# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun  1 13:01:41 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (1R)-1-{6-({2-[(3S,4R)-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
 4ZR  4ZR  (1R)-1-{6-({2-[(3S,4R)-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  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4ZR
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
 4ZR  C14  C  CT    0   1.025   5.3557  -1.0517  -0.3910
 4ZR  C5   C  CR56  0   0.035   1.8126   1.4954  -0.3736
 4ZR  C6   C  CR16  0  -0.129   0.4875   1.4371  -0.7825
 4ZR  C8   C  CR6   0   0.477   0.4832  -0.8427  -0.5823
 4ZR  C9   C  CR16  0  -0.443   1.8053  -0.9119  -0.1533
 4ZR  C10  C  CR56  0   0.453   2.4766   0.2996  -0.0743
 4ZR  C12  C  CH1   0  -0.346   4.8336  -0.1632   0.7374
 4ZR  C13  C  CH3   0  -0.667   4.4880  -0.9445   1.9974
 4ZR  C3   C  CR5   0   0.462   3.7742   2.0649   0.1953
 4ZR  C1   C  CH3   0  -0.692   5.9012   3.0005  -0.7144
 4ZR  C2   C  CH1   0  -0.057   4.9882   2.8962   0.5039
 4ZR  N4   N  N     0  -0.448   2.6478   2.5686  -0.1951
 4ZR  N7   N  N     0  -0.408  -0.1492   0.2872  -0.9004
 4ZR  N11  N  NR5   0  -0.588   3.7485   0.6835   0.2818
 4ZR  F15  F  F     0  -0.296   4.5639  -2.0961  -0.6552
 4ZR  F16  F  F     0  -0.296   5.4944  -0.3724  -1.5327
 4ZR  F17  F  F     0  -0.299   6.5535  -1.5459  -0.0649
 4ZR  C19  C  CR6   0   0.540  -1.4986  -2.3159  -0.4034
 4ZR  C20  C  CR16  0  -0.470  -2.0366  -3.5802  -0.7011
 4ZR  C21  C  CR16  0  -0.018  -3.3317  -3.7814  -0.2880
 4ZR  N22  N  N     0  -0.497  -4.0656  -2.8651   0.3348
 4ZR  C23  C  CR6   0   0.634  -3.4622  -1.6950   0.5582
 4ZR  N24  N  N     0  -0.494  -2.2059  -1.3955   0.2241
 4ZR  N25  N  NT    0  -0.490  -4.1594  -0.7363   1.2263
 4ZR  C26  C  CH2   0  -0.335  -3.6724   0.6259   1.3334
 4ZR  C27  C  CH2   0  -0.471  -4.3845   1.5395   0.3399
 4ZR  C28  C  CH1   0   0.030  -5.8942   1.4449   0.5125
 4ZR  C29  C  CH1   0   0.158  -6.3549  -0.0066   0.4539
 4ZR  C30  C  CH2   0  -0.376  -5.5816  -0.8542   1.4494
 4ZR  F31  F  F     0  -0.377  -6.1249  -0.4976  -0.8319
 4ZR  O32  O  O2    0  -0.493  -6.5053   2.2536  -0.4604
 4ZR  C33  C  CH3   0  -0.411  -7.8509   2.5717  -0.1976
 4ZR  O34  O  OH1   0  -0.655   4.5129   4.1515   0.9122
 4ZR  H1   H  HCR6  0   0.264  -0.0582   2.3402  -1.0347
 4ZR  H2   H  HCR6  0   0.281   2.2392  -1.8657   0.1029
 4ZR  H3   H  HCH1  0   0.322   5.6683   0.4948   0.9797
 4ZR  H4   H  HCH3  0   0.269   5.3512  -1.5109   2.3423
 4ZR  H5   H  HCH3  0   0.272   4.2205  -0.2411   2.7834
 4ZR  H6   H  HCH3  0   0.255   3.6595  -1.6355   1.8621
 4ZR  H7   H  HCH3  0   0.252   6.7648   3.6236  -0.4785
