# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 07:57:18 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-[5-(2-azanylpyrimidin-4-yl)-4-(4-fluorophenyl)imidazol-1-yl]cyclohexan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nccc(n1)c2n(cnc2c3ccc(F)cc3)[C@H]4CC[C@H](O)CC4
#
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
 F92  F92  4-[5-(2-azanylpyrimidin-4-yl)-4-(4-fluorophenyl)imidazol-1-yl]cyclohexan-1-ol  ligand  46  26  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_F92
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
 F92  C4   C  CR6   0   0.180  -0.1200   1.1172   0.1291
 F92  C5   C  CR16  0  -0.383   0.5472   1.8578   1.1005
 F92  C6   C  CR16  0  -0.015   0.3138   3.2235   1.0896
 F92  N1   N  N     0  -0.450  -0.5023   3.8119   0.2345
 F92  N3   N  N     0  -0.452  -0.9420   1.6861  -0.7425
 F92  CAM  C  CH2   0  -0.448   3.3391  -0.6911   1.1799
 F92  CAK  C  CH2   0  -0.465   4.7214  -0.0497   1.1287
 F92  CAX  C  CH1   0   0.084   5.4994  -0.5211  -0.0897
 F92  OAB  O  OH1   0  -0.677   6.7555   0.1243  -0.0817
 F92  CAL  C  CH2   0  -0.483   4.7165  -0.2365  -1.3676
 F92  CAN  C  CH2   0  -0.441   3.3371  -0.8867  -1.3322
 F92  CAY  C  CH1   0  -0.104   2.5655  -0.4092  -0.1047
 F92  NAZ  N  NR5   0  -0.466   1.2271  -0.9921  -0.0514
 F92  CAJ  C  CR15  0   0.091   0.9496  -2.3073  -0.1482
 F92  NAP  N  N     0  -0.453  -0.3349  -2.5464  -0.1188
 F92  CAV  C  CR5   0   0.082  -0.9389  -1.3296  -0.0035
 F92  CAT  C  CR6   0   0.034  -2.3963  -1.2248   0.0983
 F92  CAH  C  CR16  0  -0.281  -3.2002  -2.1714  -0.5390
 F92  CAF  C  CR16  0  -0.401  -4.5828  -2.1175  -0.4525
 F92  CAR  C  CR6   0   0.512  -5.1598  -1.1037   0.2869
 F92  FAC  F  F     0  -0.316  -6.4987  -1.0411   0.3775
 F92  CAG  C  CR16  0  -0.400  -4.3997  -0.1554   0.9440
 F92  CAI  C  CR16  0  -0.295  -3.0189  -0.2265   0.8490
 F92  CAW  C  CR5   0   0.285   0.0204  -0.3393   0.0348
 F92  C2   C  CR6   0   0.542  -1.1131   3.0079  -0.6470
 F92  NAA  N  NH2   0  -0.824  -1.9851   3.5779  -1.4968
 F92  H1   H  HCR6  0   0.277   1.1899   1.4027   1.8393
 F92  H2   H  HCR6  0   0.274   0.8042   3.8665   1.8126
 F92  H4   H  HCH2  0   0.257   2.7846  -0.3146   2.0422
 F92  H5   H  HCH2  0   0.226   4.6208   1.0406   1.0950
 F92  H6   H  HCH2  0   0.247   5.2693  -0.2928   2.0418
 F92  H7   H  HCH1  0   0.192   5.6293  -1.6123  -0.0074
 F92  H8   H  HOH1  0   0.447   7.2647  -0.2023  -0.8300
 F92  H9   H  HCH2  0   0.227   4.6139   0.8466  -1.4938
 F92  H10  H  HCH2  0   0.245   5.2681  -0.6070  -2.2362
 F92  H11  H  HCH2  0   0.258   2.7809  -0.6401  -2.2382
 F92  H12  H  HCH2  0   0.232   3.4490  -1.9748  -1.3094
 F92  H13  H  HCH1  0   0.270   2.4282   0.6696  -0.2004
 F92  H14  H  HCR5  0   0.288   1.7202  -3.0569  -0.2425
 F92  H15  H  HCR6  0   0.259  -2.7388  -2.9614  -1.1164
 F92  H16  H  HCR6  0   0.279  -5.1981  -2.8531  -0.9535
 F92  H17  H  HCR6  0   0.279  -4.8752   0.6205   1.5295
