# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 19:58:04 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 2,2,2-tris(fluoranyl)-~{N}-[(1~{R},2~{S})-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)[C@@H](Oc2ccc3n(ncc3c2)c4ccc(F)cc4)[C@H](C)NC(=O)C(F)(F)F
#
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
 8W8  8W8  2,2,2-tris(fluoranyl)-~{N}-[(1~{R},2~{S})-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]ethanamide  ligand  56  35  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8W8
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
 8W8  C1   C  CR16  0  -0.231   2.2646  -2.5140   1.4061
 8W8  C2   C  CR16  0  -0.293   1.9198  -1.1968   1.6412
 8W8  C3   C  CR16  0  -0.285  -2.6671  -0.4292   0.9141
 8W8  C7   C  CR16  0  -0.324  -1.4416  -0.0997   1.4462
 8W8  C8   C  CR16  0  -0.408  -6.1272  -2.8341  -0.6268
 8W8  C9   C  CR16  0  -0.406  -7.7402  -1.0377  -0.7356
 8W8  C10  C  CR16  0  -0.411  -1.2469   1.8881   0.0675
 8W8  C11  C  CR16  0  -0.408   2.3161  -0.7051  -0.6769
 8W8  C12  C  CR15  0  -0.093  -3.3494   2.1647  -1.4466
 8W8  C13  C  CR56  0  -0.102  -2.4885   1.5631  -0.4898
 8W8  C14  C  CR6   0   0.128   1.9427  -0.2849   0.5866
 8W8  C15  C  CR56  0   0.431  -3.1780   0.4121  -0.0791
 8W8  C16  C  CR6   0   0.333  -5.3855  -0.5483  -0.7465
 8W8  C19  C  CR6   0   0.527  -7.4317  -2.3829  -0.6555
 8W8  C20  C  C     0   0.381   4.9287   0.8799   1.0308
 8W8  C21  C  CH3   0  -0.664   2.4577   3.3904   1.7245
 8W8  C22  C  CH3   0  -0.436   3.4128  -3.6649  -2.4667
 8W8  C24  C  CH1   0  -0.132   2.7564   1.9120   1.5300
 8W8  N26  N  N     0  -0.235  -4.4354   1.4582  -1.6062
 8W8  C4   C  CR16  0  -0.292  -5.0978  -1.9070  -0.6858
 8W8  C5   C  CR16  0  -0.271  -6.7074  -0.1156  -0.7726
 8W8  C6   C  CR16  0  -0.394   2.6451  -2.9467   0.1389
 8W8  C17  C  CR6   0   0.356  -0.7330   1.0450   1.0265
 8W8  C18  C  CR6   0   0.405   2.6778  -2.0342  -0.9102
 8W8  C23  C  CH1   0  -0.002   1.6135   1.1683   0.8182
 8W8  C25  C  CT    0   0.954   6.0440   0.7819  -0.0253
 8W8  N27  N  NR5   0  -0.510  -4.3434   0.3946  -0.7929
 8W8  N28  N  NH1   0  -0.639   3.9643   1.7537   0.7409
 8W8  O29  O  O     0  -0.447   4.9904   0.1590   2.0030
 8W8  O30  O  O2    0  -0.473   3.0293  -2.3373  -2.1742
 8W8  O31  O  O2    0  -0.510   0.4615   1.3198   1.6320
 8W8  F32  F  F     0  -0.312  -8.4301  -3.2771  -0.6083
 8W8  F33  F  F     0  -0.302   5.7468  -0.1780  -0.9052
 8W8  F34  F  F     0  -0.302   6.2195   1.9156  -0.7097
 8W8  F35  F  F     0  -0.295   7.1986   0.4690   0.5489
 8W8  H1   H  HCR6  0   0.256   2.2447  -3.2294   2.2180
 8W8  H2   H  HCR6  0   0.246   1.6373  -0.8800   2.6367
 8W8  H3   H  HCR6  0   0.281  -3.1974  -1.3045   1.2623
 8W8  H4   H  HCR6  0   0.270  -1.0078  -0.7258   2.2147
 8W8  H6   H  HCR6  0   0.288  -8.7713  -0.7109  -0.7572
 8W8  H7   H  HCR6  0   0.271  -0.7174   2.7819  -0.2392
