4ZQ  C12  N11  single    1.449  0.020  1.449
 4ZQ  N7   C6   aromatic  1.319  0.020  1.319
 4ZQ  C10  N11  aromatic  1.375  0.020  1.375
 4ZQ  C10  C5   aromatic  1.400  0.020  1.400
 4ZQ  N11  C3   aromatic  1.384  0.020  1.384
 4ZQ  C6   C5   aromatic  1.388  0.020  1.388
 4ZQ  C5   N4   aromatic  1.372  0.020  1.372
 4ZQ  C3   N4   aromatic  1.294  0.020  1.294
 4ZQ  C3   C2   single    1.504  0.020  1.504
 4ZQ  C2   O34  single    1.403  0.020  1.403
 4ZQ  C2   C1   single    1.526  0.020  1.526
 4ZQ  C6   H1   single    0.930  0.020  1.080
 4ZQ  C9   H2   single    0.930  0.020  1.080
 4ZQ  C12  H3   single    0.970  0.020  1.090
 4ZQ  C13  H4   single    0.970  0.020  1.090
 4ZQ  C13  H5   single    0.970  0.020  1.090
 4ZQ  C13  H6   single    0.970  0.020  1.090
 4ZQ  C1   H7   single    0.970  0.020  1.090
 4ZQ  C1   H8   single    0.970  0.020  1.090
 4ZQ  C1   H9   single    0.970  0.020  1.090
 4ZQ  C2   H10  single    0.970  0.020  1.090
 4ZQ  N18  H11  single    0.860  0.020  1.020
 4ZQ  C20  H12  single    0.930  0.020  1.080
 4ZQ  C21  H13  single    0.930  0.020  1.080
 4ZQ  C26  H14  single    0.970  0.020  1.090
 4ZQ  C26  H15  single    0.970  0.020  1.090
 4ZQ  C27  H16  single    0.970  0.020  1.090
 4ZQ  C27  H17  single    0.970  0.020  1.090
 4ZQ  C28  H18  single    0.970  0.020  1.090
 4ZQ  C29  H19  single    0.970  0.020  1.090
 4ZQ  C30  H20  single    0.970  0.020  1.090
 4ZQ  C30  H21  single    0.970  0.020  1.090
 4ZQ  C33  H22  single    0.970  0.020  1.090
 4ZQ  C33  H23  single    0.970  0.020  1.090
 4ZQ  C33  H24  single    0.970  0.020  1.090
 4ZQ  O34  H25  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
 4ZQ  F17  C14  F16  106.86  3.000
 4ZQ  F16  C14  F15  107.66  3.000
 4ZQ  F17  C14  F15  106.84  3.000
 4ZQ  F15  C14  C12  111.81  3.000
 4ZQ  F16  C14  C12  109.93  3.000
 4ZQ  F17  C14  C12  113.45  3.000
 4ZQ  N4   C5   C10  110.61  3.000
 4ZQ  N4   C5   C6   130.72  3.000
 4ZQ  C10  C5   C6   118.67  3.000
 4ZQ  H1   C6   N7   117.51  3.000
 4ZQ  H1   C6   C5   120.91  3.000
 4ZQ  N7   C6   C5   121.56  3.000
 4ZQ  N18  C8   N7   117.67  3.000
 4ZQ  N7   C8   C9   124.49  3.000
 4ZQ  N18  C8   C9   117.76  3.000
 4ZQ  H2   C9   C10  124.35  3.000
 4ZQ  H2   C9   C8   119.98  3.000
 4ZQ  C10  C9   C8   115.67  3.000
 4ZQ  N11  C10  C9   134.90  3.000
 4ZQ  N11  C10  C5   104.78  3.000
 4ZQ  C9   C10  C5   120.31  3.000
 4ZQ  H3   C12  N11  106.88  3.000
 4ZQ  H3   C12  C13  107.37  3.000
 4ZQ  N11  C12  C13  112.95  3.000
 4ZQ  H3   C12  C14  104.73  3.000
 4ZQ  N11  C12  C14  111.33  3.000
 4ZQ  C13  C12  C14  112.97  3.000
 4ZQ  H6   C13  H5   108.23  3.000
 4ZQ  H6   C13  H4   108.24  3.000
 4ZQ  H5   C13  H4   107.61  3.000
 4ZQ  H6   C13  C12  113.36  3.000
 4ZQ  H5   C13  C12  108.78  3.000
 4ZQ  H4   C13  C12  110.44  3.000
 4ZQ  N11  C3   N4   113.01  3.000
 4ZQ  N4   C3   C2   123.33  3.000
 4ZQ  N11  C3   C2   123.65  3.000
 4ZQ  H9   C1   H8   108.30  3.000
