# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 08:40:37 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: {3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}{3-hydroxy-3-[(2S)-piperidin-2-yl]azetidin-1-yl}methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1(CN(C1)C(=O)c2ccc(F)c(F)c2Nc3ccc(I)cc3F)[C@@H]4CCCCN4
#
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
 EUI  EUI  {3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}{3-hydroxy-3-[(2S)-piperidin-2-yl]azetidin-1-yl}methanone  ligand  51  30  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EUI
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
 EUI  O20   O  O     0  -0.464   0.9914   1.5715  -2.4400
 EUI  C18   C  C     0   0.477   1.4803   1.5999  -1.3199
 EUI  C15   C  CR6   0  -0.059   1.3013   2.7838  -0.4217
 EUI  C14   C  CR16  0  -0.266   2.4111   3.4846   0.0314
 EUI  C13   C  CR16  0  -0.411   2.2751   4.6844   0.7140
 EUI  C12   C  CR6   0   0.400   1.0059   5.1650   0.9529
 EUI  F17   F  F     0  -0.301   0.8272   6.3109   1.6118
 EUI  C11   C  CR6   0   0.366  -0.1101   4.4593   0.5415
 EUI  F16   F  F     0  -0.293  -1.3235   4.9345   0.8269
 EUI  C10   C  CR6   0   0.134   0.0111   3.2641  -0.1560
 EUI  N9    N  NH1   0  -0.765  -1.1460   2.5871  -0.5346
 EUI  C5    C  CR6   0   0.142  -1.2633   1.2132  -0.4317
 EUI  C4    C  CR16  0  -0.287  -0.8292   0.5246   0.6986
 EUI  C3    C  CR16  0  -0.283  -0.9434  -0.8546   0.7967
 EUI  C2    C  CR6   0  -0.236  -1.5175  -1.5684  -0.2450
 EUI  I8    I  I     0   0.072  -1.6962  -3.6557  -0.1110
 EUI  C6    C  CR6   0   0.523  -1.8401   0.4559  -1.4497
 EUI  F7    F  F     0  -0.303  -2.2770   1.0935  -2.5427
 EUI  C1    C  CR16  0  -0.376  -1.9820  -0.9127  -1.3776
 EUI  N19   N  N     0  -0.426   2.2235   0.6017  -0.8381
 EUI  C23   C  C     0  -0.298   2.3771  -0.7264  -1.4036
 EUI  C22   C  C     0   0.169   2.9690  -1.1928  -0.0462
 EUI  C21   C  C     0  -0.303   2.6736   0.2390   0.4985
 EUI  O24   O  OH1   0  -0.656   2.3032  -2.2371   0.5890
 EUI  C25   C  CH1   0  -0.050   4.4542  -1.5218  -0.1243
 EUI  C30   C  CH2   0  -0.427   4.7259  -2.7781  -0.9487
 EUI  C29   C  CH2   0  -0.444   6.2213  -3.0760  -0.9928
 EUI  C28   C  CH2   0  -0.428   6.7912  -3.1514   0.4187
 EUI  C27   C  CH2   0  -0.293   6.4455  -1.8901   1.1937
 EUI  N26   N  NH1   0  -0.608   5.0045  -1.6909   1.2082
 EUI  H14   H  HCR6  0   0.285   3.4061   3.1199  -0.1862
 EUI  H13   H  HCR6  0   0.298   3.1403   5.2449   1.0408
 EUI  H9    H  HNH1  0   0.408  -1.7841   3.0722  -1.1457
 EUI  H4    H  HCR6  0   0.298  -0.4065   1.0754   1.5294
 EUI  H3    H  HCR6  0   0.308  -0.6210  -1.3449   1.7061
 EUI  H1    H  HCR6  0   0.303  -2.4330  -1.4426  -2.2060
 EUI  H231  H  H     0   0.254   1.4221  -1.1945  -1.6634
 EUI  H232  H  H     0   0.261   3.0407  -0.7748  -2.2689
 EUI  H211  H  H     0   0.261   3.5395   0.8043   0.8485
 EUI  H212  H  H     0   0.259   1.8936   0.2849   1.2620
 EUI  H24   H  HOH1  0   0.443   1.3571  -2.0581   0.5797
 EUI  H25   H  HCH1  0   0.206   4.9292  -0.6738  -0.6551
 EUI  H301  H  HCH2  0   0.224   4.1958  -3.6254  -0.5072
 EUI  H302  H  HCH2  0   0.231   4.3414  -2.6478  -1.9635
 EUI  H26   H  HNH1  0   0.348   4.7961  -0.8774   1.7744