 8W8  H8   H  HCR6  0   0.256   2.3342  -0.0017  -1.5018
 8W8  H9   H  HCR5  0   0.277  -3.1978   3.0727  -2.0101
 8W8  H10  H  HCH3  0   0.252   1.6018   3.5320   2.3802
 8W8  H11  H  HCH3  0   0.251   3.3129   3.8913   2.1769
 8W8  H12  H  HCH3  0   0.230   2.2405   3.8798   0.7726
 8W8  H13  H  HCH3  0   0.258   3.6639  -3.6890  -3.5243
 8W8  H14  H  HCH3  0   0.227   4.2891  -3.9742  -1.8911
 8W8  H15  H  HCH3  0   0.227   2.6029  -4.3757  -2.2822
 8W8  H16  H  HCH1  0   0.274   2.9319   1.4446   2.5005
 8W8  H17  H  HCR6  0   0.292  -4.0738  -2.2553  -0.7028
 8W8  H18  H  HCR6  0   0.282  -6.9320   0.9410  -0.8213
 8W8  H19  H  HCR6  0   0.277   2.9077  -3.9861  -0.0051
 8W8  H20  H  HCH1  0   0.242   1.4511   1.6539  -0.1547
 8W8  H21  H  HNH1  0   0.417   4.0416   2.3275  -0.0858
 8W8  H5   H  HCR6  0   0.289  -5.9116  -3.8929  -0.5788

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
 8W8  F34  C25  single    1.336  0.020  1.336
 8W8  F33  C25  single    1.336  0.020  1.336
 8W8  C25  F35  single    1.327  0.020  1.327
 8W8  C25  C20  single    1.539  0.020  1.539
 8W8  O29  C20  double    1.212  0.020  1.212
 8W8  C20  N28  single    1.333  0.020  1.333
 8W8  C22  O30  single    1.412  0.020  1.412
 8W8  O30  C18  single    1.347  0.020  1.347
 8W8  N28  C24  single    1.451  0.020  1.451
 8W8  C18  C6   aromatic  1.391  0.020  1.391
 8W8  C18  C11  aromatic  1.397  0.020  1.397
 8W8  C6   C1   aromatic  1.392  0.020  1.392
 8W8  C11  C14  aromatic  1.383  0.020  1.383
 8W8  C1   C2   aromatic  1.382  0.020  1.382
 8W8  C24  C21  single    1.521  0.020  1.521
 8W8  C24  C23  single    1.538  0.020  1.538
 8W8  C14  C2   aromatic  1.394  0.020  1.394
 8W8  C14  C23  single    1.508  0.020  1.508
 8W8  C23  O31  single    1.419  0.020  1.419
 8W8  O31  C17  single    1.367  0.020  1.367
 8W8  C17  C10  aromatic  1.376  0.020  1.376
 8W8  C17  C7   aromatic  1.410  0.020  1.410
 8W8  C10  C13  aromatic  1.399  0.020  1.399
 8W8  C7   C3   aromatic  1.376  0.020  1.376
 8W8  C13  C12  aromatic  1.421  0.020  1.421
 8W8  C13  C15  aromatic  1.403  0.020  1.403
 8W8  C3   C15  aromatic  1.398  0.020  1.398
 8W8  C12  N26  aromatic  1.305  0.020  1.305
 8W8  C15  N27  aromatic  1.367  0.020  1.367
 8W8  N26  N27  aromatic  1.342  0.020  1.342
 8W8  N27  C16  single    1.406  0.020  1.406
 8W8  C16  C5   aromatic  1.391  0.020  1.391
 8W8  C16  C4   aromatic  1.390  0.020  1.390
 8W8  C5   C9   aromatic  1.385  0.020  1.385
 8W8  C4   C8   aromatic  1.387  0.020  1.387
 8W8  C9   C19  aromatic  1.382  0.020  1.382
 8W8  C8   C19  aromatic  1.381  0.020  1.381
 8W8  C19  F32  single    1.341  0.020  1.341
 8W8  C1   H1   single    0.930  0.020  1.080
 8W8  C2   H2   single    0.930  0.020  1.080
 8W8  C3   H3   single    0.930  0.020  1.080
 8W8  C7   H4   single    0.930  0.020  1.080
 8W8  C8   H5   single    0.930  0.020  1.080
 8W8  C9   H6   single    0.930  0.020  1.080