 4ZQ  H9   C1   H7   108.72  3.000
 4ZQ  H8   C1   H7   107.29  3.000
 4ZQ  H9   C1   C2   110.58  3.000
 4ZQ  H8   C1   C2   111.93  3.000
 4ZQ  H7   C1   C2   109.91  3.000
 4ZQ  H10  C2   O34  110.09  3.000
 4ZQ  H10  C2   C1   108.40  3.000
 4ZQ  O34  C2   C1   111.94  3.000
 4ZQ  H10  C2   C3   109.15  3.000
 4ZQ  C1   C2   C3   110.90  3.000
 4ZQ  O34  C2   C3   106.31  3.000
 4ZQ  C3   N4   C5   105.35  3.000
 4ZQ  C8   N7   C6   119.25  3.000
 4ZQ  C3   N11  C12  126.02  3.000
 4ZQ  C3   N11  C10  106.25  3.000
 4ZQ  C12  N11  C10  127.62  3.000
 4ZQ  N24  C19  C20  121.51  3.000
 4ZQ  N24  C19  N18  119.32  3.000
 4ZQ  C20  C19  N18  119.15  3.000
 4ZQ  H12  C20  C21  122.00  3.000
 4ZQ  H12  C20  C19  122.61  3.000
 4ZQ  C21  C20  C19  115.40  3.000
 4ZQ  H13  C21  N22  116.13  3.000
 4ZQ  H13  C21  C20  119.81  3.000
 4ZQ  N22  C21  C20  124.05  3.000
 4ZQ  C23  N22  C21  115.63  3.000
 4ZQ  N25  C23  N24  116.61  3.000
 4ZQ  N24  C23  N22  125.50  3.000
 4ZQ  N25  C23  N22  117.84  3.000
 4ZQ  C23  N24  C19  117.88  3.000
 4ZQ  C30  N25  C26  113.58  3.000
 4ZQ  C26  N25  C23  122.04  3.000
 4ZQ  C30  N25  C23  121.27  3.000
 4ZQ  H15  C26  H14  107.50  3.000
 4ZQ  H15  C26  C27  109.38  3.000
 4ZQ  H14  C26  C27  110.98  3.000
 4ZQ  H15  C26  N25  107.78  3.000
 4ZQ  H14  C26  N25  109.80  3.000
 4ZQ  C27  C26  N25  111.28  3.000
 4ZQ  H17  C27  H16  107.46  3.000
 4ZQ  H17  C27  C28  109.69  3.000
 4ZQ  H16  C27  C28  110.36  3.000
 4ZQ  H17  C27  C26  109.45  3.000
 4ZQ  H16  C27  C26  109.92  3.000
 4ZQ  C28  C27  C26  109.91  3.000
 4ZQ  H18  C28  O32  110.04  3.000
 4ZQ  H18  C28  C29  106.24  3.000
 4ZQ  O32  C28  C29  112.93  3.000
 4ZQ  H18  C28  C27  108.34  3.000
 4ZQ  O32  C28  C27  108.68  3.000
 4ZQ  C29  C28  C27  110.50  3.000
 4ZQ  H19  C29  F31  107.57  3.000
 4ZQ  H19  C29  C30  109.29  3.000
 4ZQ  F31  C29  C30  108.60  3.000
 4ZQ  H19  C29  C28  111.60  3.000
 4ZQ  C30  C29  C28  111.13  3.000
 4ZQ  F31  C29  C28  108.54  3.000
 4ZQ  H21  C30  H20  107.84  3.000
 4ZQ  H21  C30  C29  110.21  3.000
 4ZQ  H20  C30  C29  108.71  3.000
 4ZQ  H21  C30  N25  109.95  3.000
 4ZQ  H20  C30  N25  109.57  3.000
 4ZQ  C29  C30  N25  110.50  3.000
 4ZQ  C33  O32  C28  114.61  3.000
 4ZQ  H24  C33  H23  107.93  3.000
 4ZQ  H24  C33  H22  108.42  3.000
 4ZQ  H23  C33  H22  107.91  3.000
 4ZQ  H24  C33  O32  107.61  3.000
 4ZQ  H23  C33  O32  113.06  3.000
 4ZQ  H22  C33  O32  111.76  3.000
 4ZQ  H25  O34  C2   107.51  3.000
 4ZQ  H11  N18  C19  115.81  3.000
 4ZQ  H11  N18  C8   116.09  3.000
 4ZQ  C19  N18  C8   127.51  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
 4ZQ  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 4ZQ  CONST_02  C3   N11  C10  C5      0.00   0.0  0
 4ZQ  CONST_03  C8   N7   C6   C5      0.00   0.0  0
 4ZQ  CONST_04  N11  C3   N4   C5      0.00   0.0  0
 4ZQ  CONST_05  C9   C8   N7   C6      0.00   0.0  0
 4ZQ  CONST_06  C9   C10  C5   C6      0.00   0.0  0