 F92  H18  H  HCR6  0   0.254  -2.4278   0.5000   1.3891
 F92  H19  H  HNH2  0   0.397  -2.3435   3.0412  -2.2669
 F92  H20  H  HNH2  0   0.398  -2.0113   4.5794  -1.5749
 F92  H3   H  HCH2  0   0.237   3.4355  -1.7728   1.3181

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
 F92  OAB  CAX  single    1.412  0.020  1.412
 F92  CAX  CAK  single    1.521  0.020  1.521
 F92  CAX  CAL  single    1.525  0.020  1.525
 F92  CAM  CAK  single    1.525  0.020  1.525
 F92  CAM  CAY  single    1.526  0.020  1.526
 F92  CAJ  NAP  aromatic  1.307  0.020  1.307
 F92  CAJ  NAZ  aromatic  1.348  0.020  1.348
 F92  NAP  CAV  aromatic  1.363  0.020  1.363
 F92  CAL  CAN  single    1.525  0.020  1.525
 F92  CAN  CAY  single    1.526  0.020  1.526
 F92  CAY  NAZ  single    1.461  0.020  1.461
 F92  NAZ  CAW  aromatic  1.375  0.020  1.375
 F92  CAV  CAW  aromatic  1.379  0.020  1.379
 F92  CAV  CAT  single    1.465  0.020  1.465
 F92  CAI  CAT  aromatic  1.396  0.020  1.396
 F92  CAI  CAG  aromatic  1.386  0.020  1.386
 F92  CAW  C4   single    1.466  0.020  1.466
 F92  CAT  CAH  aromatic  1.396  0.020  1.396
 F92  CAG  CAR  aromatic  1.382  0.020  1.382
 F92  CAH  CAF  aromatic  1.386  0.020  1.386
 F92  CAR  FAC  single    1.343  0.020  1.343
 F92  CAR  CAF  aromatic  1.381  0.020  1.381
 F92  C4   N3   aromatic  1.326  0.020  1.326
 F92  C4   C5   aromatic  1.392  0.020  1.392
 F92  N3   C2   aromatic  1.336  0.020  1.336
 F92  C5   C6   aromatic  1.385  0.020  1.385
 F92  C2   NAA  single    1.344  0.020  1.344
 F92  C2   N1   aromatic  1.340  0.020  1.340
 F92  C6   N1   aromatic  1.320  0.020  1.320
 F92  C5   H1   single    0.930  0.020  1.080
 F92  C6   H2   single    0.930  0.020  1.080
 F92  CAM  H3   single    0.970  0.020  1.090
 F92  CAM  H4   single    0.970  0.020  1.090
 F92  CAK  H5   single    0.970  0.020  1.090
 F92  CAK  H6   single    0.970  0.020  1.090
 F92  CAX  H7   single    0.970  0.020  1.090
 F92  OAB  H8   single    0.850  0.020  0.980
 F92  CAL  H9   single    0.970  0.020  1.090
 F92  CAL  H10  single    0.970  0.020  1.090
 F92  CAN  H11  single    0.970  0.020  1.090
 F92  CAN  H12  single    0.970  0.020  1.090
 F92  CAY  H13  single    0.970  0.020  1.090
 F92  CAJ  H14  single    0.930  0.020  1.080
 F92  CAH  H15  single    0.930  0.020  1.080
 F92  CAF  H16  single    0.930  0.020  1.080
 F92  CAG  H17  single    0.930  0.020  1.080
 F92  CAI  H18  single    0.930  0.020  1.080
 F92  NAA  H19  single    0.890  0.020  1.040
 F92  NAA  H20  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
 F92  CAW  C4   N3   116.31  3.000
 F92  N3   C4   C5   121.83  3.000
 F92  CAW  C4   C5   121.84  3.000
 F92  H1   C5   C6   121.41  3.000
 F92  H1   C5   C4   122.58  3.000
 F92  C6   C5   C4   115.99  3.000
 F92  H2   C6   N1   116.55  3.000
 F92  H2   C6   C5   120.19  3.000
 F92  N1   C6   C5   123.26  3.000
 F92  C2   N1   C6   116.12  3.000
 F92  C2   N3   C4   117.18  3.000
 F92  H4   CAM  H3   106.60  3.000