 4ZR  H8   H  HCH3  0   0.233   6.2788   2.0278  -1.0237
 4ZR  H9   H  HCH3  0   0.245   5.3686   3.4444  -1.5554
 4ZR  H10  H  HCH1  0   0.242   5.5516   2.4227   1.3194
 4ZR  H11  H  HNH1  0   0.414   0.3538  -2.8447  -0.9961
 4ZR  H12  H  HCR6  0   0.270  -1.4747  -4.3454  -1.2172
 4ZR  H13  H  HCR6  0   0.262  -3.8142  -4.7358  -0.4731
 4ZR  H14  H  HCH2  0   0.240  -3.8566   0.9725   2.3555
 4ZR  H15  H  HCH2  0   0.285  -2.6002   0.6452   1.1631
 4ZR  H16  H  HCH2  0   0.249  -4.0612   2.5701   0.5014
 4ZR  H17  H  HCH2  0   0.238  -4.0995   1.2633  -0.6784
 4ZR  H18  H  HCH1  0   0.210  -6.1538   1.8060   1.5218
 4ZR  H19  H  HCH1  0   0.236  -7.4266  -0.0961   0.6553
 4ZR  H20  H  HCH2  0   0.284  -5.8867  -1.8949   1.3880
 4ZR  H21  H  HCH2  0   0.257  -5.8164  -0.5001   2.4582
 4ZR  H22  H  HCH3  0   0.210  -8.5168   1.7060  -0.2713
 4ZR  H23  H  HCH3  0   0.208  -7.9774   3.0121   0.7983
 4ZR  H24  H  HCH3  0   0.238  -8.1680   3.3037  -0.9394
 4ZR  H25  H  HOH1  0   0.461   5.2780   4.6958   1.1256
 4ZR  N18  N  NH1   0  -0.758  -0.2079  -2.0448  -0.7503

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
 4ZR  C27  C26  single    1.526  0.020  1.526
 4ZR  C27  C28  single    1.522  0.020  1.522
 4ZR  O32  C33  single    1.407  0.020  1.407
 4ZR  O32  C28  single    1.405  0.020  1.405
 4ZR  C26  N25  single    1.451  0.020  1.451
 4ZR  C28  C29  single    1.524  0.020  1.524
 4ZR  N22  C21  aromatic  1.329  0.020  1.329
 4ZR  N22  C23  aromatic  1.335  0.020  1.335
 4ZR  F31  C29  single    1.395  0.020  1.395
 4ZR  N25  C23  single    1.361  0.020  1.361
 4ZR  N25  C30  single    1.444  0.020  1.444
 4ZR  C21  C20  aromatic  1.374  0.020  1.374
 4ZR  C29  C30  single    1.519  0.020  1.519
 4ZR  C23  N24  aromatic  1.334  0.020  1.334
 4ZR  C20  C19  aromatic  1.406  0.020  1.406
 4ZR  N24  C19  aromatic  1.319  0.020  1.319
 4ZR  C19  N18  single    1.364  0.020  1.364
 4ZR  N18  C8   single    1.397  0.020  1.397
 4ZR  F15  C14  single    1.337  0.020  1.337
 4ZR  F17  C14  single    1.336  0.020  1.336
 4ZR  C8   C9   aromatic  1.392  0.020  1.392
 4ZR  C8   N7   aromatic  1.333  0.020  1.333
 4ZR  C9   C10  aromatic  1.387  0.020  1.387
 4ZR  C14  F16  single    1.336  0.020  1.336
 4ZR  C14  C12  single    1.528  0.020  1.528
 4ZR  C13  C12  single    1.522  0.020  1.522
 4ZR  C12  N11  single    1.450  0.020  1.450
 4ZR  N7   C6   aromatic  1.320  0.020  1.320
 4ZR  C10  N11  aromatic  1.375  0.020  1.375
 4ZR  C10  C5   aromatic  1.400  0.020  1.400
 4ZR  N11  C3   aromatic  1.384  0.020  1.384
 4ZR  C6   C5   aromatic  1.388  0.020  1.388
 4ZR  C5   N4   aromatic  1.372  0.020  1.372