 8W8  C10  H7   single    0.930  0.020  1.080
 8W8  C11  H8   single    0.930  0.020  1.080
 8W8  C12  H9   single    0.930  0.020  1.080
 8W8  C21  H10  single    0.970  0.020  1.090
 8W8  C21  H11  single    0.970  0.020  1.090
 8W8  C21  H12  single    0.970  0.020  1.090
 8W8  C22  H13  single    0.970  0.020  1.090
 8W8  C22  H14  single    0.970  0.020  1.090
 8W8  C22  H15  single    0.970  0.020  1.090
 8W8  C24  H16  single    0.970  0.020  1.090
 8W8  C4   H17  single    0.930  0.020  1.080
 8W8  C5   H18  single    0.930  0.020  1.080
 8W8  C6   H19  single    0.930  0.020  1.080
 8W8  C23  H20  single    0.970  0.020  1.090
 8W8  N28  H21  single    0.860  0.020  1.020

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
 8W8  H1   C1   C6   118.84  3.000
 8W8  H1   C1   C2   119.86  3.000
 8W8  C6   C1   C2   121.30  3.000
 8W8  H2   C2   C14  120.57  3.000
 8W8  H2   C2   C1   120.05  3.000
 8W8  C14  C2   C1   119.38  3.000
 8W8  H3   C3   C15  122.47  3.000
 8W8  H3   C3   C7   120.41  3.000
 8W8  C15  C3   C7   117.12  3.000
 8W8  H4   C7   C17  118.67  3.000
 8W8  H4   C7   C3   119.54  3.000
 8W8  C17  C7   C3   121.79  3.000
 8W8  H5   C8   C4   120.56  3.000
 8W8  H5   C8   C19  120.61  3.000
 8W8  C4   C8   C19  118.82  3.000
 8W8  H6   C9   C5   120.60  3.000
 8W8  H6   C9   C19  120.52  3.000
 8W8  C5   C9   C19  118.88  3.000
 8W8  H7   C10  C17  121.35  3.000
 8W8  H7   C10  C13  120.84  3.000
 8W8  C17  C10  C13  117.81  3.000
 8W8  H8   C11  C18  119.07  3.000
 8W8  H8   C11  C14  120.17  3.000
 8W8  C18  C11  C14  120.77  3.000
 8W8  H9   C12  N26  120.56  3.000
 8W8  H9   C12  C13  128.51  3.000
 8W8  N26  C12  C13  110.93  3.000
 8W8  C15  C13  C12  104.28  3.000
 8W8  C15  C13  C10  120.66  3.000
 8W8  C12  C13  C10  135.04  3.000
 8W8  C23  C14  C11  119.48  3.000
 8W8  C23  C14  C2   120.69  3.000
 8W8  C11  C14  C2   119.79  3.000
 8W8  N27  C15  C13  106.05  3.000
 8W8  N27  C15  C3   132.44  3.000
 8W8  C13  C15  C3   121.46  3.000
 8W8  N27  C16  C5   119.67  3.000
 8W8  C5   C16  C4   120.10  3.000
 8W8  N27  C16  C4   120.23  3.000
 8W8  F32  C19  C9   118.99  3.000
 8W8  F32  C19  C8   119.00  3.000
 8W8  C9   C19  C8   122.01  3.000
 8W8  O29  C20  N28  126.95  3.000
 8W8  N28  C20  C25  114.63  3.000
 8W8  O29  C20  C25  118.40  3.000
 8W8  H12  C21  H11  108.19  3.000
 8W8  H12  C21  H10  108.10  3.000
 8W8  H11  C21  H10  107.92  3.000
 8W8  H12  C21  C24  111.30  3.000
 8W8  H11  C21  C24  110.23  3.000
 8W8  H10  C21  C24  110.99  3.000
 8W8  H15  C22  H14  108.72  3.000
 8W8  H15  C22  H13  108.72  3.000
 8W8  H14  C22  H13  108.71  3.000
 8W8  H15  C22  O30  112.02  3.000
 8W8  H14  C22  O30  111.99  3.000
 8W8  H13  C22  O30  106.56  3.000
 8W8  H16  C24  N28  107.63  3.000
 8W8  H16  C24  C23  108.90  3.000
 8W8  N28  C24  C23  108.30  3.000
 8W8  H16  C24  C21  109.52  3.000
 8W8  C23  C24  C21  112.54  3.000