 4ZQ  CONST_07  N11  C10  C5   C6    180.00   0.0  0
 4ZQ  CONST_08  C3   N4   C5   C6    180.00   0.0  0
 4ZQ  CONST_09  N11  C10  C9   C8    180.00   0.0  0
 4ZQ  CONST_10  C3   N11  C10  C9    180.00   0.0  0
 4ZQ  CONST_11  N4   C5   C10  C9    180.00   0.0  0
 4ZQ  CONST_12  N7   C8   C9   C10     0.00   0.0  0
 4ZQ  CONST_13  N4   C3   N11  C10     0.00   0.0  0
 4ZQ  CONST_14  N7   C6   C5   C10     0.00   0.0  0
 4ZQ  CONST_15  C3   N4   C5   C10     0.00   0.0  0
 4ZQ  CONST_16  N11  C10  C5   N4      0.00   0.0  0
 4ZQ  CONST_17  N7   C6   C5   N4    180.00   0.0  0
 4ZQ  CONST_18  N22  C21  C20  C19     0.00   0.0  0
 4ZQ  CONST_19  N22  C23  N24  C19     0.00   0.0  0
 4ZQ  CONST_20  C23  N22  C21  C20     0.00   0.0  0
 4ZQ  CONST_21  C23  N24  C19  C20     0.00   0.0  0
 4ZQ  CONST_22  N24  C23  N22  C21     0.00   0.0  0
 4ZQ  CONST_23  N24  C19  C20  C21     0.00   0.0  0
 4ZQ  CONST_24  N25  C23  N24  C19   180.00   0.0  0
 4ZQ  CONST_25  N25  C23  N22  C21   180.00   0.0  0
 4ZQ  CONST_26  C12  N11  C10  C5    180.00   0.0  0
 4ZQ  CONST_27  C2   C3   N4   C5    180.00   0.0  0
 4ZQ  CONST_28  N18  C8   N7   C6    180.00   0.0  0
 4ZQ  CONST_29  C12  N11  C10  C9      0.00   0.0  0
 4ZQ  CONST_30  N18  C8   C9   C10   180.00   0.0  0
 4ZQ  CONST_31  C2   C3   N11  C10   180.00   0.0  0
 4ZQ  CONST_32  N4   C3   N11  C12   180.00   0.0  0
 4ZQ  CONST_33  C21  C20  C19  N18   180.00   0.0  0
 4ZQ  CONST_34  C23  N24  C19  N18   180.00   0.0  0
 4ZQ  CONST_35  H2   C9   C10  C5    180.00   0.0  0
 4ZQ  CONST_36  H1   C6   N7   C8    180.00   0.0  0
 4ZQ  CONST_37  H13  C21  C20  C19   180.00   0.0  0
 4ZQ  CONST_38  H12  C20  C21  N22   180.00   0.0  0
 4ZQ  Var_01    C30  N25  C23  N22  -163.29  30.0  1
 4ZQ  Var_02    C29  C30  N25  C23   102.89  30.0  1
 4ZQ  Var_03    C27  C26  N25  C23  -102.00  30.0  1
 4ZQ  Var_04    C28  C27  C26  N25   -55.26  30.0  1
 4ZQ  Var_05    C20  C19  N18  C8    174.45  30.0  2
 4ZQ  Var_06    C19  N18  C8   C9    141.21  30.0  2
 4ZQ  Var_07    H22  C33  O32  C28   -53.64  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4ZQ  chir_01  C12  C14  C13  N11  positiv
 4ZQ  chir_02  C2   O34  C3   C1   negativ
 4ZQ  chir_03  C28  C29  O32  C27  negativ
 4ZQ  chir_04  C29  F31  C28  C30  negativ

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
 4ZQ  plan-1  C19  0.020
 4ZQ  plan-1  C20  0.020
 4ZQ  plan-1  C21  0.020
 4ZQ  plan-1  N22  0.020
 4ZQ  plan-1  C23  0.020
 4ZQ  plan-1  N24  0.020
 4ZQ  plan-1  N25  0.020
 4ZQ  plan-1  H12  0.020
 4ZQ  plan-1  H13  0.020
 4ZQ  plan-1  N18  0.020
 4ZQ  plan-2  C5   0.020
 4ZQ  plan-2  C6   0.020
 4ZQ  plan-2  C8   0.020
 4ZQ  plan-2  C9   0.020
 4ZQ  plan-2  C10  0.020
 4ZQ  plan-2  C12  0.020
 4ZQ  plan-2  C3   0.020
 4ZQ  plan-2  C2   0.020
 4ZQ  plan-2  N4   0.020
 4ZQ  plan-2  N7   0.020
 4ZQ  plan-2  N11  0.020
 4ZQ  plan-2  H1   0.020
 4ZQ  plan-2  H2   0.020
 4ZQ  plan-2  N18  0.020