 4ZR  C3   N4   aromatic  1.294  0.020  1.294
 4ZR  C3   C2   single    1.503  0.020  1.503
 4ZR  C2   O34  single    1.403  0.020  1.403
 4ZR  C2   C1   single    1.526  0.020  1.526
 4ZR  C6   H1   single    0.930  0.020  1.080
 4ZR  C9   H2   single    0.930  0.020  1.080
 4ZR  C12  H3   single    0.970  0.020  1.090
 4ZR  C13  H4   single    0.970  0.020  1.090
 4ZR  C13  H5   single    0.970  0.020  1.090
 4ZR  C13  H6   single    0.970  0.020  1.090
 4ZR  C1   H7   single    0.970  0.020  1.090
 4ZR  C1   H8   single    0.970  0.020  1.090
 4ZR  C1   H9   single    0.970  0.020  1.090
 4ZR  C2   H10  single    0.970  0.020  1.090
 4ZR  N18  H11  single    0.860  0.020  1.020
 4ZR  C20  H12  single    0.930  0.020  1.080
 4ZR  C21  H13  single    0.930  0.020  1.080
 4ZR  C26  H14  single    0.970  0.020  1.090
 4ZR  C26  H15  single    0.970  0.020  1.090
 4ZR  C27  H16  single    0.970  0.020  1.090
 4ZR  C27  H17  single    0.970  0.020  1.090
 4ZR  C28  H18  single    0.970  0.020  1.090
 4ZR  C29  H19  single    0.970  0.020  1.090
 4ZR  C30  H20  single    0.970  0.020  1.090
 4ZR  C30  H21  single    0.970  0.020  1.090
 4ZR  C33  H22  single    0.970  0.020  1.090
 4ZR  C33  H23  single    0.970  0.020  1.090
 4ZR  C33  H24  single    0.970  0.020  1.090
 4ZR  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
 4ZR  F17  C14  F16  107.67  3.000
 4ZR  F16  C14  F15  106.85  3.000
 4ZR  F17  C14  F15  106.87  3.000
 4ZR  F16  C14  C12  111.77  3.000
 4ZR  F17  C14  C12  109.95  3.000
 4ZR  F15  C14  C12  113.44  3.000
 4ZR  N4   C5   C10  110.59  3.000
 4ZR  N4   C5   C6   130.73  3.000
 4ZR  C10  C5   C6   118.67  3.000
 4ZR  H1   C6   N7   117.52  3.000
 4ZR  H1   C6   C5   120.91  3.000
 4ZR  N7   C6   C5   121.57  3.000
 4ZR  N18  C8   N7   117.77  3.000
 4ZR  N7   C8   C9   124.49  3.000
 4ZR  N18  C8   C9   117.67  3.000
 4ZR  H2   C9   C10  124.33  3.000
 4ZR  H2   C9   C8   119.95  3.000
 4ZR  C10  C9   C8   115.71  3.000
 4ZR  N11  C10  C9   134.90  3.000
 4ZR  N11  C10  C5   104.80  3.000
 4ZR  C9   C10  C5   120.28  3.000
 4ZR  H3   C12  N11  106.88  3.000
 4ZR  H3   C12  C13  107.44  3.000
 4ZR  N11  C12  C13  112.95  3.000
 4ZR  H3   C12  C14  104.68  3.000
 4ZR  N11  C12  C14  111.30  3.000
 4ZR  C13  C12  C14  112.97  3.000
 4ZR  H6   C13  H5   108.26  3.000
 4ZR  H6   C13  H4   108.24  3.000
 4ZR  H5   C13  H4   107.60  3.000
 4ZR  H6   C13  C12  113.34  3.000
 4ZR  H5   C13  C12  108.78  3.000
 4ZR  H4   C13  C12  110.44  3.000
 4ZR  N11  C3   N4   113.02  3.000
 4ZR  N4   C3   C2   123.34  3.000
 4ZR  N11  C3   C2   123.64  3.000
 4ZR  H9   C1   H8   108.32  3.000
