# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 06:59:09 2022
#   Inital geometry file: a 131 line input string
#   Ligand name: 4-{4-[4-(3,4-difluorophenyl)piperidine-1-sulfonyl]phenyl}-4-oxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCC(=O)c1ccc(cc1)[S](=O)(=O)N2CCC(CC2)c3ccc(F)c(F)c3
#
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
 ZOG  ZOG  '4-{4-[4-(3,4-difluorophenyl)piperidine-1-sulfonyl]phenyl}-4-oxobutanoic acid'  ligand  50  30  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZOG
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
 ZOG  C7   C  CR16   0  -0.387  22.2279  45.0811  -26.9474
 ZOG  C8   C  CR6    0   0.375  22.1398  44.0823  -27.8917
 ZOG  C9   C  CR6    0   0.419  22.1910  42.7547  -27.5018
 ZOG  O1   O  O      0  -0.602  21.2901  46.5855  -15.5661
 ZOG  C1   C  CH2    0  -0.310  24.0960  42.1314  -21.9661
 ZOG  C5   C  CR6    0   0.198  22.4150  43.4097  -25.2011
 ZOG  C6   C  CR16   0  -0.330  22.3623  44.7387  -25.6071
 ZOG  C4   C  CH1    0  -0.355  22.5703  43.0583  -23.7433
 ZOG  O4   O  OS     0  -0.644  22.2278  39.2339  -20.2615
 ZOG  C3   C  CH2    0  -0.411  21.4968  42.0853  -23.2544
 ZOG  O3   O  OS     0  -0.644  24.6668  39.8064  -20.2922
 ZOG  C2   C  CH2    0  -0.312  21.6943  41.7336  -21.7888
 ZOG  C11  C  CR6    0  -0.197  23.0473  41.2781  -18.8513
 ZOG  C16  C  CR16   0  -0.212  21.7914  41.3647  -18.2688
 ZOG  C15  C  CR16   0  -0.282  21.6086  42.1967  -17.1756
 ZOG  C14  C  CR6    0  -0.002  22.6698  42.9341  -16.6560
 ZOG  C17  C  C      0   0.392  22.5147  43.8044  -15.4422
 ZOG  O2   O  O      0  -0.387  23.4933  44.3290  -14.9589
 ZOG  C18  C  CH2    0  -0.576  21.1471  43.9378  -14.8304
 ZOG  C19  C  CH2    0  -0.583  21.0568  45.0227  -13.7782
 ZOG  C20  C  C      0   0.418  21.2546  46.4514  -14.3266
 ZOG  O    O  OC    -1  -0.619  21.3372  47.3546  -13.4709
 ZOG  C13  C  CR16   0  -0.255  23.9232  42.8340  -17.2600
 ZOG  C12  C  CR16   0  -0.221  24.1191  42.0123  -18.3556
 ZOG  N    N  N      0  -0.567  23.0395  41.1859  -21.5985
 ZOG  C    C  CH2    0  -0.407  23.9562  42.4867  -23.4385
 ZOG  C10  C  CR16   0  -0.475  22.3334  42.4134  -26.1747
 ZOG  F    F  F      0  -0.308  22.0981  41.8021  -28.4373
 ZOG  F1   F  F      0  -0.307  22.0019  44.3755  -29.1903
 ZOG  H1   H  HCR6   0   0.288  22.1871  46.1180  -27.2552
 ZOG  H2   H  HCH2   0   0.278  25.0697  41.6802  -21.7908
 ZOG  H3   H  HCH2   0   0.238  24.0303  43.0402  -21.3528
 ZOG  H4   H  HCR6   0   0.264  22.4248  45.5274  -24.8680
 ZOG  H5   H  HCH1   0   0.253  22.4634  43.9850  -23.1676
 ZOG  H6   H  HCH2   0   0.255  20.5048  42.5247  -23.3758
 ZOG  H7   H  HCH2   0   0.239  21.5179  41.1639  -23.8415
 ZOG  H8   H  HCH2   0   0.240  21.5548  42.6267  -21.1662
 ZOG  H9   H  HCH2   0   0.277  20.9503  40.9976  -21.4907
 ZOG  H10  H  HCR6   0   0.289  20.9596  40.7854  -18.6451
 ZOG  H11  H  HCR6   0   0.276  20.6267  42.2465  -16.7263
 ZOG  H12  H  HCH2   0   0.257  20.4103  44.1119  -15.6163
 ZOG  H13  H  HCH2   0   0.269  20.8944  42.9590  -14.4031