 8W8  N28  C24  C21  109.81  3.000
 8W8  N27  N26  C12  107.33  3.000
 8W8  H17  C4   C16  120.66  3.000
 8W8  H17  C4   C8   119.22  3.000
 8W8  C16  C4   C8   120.11  3.000
 8W8  H18  C5   C16  120.14  3.000
 8W8  H18  C5   C9   119.80  3.000
 8W8  C16  C5   C9   120.06  3.000
 8W8  H19  C6   C18  121.62  3.000
 8W8  H19  C6   C1   119.09  3.000
 8W8  C18  C6   C1   119.28  3.000
 8W8  O31  C17  C10  120.78  3.000
 8W8  C10  C17  C7   121.13  3.000
 8W8  O31  C17  C7   118.06  3.000
 8W8  O30  C18  C6   124.50  3.000
 8W8  C6   C18  C11  119.48  3.000
 8W8  O30  C18  C11  116.01  3.000
 8W8  H20  C23  O31  109.91  3.000
 8W8  H20  C23  C24  107.80  3.000
 8W8  O31  C23  C24  106.64  3.000
 8W8  H20  C23  C14  108.78  3.000
 8W8  O31  C23  C14  111.61  3.000
 8W8  C24  C23  C14  112.01  3.000
 8W8  F35  C25  F34  107.91  3.000
 8W8  F35  C25  F33  108.01  3.000
 8W8  F34  C25  F33  107.56  3.000
 8W8  F35  C25  C20  110.40  3.000
 8W8  F33  C25  C20  109.67  3.000
 8W8  F34  C25  C20  113.12  3.000
 8W8  N26  N27  C16  120.04  3.000
 8W8  C16  N27  C15  128.55  3.000
 8W8  N26  N27  C15  111.40  3.000
 8W8  H21  N28  C24  116.56  3.000
 8W8  H21  N28  C20  119.68  3.000
 8W8  C24  N28  C20  123.73  3.000
 8W8  C18  O30  C22  118.48  3.000
 8W8  C23  O31  C17  115.72  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
 8W8  CONST_01  C11  C18  C6   C1      0.00   0.0  0
 8W8  CONST_02  C11  C14  C2   C1      0.00   0.0  0
 8W8  CONST_03  C18  C6   C1   C2      0.00   0.0  0
 8W8  CONST_04  C18  C11  C14  C2      0.00   0.0  0
 8W8  CONST_05  C10  C17  C7   C3      0.00   0.0  0
 8W8  CONST_06  C10  C13  C15  C3      0.00   0.0  0
 8W8  CONST_07  C12  C13  C15  C3    180.00   0.0  0
 8W8  CONST_08  N26  N27  C15  C3    180.00   0.0  0
 8W8  CONST_09  C16  N27  C15  C3      0.00   0.0  0
 8W8  CONST_10  C13  C10  C17  C7      0.00   0.0  0
 8W8  CONST_11  C13  C15  C3   C7      0.00   0.0  0
 8W8  CONST_12  N27  C15  C3   C7    180.00   0.0  0
 8W8  CONST_13  N27  C16  C4   C8    180.00   0.0  0
 8W8  CONST_14  C5   C16  C4   C8      0.00   0.0  0
 8W8  CONST_15  C5   C9   C19  C8      0.00   0.0  0
 8W8  CONST_16  N27  C16  C5   C9    180.00   0.0  0
 8W8  CONST_17  C4   C16  C5   C9      0.00   0.0  0
 8W8  CONST_18  C4   C8   C19  C9      0.00   0.0  0
 8W8  CONST_19  N26  C12  C13  C10   180.00   0.0  0
 8W8  CONST_20  N27  C15  C13  C10   180.00   0.0  0
 8W8  CONST_21  C17  C10  C13  C12   180.00   0.0  0
 8W8  CONST_22  N27  C15  C13  C12     0.00   0.0  0
 8W8  CONST_23  C15  N27  N26  C12     0.00   0.0  0
 8W8  CONST_24  C16  N27  N26  C12   180.00   0.0  0
 8W8  CONST_25  N27  N26  C12  C13     0.00   0.0  0
 8W8  CONST_26  N26  N27  C15  C13     0.00   0.0  0
 8W8  CONST_27  C16  N27  C15  C13   180.00   0.0  0
 8W8  CONST_28  C6   C18  C11  C14     0.00   0.0  0
 8W8  CONST_29  C6   C1   C2   C14     0.00   0.0  0
 8W8  CONST_30  C17  C10  C13  C15     0.00   0.0  0