 4ZR  H9   C1   H7   108.73  3.000
 4ZR  H8   C1   H7   107.30  3.000
 4ZR  H9   C1   C2   110.58  3.000
 4ZR  H8   C1   C2   111.93  3.000
 4ZR  H7   C1   C2   109.88  3.000
 4ZR  H10  C2   O34  110.09  3.000
 4ZR  H10  C2   C1   108.38  3.000
 4ZR  O34  C2   C1   111.95  3.000
 4ZR  H10  C2   C3   109.16  3.000
 4ZR  C1   C2   C3   110.92  3.000
 4ZR  O34  C2   C3   106.31  3.000
 4ZR  C3   N4   C5   105.35  3.000
 4ZR  C8   N7   C6   119.23  3.000
 4ZR  C3   N11  C12  126.05  3.000
 4ZR  C3   N11  C10  106.23  3.000
 4ZR  C12  N11  C10  127.62  3.000
 4ZR  N24  C19  C20  121.53  3.000
 4ZR  N24  C19  N18  119.32  3.000
 4ZR  C20  C19  N18  119.14  3.000
 4ZR  H12  C20  C21  122.01  3.000
 4ZR  H12  C20  C19  122.61  3.000
 4ZR  C21  C20  C19  115.38  3.000
 4ZR  H13  C21  N22  116.15  3.000
 4ZR  H13  C21  C20  119.77  3.000
 4ZR  N22  C21  C20  124.08  3.000
 4ZR  C23  N22  C21  115.66  3.000
 4ZR  N25  C23  N24  116.57  3.000
 4ZR  N24  C23  N22  125.47  3.000
 4ZR  N25  C23  N22  117.91  3.000
 4ZR  C23  N24  C19  117.86  3.000
 4ZR  C30  N25  C26  113.32  3.000
 4ZR  C30  N25  C23  121.52  3.000
 4ZR  C26  N25  C23  121.72  3.000
 4ZR  H15  C26  H14  107.88  3.000
 4ZR  H15  C26  C27  110.37  3.000
 4ZR  H14  C26  C27  109.86  3.000
 4ZR  H15  C26  N25  109.68  3.000
 4ZR  H14  C26  N25  108.04  3.000
 4ZR  C27  C26  N25  110.94  3.000
 4ZR  H17  C27  H16  107.40  3.000
 4ZR  H17  C27  C28  110.39  3.000
 4ZR  H16  C27  C28  109.60  3.000
 4ZR  H17  C27  C26  109.49  3.000
 4ZR  H16  C27  C26  109.30  3.000
 4ZR  C28  C27  C26  110.59  3.000
 4ZR  H18  C28  O32  110.05  3.000
 4ZR  H18  C28  C29  106.01  3.000
 4ZR  O32  C28  C29  112.96  3.000
 4ZR  H18  C28  C27  108.47  3.000
 4ZR  C29  C28  C27  110.77  3.000
 4ZR  O32  C28  C27  108.49  3.000
 4ZR  H19  C29  F31  107.59  3.000
 4ZR  H19  C29  C30  109.41  3.000
 4ZR  F31  C29  C30  108.88  3.000
 4ZR  H19  C29  C28  111.53  3.000
 4ZR  C30  C29  C28  110.63  3.000
 4ZR  F31  C29  C28  108.71  3.000
 4ZR  H21  C30  H20  107.56  3.000
 4ZR  H21  C30  C29  108.32  3.000
 4ZR  H20  C30  C29  110.77  3.000
 4ZR  H21  C30  N25  109.10  3.000
 4ZR  H20  C30  N25  110.25  3.000
 4ZR  C29  C30  N25  110.76  3.000
 4ZR  C33  O32  C28  114.62  3.000
 4ZR  H24  C33  H23  108.37  3.000
 4ZR  H24  C33  H22  107.97  3.000
 4ZR  H23  C33  H22  107.98  3.000
 4ZR  H24  C33  O32  107.64  3.000
 4ZR  H23  C33  O32  111.76  3.000
 4ZR  H22  C33  O32  112.97  3.000
 4ZR  H25  O34  C2   107.52  3.000
 4ZR  H11  N18  C19  115.58  3.000
 4ZR  H11  N18  C8   115.90  3.000
 4ZR  C19  N18  C8   127.50  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