 EUI  H291  H  HCH2  0   0.232   6.4056  -4.0066  -1.5338
 EUI  H292  H  HCH2  0   0.212   6.7338  -2.2843  -1.5500
 EUI  H281  H  HCH2  0   0.214   6.3727  -4.0187   0.9386
 EUI  H282  H  HCH2  0   0.228   7.8751  -3.2837   0.3937
 EUI  H271  H  HCH2  0   0.231   6.7916  -1.9723   2.2260
 EUI  H272  H  HCH2  0   0.187   6.9824  -1.0377   0.7447

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
 EUI  O20  C18   double    1.222  0.020  1.222
 EUI  C18  C15   single    1.497  0.020  1.497
 EUI  C18  N19   single    1.334  0.020  1.334
 EUI  C15  C14   aromatic  1.389  0.020  1.389
 EUI  C15  C10   aromatic  1.402  0.020  1.402
 EUI  C14  C13   aromatic  1.387  0.020  1.387
 EUI  C13  C12   aromatic  1.378  0.020  1.378
 EUI  C12  F17   single    1.334  0.020  1.334
 EUI  C12  C11   aromatic  1.383  0.020  1.383
 EUI  C11  F16   single    1.334  0.020  1.334
 EUI  C11  C10   aromatic  1.389  0.020  1.389
 EUI  C10  N9    single    1.393  0.020  1.393
 EUI  N9   C5    single    1.383  0.020  1.383
 EUI  C5   C4    aromatic  1.393  0.020  1.393
 EUI  C5   C6    aromatic  1.394  0.020  1.394
 EUI  C4   C3    aromatic  1.387  0.020  1.387
 EUI  C3   C2    aromatic  1.387  0.020  1.387
 EUI  C2   I8    single    2.099  0.020  2.099
 EUI  C2   C1    aromatic  1.389  0.020  1.389
 EUI  C6   F7    single    1.339  0.020  1.339
 EUI  C6   C1    aromatic  1.378  0.020  1.378
 EUI  N19  C23   single    1.452  0.020  1.452
 EUI  N19  C21   single    1.456  0.020  1.456
 EUI  C23  C22   single    1.553  0.020  1.553
 EUI  C22  C21   single    1.560  0.020  1.560
 EUI  C22  O24   single    1.392  0.020  1.392
 EUI  C22  C25   single    1.523  0.020  1.523
 EUI  C25  C30   single    1.527  0.020  1.527
 EUI  C25  N26   single    1.452  0.020  1.452
 EUI  C30  C29   single    1.525  0.020  1.525
 EUI  C29  C28   single    1.524  0.020  1.524
 EUI  C28  C27   single    1.520  0.020  1.520
 EUI  C27  N26   single    1.455  0.020  1.455
 EUI  C14  H14   single    0.930  0.020  1.080
 EUI  C13  H13   single    0.930  0.020  1.080
 EUI  N9   H9    single    0.860  0.020  1.020
 EUI  C4   H4    single    0.930  0.020  1.080
 EUI  C3   H3    single    0.930  0.020  1.080
 EUI  C1   H1    single    0.930  0.020  1.080
 EUI  C23  H231  single    0.970  0.020  1.090
 EUI  C23  H232  single    0.970  0.020  1.090
 EUI  C21  H211  single    0.970  0.020  1.090
 EUI  C21  H212  single    0.970  0.020  1.090
 EUI  O24  H24   single    0.850  0.020  0.980
 EUI  C25  H25   single    0.970  0.020  1.090
 EUI  C30  H301  single    0.970  0.020  1.090
 EUI  C30  H302  single    0.970  0.020  1.090
 EUI  N26  H26   single    0.890  0.020  1.040
 EUI  C29  H291  single    0.970  0.020  1.090
 EUI  C29  H292  single    0.970  0.020  1.090
 EUI  C28  H281  single    0.970  0.020  1.090
 EUI  C28  H282  single    0.970  0.020  1.090
 EUI  C27  H271  single    0.970  0.020  1.090
 EUI  C27  H272  single    0.970  0.020  1.090

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
 EUI  N19   C18  C15   116.20  3.000
 EUI  N19   C18  O20   122.42  3.000
 EUI  C15   C18  O20   121.36  3.000
 EUI  C10   C15  C14   120.05  3.000
 EUI  C10   C15  C18   119.65  3.000
 EUI  C14   C15  C18   119.96  3.000