 8W8  CONST_31  N26  C12  C13  C15     0.00   0.0  0
 8W8  CONST_32  C17  C7   C3   C15     0.00   0.0  0
 8W8  CONST_35  C19  C9   C5   C16     0.00   0.0  0
 8W8  CONST_36  C19  C8   C4   C16     0.00   0.0  0
 8W8  CONST_39  O30  C18  C6   C1    180.00   0.0  0
 8W8  CONST_40  C23  C14  C2   C1    180.00   0.0  0
 8W8  CONST_41  O31  C17  C7   C3    180.00   0.0  0
 8W8  CONST_42  O31  C17  C10  C13   180.00   0.0  0
 8W8  CONST_43  O30  C18  C11  C14   180.00   0.0  0
 8W8  CONST_44  F32  C19  C8   C4    180.00   0.0  0
 8W8  CONST_45  F32  C19  C9   C5    180.00   0.0  0
 8W8  CONST_46  C23  C14  C11  C18   180.00   0.0  0
 8W8  CONST_47  H19  C6   C1   C2    180.00   0.0  0
 8W8  CONST_48  H8   C11  C14  C2    180.00   0.0  0
 8W8  CONST_49  H7   C10  C17  C7    180.00   0.0  0
 8W8  CONST_50  H6   C9   C19  C8    180.00   0.0  0
 8W8  CONST_51  H5   C8   C19  C9    180.00   0.0  0
 8W8  CONST_52  H4   C7   C17  C10   180.00   0.0  0
 8W8  CONST_53  H9   C12  C13  C10     0.00   0.0  0
 8W8  CONST_54  H2   C2   C14  C11   180.00   0.0  0
 8W8  CONST_55  H3   C3   C15  C13   180.00   0.0  0
 8W8  CONST_56  H1   C1   C2   C14   180.00   0.0  0
 8W8  CONST_57  H18  C5   C9   C19   180.00   0.0  0
 8W8  CONST_58  H17  C4   C8   C19   180.00   0.0  0
 8W8  CONST_59  C25  C20  N28  C24   180.00   0.0  0
 8W8  CONST_60  O29  C20  N28  C24     0.00   0.0  0
 8W8  CONST_61  H21  N28  C20  C25     0.00   0.0  0
 8W8  Var_01    C6   C18  O30  C22    -0.98  30.0  2
 8W8  Var_02    H13  C22  O30  C18  -179.37  30.0  3
 8W8  Var_03    F34  C25  C20  N28    28.28  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
 8W8  chir_01  C24  N28  C21  C23  negativ
 8W8  chir_02  C23  O31  C24  C14  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
 8W8  plan-1  C8   0.020
 8W8  plan-1  C9   0.020
 8W8  plan-1  C16  0.020
 8W8  plan-1  C19  0.020
 8W8  plan-1  C4   0.020
 8W8  plan-1  C5   0.020
 8W8  plan-1  N27  0.020
 8W8  plan-1  F32  0.020
 8W8  plan-1  H6   0.020
 8W8  plan-1  H17  0.020
 8W8  plan-1  H18  0.020
 8W8  plan-1  H5   0.020
 8W8  plan-2  C1   0.020
 8W8  plan-2  C2   0.020
 8W8  plan-2  C11  0.020
 8W8  plan-2  C14  0.020
 8W8  plan-2  C6   0.020
 8W8  plan-2  C18  0.020
 8W8  plan-2  C23  0.020
 8W8  plan-2  O30  0.020
 8W8  plan-2  H1   0.020
 8W8  plan-2  H2   0.020
 8W8  plan-2  H8   0.020
 8W8  plan-2  H19  0.020
 8W8  plan-3  C3   0.020
 8W8  plan-3  C7   0.020
 8W8  plan-3  C10  0.020
 8W8  plan-3  C12  0.020
 8W8  plan-3  C13  0.020
 8W8  plan-3  C15  0.020
 8W8  plan-3  C16  0.020
 8W8  plan-3  N26  0.020
 8W8  plan-3  C17  0.020
 8W8  plan-3  N27  0.020
 8W8  plan-3  O31  0.020
 8W8  plan-3  H3   0.020
 8W8  plan-3  H4   0.020
 8W8  plan-3  H7   0.020
 8W8  plan-3  H9   0.020
 8W8  plan-4  C20  0.020
 8W8  plan-4  C24  0.020
 8W8  plan-4  C25  0.020
 8W8  plan-4  N28  0.020
 8W8  plan-4  O29  0.020
 8W8  plan-4  H21  0.020