 4ZR  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 4ZR  CONST_02  C3   N11  C10  C5      0.00   0.0  0
 4ZR  CONST_03  C8   N7   C6   C5      0.00   0.0  0
 4ZR  CONST_04  N11  C3   N4   C5      0.00   0.0  0
 4ZR  CONST_05  C9   C8   N7   C6      0.00   0.0  0
 4ZR  CONST_06  C9   C10  C5   C6      0.00   0.0  0
 4ZR  CONST_07  N11  C10  C5   C6    180.00   0.0  0
 4ZR  CONST_08  C3   N4   C5   C6    180.00   0.0  0
 4ZR  CONST_09  N11  C10  C9   C8    180.00   0.0  0
 4ZR  CONST_10  C3   N11  C10  C9    180.00   0.0  0
 4ZR  CONST_11  N4   C5   C10  C9    180.00   0.0  0
 4ZR  CONST_12  N7   C8   C9   C10     0.00   0.0  0
 4ZR  CONST_13  N4   C3   N11  C10     0.00   0.0  0
 4ZR  CONST_14  N7   C6   C5   C10     0.00   0.0  0
 4ZR  CONST_15  C3   N4   C5   C10     0.00   0.0  0
 4ZR  CONST_16  N11  C10  C5   N4      0.00   0.0  0
 4ZR  CONST_17  N7   C6   C5   N4    180.00   0.0  0
 4ZR  CONST_18  N22  C21  C20  C19     0.00   0.0  0
 4ZR  CONST_19  N22  C23  N24  C19     0.00   0.0  0
 4ZR  CONST_20  C23  N22  C21  C20     0.00   0.0  0
 4ZR  CONST_21  C23  N24  C19  C20     0.00   0.0  0
 4ZR  CONST_22  N24  C23  N22  C21     0.00   0.0  0
 4ZR  CONST_23  N24  C19  C20  C21     0.00   0.0  0
 4ZR  CONST_24  N25  C23  N24  C19   180.00   0.0  0
 4ZR  CONST_25  N25  C23  N22  C21   180.00   0.0  0
 4ZR  CONST_26  C12  N11  C10  C5    180.00   0.0  0
 4ZR  CONST_27  C2   C3   N4   C5    180.00   0.0  0
 4ZR  CONST_28  N18  C8   N7   C6    180.00   0.0  0
 4ZR  CONST_29  C12  N11  C10  C9      0.00   0.0  0
 4ZR  CONST_30  N18  C8   C9   C10   180.00   0.0  0
 4ZR  CONST_31  C2   C3   N11  C10   180.00   0.0  0
 4ZR  CONST_32  N4   C3   N11  C12   180.00   0.0  0
 4ZR  CONST_33  C21  C20  C19  N18   180.00   0.0  0
 4ZR  CONST_34  C23  N24  C19  N18   180.00   0.0  0
 4ZR  CONST_35  H2   C9   C10  C5    180.00   0.0  0
 4ZR  CONST_36  H1   C6   N7   C8    180.00   0.0  0
 4ZR  CONST_37  H13  C21  C20  C19   180.00   0.0  0
 4ZR  CONST_38  H12  C20  C21  N22   180.00   0.0  0
 4ZR  Var_01    C26  N25  C23  N22  -170.25  30.0  1
 4ZR  Var_02    C27  C26  N25  C23   101.13  30.0  1
 4ZR  Var_03    C29  C30  N25  C23  -100.62  30.0  1
 4ZR  Var_04    C28  C27  C26  N25    54.42  30.0  1
 4ZR  Var_05    C20  C19  N18  C8    177.60  30.0  3
 4ZR  Var_06    C19  N18  C8   C9    138.74  30.0  2
 4ZR  Var_07    H22  C33  O32  C28   -68.51  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
 4ZR  chir_01  C12  C14  C13  N11  positiv
 4ZR  chir_02  C2   O34  C3   C1   negativ
 4ZR  chir_03  C28  C27  O32  C29  negativ
 4ZR  chir_04  C29  F31  C28  C30  positiv

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