 EUI  H14   C14  C13   118.73  3.000
 EUI  H14   C14  C15   119.96  3.000
 EUI  C13   C14  C15   121.25  3.000
 EUI  H13   C13  C12   120.25  3.000
 EUI  H13   C13  C14   121.24  3.000
 EUI  C12   C13  C14   118.50  3.000
 EUI  C11   C12  F17   118.50  3.000
 EUI  C11   C12  C13   120.91  3.000
 EUI  F17   C12  C13   120.57  3.000
 EUI  C10   C11  F16   119.55  3.000
 EUI  C10   C11  C12   121.20  3.000
 EUI  F16   C11  C12   119.25  3.000
 EUI  N9    C10  C11   118.82  3.000
 EUI  N9    C10  C15   123.12  3.000
 EUI  C11   C10  C15   118.04  3.000
 EUI  H9    N9   C5    118.01  3.000
 EUI  H9    N9   C10   117.17  3.000
 EUI  C5    N9   C10   122.22  3.000
 EUI  C6    C5   C4    116.94  3.000
 EUI  C6    C5   N9    121.38  3.000
 EUI  C4    C5   N9    121.68  3.000
 EUI  H4    C4   C3    118.92  3.000
 EUI  H4    C4   C5    119.53  3.000
 EUI  C3    C4   C5    121.54  3.000
 EUI  H3    C3   C2    121.40  3.000
 EUI  H3    C3   C4    119.03  3.000
 EUI  C2    C3   C4    119.51  3.000
 EUI  C1    C2   I8    119.54  3.000
 EUI  C1    C2   C3    120.52  3.000
 EUI  I8    C2   C3    119.93  3.000
 EUI  C1    C6   F7    118.83  3.000
 EUI  C1    C6   C5    122.96  3.000
 EUI  F7    C6   C5    118.21  3.000
 EUI  H1    C1   C6    119.30  3.000
 EUI  H1    C1   C2    122.19  3.000
 EUI  C6    C1   C2    118.51  3.000
 EUI  C21   N19  C23    95.56  3.000
 EUI  C21   N19  C18   133.62  3.000
 EUI  C23   N19  C18   127.06  3.000
 EUI  H232  C23  H231  108.86  3.000
 EUI  H232  C23  C22   116.62  3.000
 EUI  H231  C23  C22   114.30  3.000
 EUI  H232  C23  N19   114.44  3.000
 EUI  H231  C23  N19   113.03  3.000
 EUI  C22   C23  N19    88.54  3.000
 EUI  C25   C22  O24   109.14  3.000
 EUI  C25   C22  C21   113.62  3.000
 EUI  O24   C22  C21   116.02  3.000
 EUI  C25   C22  C23   113.06  3.000
 EUI  O24   C22  C23   116.23  3.000
 EUI  C21   C22  C23    87.56  3.000
 EUI  H212  C21  H211  108.70  3.000
 EUI  H212  C21  C22   114.69  3.000
 EUI  H211  C21  C22   115.91  3.000
 EUI  H212  C21  N19   114.22  3.000
 EUI  H211  C21  N19   114.23  3.000
 EUI  C22   C21  N19    88.09  3.000
 EUI  H24   O24  C22   109.04  3.000
 EUI  H25   C25  N26   111.50  3.000
 EUI  H25   C25  C30   107.15  3.000
 EUI  N26   C25  C30   109.41  3.000
 EUI  H25   C25  C22   106.11  3.000
 EUI  N26   C25  C22   110.35  3.000
 EUI  C30   C25  C22   112.26  3.000
 EUI  H302  C30  H301  107.27  3.000
 EUI  H302  C30  C29   109.96  3.000
 EUI  H301  C30  C29   109.63  3.000
 EUI  H302  C30  C25   109.91  3.000
 EUI  H301  C30  C25   109.48  3.000
 EUI  C29   C30  C25   110.53  3.000
 EUI  H292  C29  H291  106.56  3.000
 EUI  H292  C29  C28   109.38  3.000
 EUI  H291  C29  C28   110.71  3.000
 EUI  H292  C29  C30   109.40  3.000
 EUI  H291  C29  C30   110.25  3.000
 EUI  C28   C29  C30   110.46  3.000
 EUI  H282  C28  H281  107.12  3.000
 EUI  H282  C28  C27   109.75  3.000
 EUI  H281  C28  C27   109.17  3.000
 EUI  H282  C28  C29   110.85  3.000
 EUI  H281  C28  C29   109.64  3.000
 EUI  C27   C28  C29   110.24  3.000
 EUI  H272  C27  H271  106.78  3.000
 EUI  H272  C27  N26   112.37  3.000
 EUI  H271  C27  N26   108.35  3.000
 EUI  H272  C27  C28   108.84  3.000
 EUI  H271  C27  C28   110.33  3.000
 EUI  N26   C27  C28   110.12  3.000