 F92  H4   CAM  CAY  110.09  3.000
 F92  H3   CAM  CAY  109.48  3.000
 F92  H4   CAM  CAK  109.99  3.000
 F92  H3   CAM  CAK  109.88  3.000
 F92  CAY  CAM  CAK  110.71  3.000
 F92  H6   CAK  H5   107.06  3.000
 F92  H6   CAK  CAX  110.13  3.000
 F92  H5   CAK  CAX  109.32  3.000
 F92  H6   CAK  CAM  109.46  3.000
 F92  H5   CAK  CAM  109.66  3.000
 F92  CAX  CAK  CAM  111.12  3.000
 F92  H7   CAX  CAL  107.93  3.000
 F92  H7   CAX  OAB  110.32  3.000
 F92  CAL  CAX  OAB  112.08  3.000
 F92  H7   CAX  CAK  107.90  3.000
 F92  CAL  CAX  CAK  110.54  3.000
 F92  OAB  CAX  CAK  107.99  3.000
 F92  H8   OAB  CAX  108.12  3.000
 F92  H10  CAL  H9   106.91  3.000
 F92  H10  CAL  CAN  109.28  3.000
 F92  H9   CAL  CAN  109.84  3.000
 F92  H10  CAL  CAX  110.08  3.000
 F92  H9   CAL  CAX  109.22  3.000
 F92  CAN  CAL  CAX  111.42  3.000
 F92  H12  CAN  H11  107.11  3.000
 F92  H12  CAN  CAY  110.25  3.000
 F92  H11  CAN  CAY  109.83  3.000
 F92  H12  CAN  CAL  109.38  3.000
 F92  H11  CAN  CAL  110.20  3.000
 F92  CAY  CAN  CAL  110.02  3.000
 F92  H13  CAY  NAZ  106.40  3.000
 F92  H13  CAY  CAN  107.59  3.000
 F92  NAZ  CAY  CAN  111.57  3.000
 F92  H13  CAY  CAM  108.67  3.000
 F92  NAZ  CAY  CAM  111.11  3.000
 F92  CAN  CAY  CAM  111.28  3.000
 F92  CAW  NAZ  CAJ  106.69  3.000
 F92  CAW  NAZ  CAY  128.10  3.000
 F92  CAJ  NAZ  CAY  125.13  3.000
 F92  H14  CAJ  NAP  125.22  3.000
 F92  H14  CAJ  NAZ  122.49  3.000
 F92  NAP  CAJ  NAZ  112.29  3.000
 F92  CAV  NAP  CAJ  105.90  3.000
 F92  CAW  CAV  CAT  129.70  3.000
 F92  CAT  CAV  NAP  120.70  3.000
 F92  CAW  CAV  NAP  109.58  3.000
 F92  CAI  CAT  CAH  118.28  3.000
 F92  CAH  CAT  CAV  119.52  3.000
 F92  CAI  CAT  CAV  122.17  3.000
 F92  H15  CAH  CAF  119.15  3.000
 F92  H15  CAH  CAT  119.56  3.000
 F92  CAF  CAH  CAT  121.29  3.000
 F92  H16  CAF  CAR  120.62  3.000
 F92  H16  CAF  CAH  120.78  3.000
 F92  CAR  CAF  CAH  118.59  3.000
 F92  CAG  CAR  FAC  118.96  3.000
 F92  FAC  CAR  CAF  119.12  3.000
 F92  CAG  CAR  CAF  121.91  3.000
 F92  H17  CAG  CAI  120.77  3.000
 F92  H17  CAG  CAR  120.52  3.000
 F92  CAI  CAG  CAR  118.71  3.000
 F92  H18  CAI  CAG  118.43  3.000
 F92  H18  CAI  CAT  120.37  3.000
 F92  CAG  CAI  CAT  121.20  3.000
 F92  CAV  CAW  NAZ  105.53  3.000
 F92  CAV  CAW  C4   130.42  3.000
 F92  NAZ  CAW  C4   124.04  3.000
 F92  NAA  C2   N3   117.21  3.000
 F92  NAA  C2   N1   117.19  3.000
 F92  N3   C2   N1   125.59  3.000
 F92  H20  NAA  H19  117.61  3.000
 F92  H20  NAA  C2   119.25  3.000
 F92  H19  NAA  C2   119.30  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
 F92  CONST_01  CAJ  NAZ  CAW  C4   180.00   0.0  0
 F92  CONST_02  NAP  CAV  CAW  C4   180.00   0.0  0
 F92  CONST_03  CAT  CAV  CAW  C4     0.00   0.0  0
 F92  CONST_04  N1   C2   N3   C4     0.00   0.0  0
 F92  CONST_05  N1   C6   C5   C4     0.00   0.0  0
 F92  CONST_08  C2   N3   C4   C5     0.00   0.0  0
 F92  CONST_09  C2   N1   C6   C5     0.00   0.0  0