 EUI  H26   N26  C27   108.63  3.000
 EUI  H26   N26  C25   109.97  3.000
 EUI  C27   N26  C25   112.48  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
 EUI  CONST_01  C12  C13  C14  C15    0.00   0.0  0
 EUI  CONST_02  C12  C11  C10  C15    0.00   0.0  0
 EUI  CONST_03  C11  C10  C15  C14    0.00   0.0  0
 EUI  CONST_04  C11  C12  C13  C14    0.00   0.0  0
 EUI  CONST_05  C10  C15  C14  C13    0.00   0.0  0
 EUI  CONST_06  C10  C11  C12  C13    0.00   0.0  0
 EUI  CONST_07  C2   C3   C4   C5     0.00   0.0  0
 EUI  CONST_08  C2   C1   C6   C5     0.00   0.0  0
 EUI  CONST_09  C1   C6   C5   C4     0.00   0.0  0
 EUI  CONST_10  C1   C2   C3   C4     0.00   0.0  0
 EUI  CONST_11  C6   C5   C4   C3     0.00   0.0  0
 EUI  CONST_12  C6   C1   C2   C3     0.00   0.0  0
 EUI  CONST_13  C13  C14  C15  C18  180.00   0.0  0
 EUI  CONST_14  C11  C10  C15  C18  180.00   0.0  0
 EUI  CONST_15  F16  C11  C10  C15  180.00   0.0  0
 EUI  CONST_16  N9   C10  C15  C14  180.00   0.0  0
 EUI  CONST_17  F17  C12  C13  C14  180.00   0.0  0
 EUI  CONST_18  F16  C11  C12  C13  180.00   0.0  0
 EUI  CONST_19  N9   C10  C11  C12  180.00   0.0  0
 EUI  CONST_20  C10  C11  C12  F17  180.00   0.0  0
 EUI  CONST_21  C3   C4   C5   N9   180.00   0.0  0
 EUI  CONST_22  C1   C6   C5   N9   180.00   0.0  0
 EUI  CONST_23  F7   C6   C5   C4   180.00   0.0  0
 EUI  CONST_24  I8   C2   C3   C4   180.00   0.0  0
 EUI  CONST_25  F7   C6   C1   C2   180.00   0.0  0
 EUI  CONST_26  C6   C1   C2   I8   180.00   0.0  0
 EUI  CONST_27  C23  N19  C18  C15  180.00   0.0  0
 EUI  CONST_29  H13  C13  C14  C15  180.00   0.0  0
 EUI  CONST_30  H14  C14  C13  C12  180.00   0.0  0
 EUI  CONST_31  H3   C3   C4   C5   180.00   0.0  0
 EUI  CONST_32  H1   C1   C6   C5   180.00   0.0  0
 EUI  CONST_33  H4   C4   C3   C2   180.00   0.0  0
 EUI  CONST_34  C23  N19  C18  O20    0.00   0.0  0
 EUI  Var_01    C22  C21  N19  C23    3.87  30.0  1
 EUI  Var_02    C28  C29  C30  C25   54.03  30.0  1
 EUI  Var_03    C28  C27  N26  C25  -61.31  30.0  1
 EUI  Var_04    C27  C28  C29  C30  -53.68  30.0  1
 EUI  Var_05    N26  C27  C28  C29   56.44  30.0  1
 EUI  Var_06    C5   N9   C10  C15   40.41  30.0  2
 EUI  Var_07    N19  C18  C15  C14   58.52  30.0  2
 EUI  Var_08    C4   C5   N9   C10   43.87  30.0  2

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
 EUI  chir_01  C22  C21  C23  C25  negativ
 EUI  chir_02  C25  N26  C30  C22  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
 EUI  plan-1  C18  0.020
 EUI  plan-1  C15  0.020
 EUI  plan-1  C14  0.020
 EUI  plan-1  C13  0.020
 EUI  plan-1  C12  0.020
 EUI  plan-1  F17  0.020
 EUI  plan-1  C11  0.020
 EUI  plan-1  F16  0.020
 EUI  plan-1  C10  0.020
 EUI  plan-1  N9   0.020
 EUI  plan-1  H14  0.020
 EUI  plan-1  H13  0.020
 EUI  plan-2  N9   0.020
 EUI  plan-2  C5   0.020
 EUI  plan-2  C4   0.020
 EUI  plan-2  C3   0.020
 EUI  plan-2  C2   0.020
 EUI  plan-2  I8   0.020
 EUI  plan-2  C6   0.020
 EUI  plan-2  F7   0.020
 EUI  plan-2  C1   0.020
 EUI  plan-2  H4   0.020
 EUI  plan-2  H3   0.020
 EUI  plan-2  H1   0.020
 EUI  plan-3  O20  0.020
 EUI  plan-3  C18  0.020
 EUI  plan-3  C15  0.020
 EUI  plan-3  N19  0.020
 EUI  plan-3  C23  0.020
 EUI  plan-3  C21  0.020