 F92  CONST_10  CAW  C4   C5   C6   180.00   0.0  0
 F92  CONST_11  N3   C4   C5   C6     0.00   0.0  0
 F92  CONST_12  N3   C2   N1   C6     0.00   0.0  0
 F92  CONST_15  CAV  NAP  CAJ  NAZ    0.00   0.0  0
 F92  CONST_16  NAP  CAV  CAW  NAZ    0.00   0.0  0
 F92  CONST_17  CAT  CAV  CAW  NAZ  180.00   0.0  0
 F92  CONST_18  CAW  CAV  NAP  CAJ    0.00   0.0  0
 F92  CONST_19  CAT  CAV  NAP  CAJ  180.00   0.0  0
 F92  CONST_20  CAV  CAW  NAZ  CAJ    0.00   0.0  0
 F92  CONST_21  CAW  NAZ  CAJ  NAP    0.00   0.0  0
 F92  CONST_24  CAG  CAI  CAT  CAV  180.00   0.0  0
 F92  CONST_25  CAF  CAH  CAT  CAV  180.00   0.0  0
 F92  CONST_26  CAR  CAG  CAI  CAT    0.00   0.0  0
 F92  CONST_27  CAR  CAF  CAH  CAT    0.00   0.0  0
 F92  CONST_29  CAG  CAI  CAT  CAH    0.00   0.0  0
 F92  CONST_30  CAG  CAR  CAF  CAH    0.00   0.0  0
 F92  CONST_31  CAI  CAT  CAH  CAF    0.00   0.0  0
 F92  CONST_32  CAI  CAG  CAR  CAF    0.00   0.0  0
 F92  CONST_34  C2   N3   C4   CAW  180.00   0.0  0
 F92  CONST_35  CAY  NAZ  CAW  C4     0.00   0.0  0
 F92  CONST_36  NAP  CAJ  NAZ  CAY  180.00   0.0  0
 F92  CONST_37  CAV  CAW  NAZ  CAY  180.00   0.0  0
 F92  CONST_38  NAA  C2   N3   C4   180.00   0.0  0
 F92  CONST_39  NAA  C2   N1   C6   180.00   0.0  0
 F92  CONST_40  FAC  CAR  CAF  CAH  180.00   0.0  0
 F92  CONST_41  CAI  CAG  CAR  FAC  180.00   0.0  0
 F92  CONST_42  H2   C6   C5   C4   180.00   0.0  0
 F92  CONST_43  H1   C5   C6   N1   180.00   0.0  0
 F92  CONST_44  H14  CAJ  NAZ  CAY    0.00   0.0  0
 F92  CONST_45  H18  CAI  CAT  CAV    0.00   0.0  0
 F92  CONST_46  H15  CAH  CAT  CAV    0.00   0.0  0
 F92  CONST_47  H17  CAG  CAI  CAT  180.00   0.0  0
 F92  CONST_48  H16  CAF  CAH  CAT  180.00   0.0  0
 F92  CONST_49  H19  NAA  C2   N1   180.00   0.0  0
 F92  CONST_50  H20  NAA  C2   N1     0.00   0.0  0
 F92  Var_01    CAY  CAM  CAK  CAX  -56.20  30.0  1
 F92  Var_02    CAY  CAN  CAL  CAX   56.65  30.0  1

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
 F92  chir_01  CAX  OAB  CAK  CAL  negativ
 F92  chir_02  CAY  NAZ  CAM  CAN  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
 F92  plan-1  C4   0.020
 F92  plan-1  CAY  0.020
 F92  plan-1  NAZ  0.020
 F92  plan-1  CAJ  0.020
 F92  plan-1  NAP  0.020
 F92  plan-1  CAV  0.020
 F92  plan-1  CAT  0.020
 F92  plan-1  CAW  0.020
 F92  plan-1  H14  0.020
 F92  plan-2  C4   0.020
 F92  plan-2  C5   0.020
 F92  plan-2  C6   0.020
 F92  plan-2  N1   0.020
 F92  plan-2  N3   0.020
 F92  plan-2  CAW  0.020
 F92  plan-2  C2   0.020
 F92  plan-2  NAA  0.020
 F92  plan-2  H1   0.020
 F92  plan-2  H2   0.020
 F92  plan-3  CAV  0.020
 F92  plan-3  CAT  0.020
 F92  plan-3  CAH  0.020
 F92  plan-3  CAF  0.020
 F92  plan-3  CAR  0.020
 F92  plan-3  FAC  0.020
 F92  plan-3  CAG  0.020
 F92  plan-3  CAI  0.020
 F92  plan-3  H15  0.020
 F92  plan-3  H16  0.020
 F92  plan-3  H17  0.020
 F92  plan-3  H18  0.020
 F92  plan-4  C2   0.020
 F92  plan-4  NAA  0.020
 F92  plan-4  H19  0.020
 F92  plan-4  H20  0.020