 ZOG  H14  H  HCH2   0   0.237  20.0675  44.9705  -13.3118
 ZOG  H15  H  HCH2   0   0.223  21.7679  44.8404  -12.9692
 ZOG  H17  H  HCR6   0   0.272  24.7590  43.3949  -16.8647
 ZOG  H18  H  HCR6   0   0.287  25.1013  41.9384  -18.8025
 ZOG  H19  H  HCH2   0   0.238  24.1368  41.5925  -24.0414
 ZOG  H20  H  HCH2   0   0.254  24.7298  43.2134  -23.6947
 ZOG  H21  H  HCR6   0   0.282  22.3785  41.3635  -25.9114
 ZOG  S    S  S      0   1.375  23.2796  40.2354  -20.2720

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
 ZOG  F1   C8   single    1.338  0.020  1.338
 ZOG  F    C9   single    1.338  0.020  1.338
 ZOG  C8   C9   aromatic  1.385  0.020  1.385
 ZOG  C8   C7   aromatic  1.377  0.020  1.377
 ZOG  C9   C10  aromatic  1.378  0.020  1.378
 ZOG  C7   C6   aromatic  1.390  0.020  1.390
 ZOG  C10  C5   aromatic  1.395  0.020  1.395
 ZOG  C6   C5   aromatic  1.391  0.020  1.391
 ZOG  C5   C4   single    1.508  0.020  1.508
 ZOG  C4   C    single    1.530  0.020  1.530
 ZOG  C4   C3   single    1.529  0.020  1.529
 ZOG  C    C1   single    1.521  0.020  1.521
 ZOG  C3   C2   single    1.520  0.020  1.520
 ZOG  C1   N    single    1.465  0.020  1.465
 ZOG  C2   N    single    1.465  0.020  1.465
 ZOG  N    S    single    1.649  0.020  1.649
 ZOG  S    O3   double    1.452  0.020  1.452
 ZOG  S    O4   double    1.452  0.020  1.452
 ZOG  S    C11  single    1.778  0.020  1.778
 ZOG  C11  C12  aromatic  1.390  0.020  1.390
 ZOG  C11  C16  aromatic  1.387  0.020  1.387
 ZOG  C12  C13  aromatic  1.383  0.020  1.383
 ZOG  C16  C15  aromatic  1.386  0.020  1.386
 ZOG  C13  C14  aromatic  1.395  0.020  1.395
 ZOG  C15  C14  aromatic  1.393  0.020  1.393
 ZOG  C14  C17  single    1.502  0.020  1.502
 ZOG  O1   C20  deloc     1.247  0.020  1.247
 ZOG  C17  O2   double    1.211  0.020  1.211
 ZOG  C17  C18  single    1.504  0.020  1.504
 ZOG  C18  C19  single    1.514  0.020  1.514
 ZOG  C20  C19  single    1.543  0.020  1.543
 ZOG  C20  O    deloc     1.247  0.020  1.247
 ZOG  C7   H1   single    0.930  0.020  1.080
 ZOG  C1   H2   single    0.970  0.020  1.090
 ZOG  C1   H3   single    0.970  0.020  1.090
 ZOG  C6   H4   single    0.930  0.020  1.080
 ZOG  C4   H5   single    0.970  0.020  1.090
 ZOG  C3   H6   single    0.970  0.020  1.090
 ZOG  C3   H7   single    0.970  0.020  1.090
 ZOG  C2   H8   single    0.970  0.020  1.090
 ZOG  C2   H9   single    0.970  0.020  1.090
 ZOG  C16  H10  single    0.930  0.020  1.080
 ZOG  C15  H11  single    0.930  0.020  1.080
 ZOG  C18  H12  single    0.970  0.020  1.090
 ZOG  C18  H13  single    0.970  0.020  1.090
 ZOG  C19  H14  single    0.970  0.020  1.090
 ZOG  C19  H15  single    0.970  0.020  1.090
 ZOG  C13  H17  single    0.930  0.020  1.080
 ZOG  C12  H18  single    0.930  0.020  1.080
 ZOG  C    H19  single    0.970  0.020  1.090
 ZOG  C    H20  single    0.970  0.020  1.090
 ZOG  C10  H21  single    0.930  0.020  1.080

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
 ZOG  H1   C7   C6   120.92  3.000
 ZOG  H1   C7   C8   119.82  3.000
 ZOG  C6   C7   C8   119.25  3.000
 ZOG  F1   C8   C9   119.14  3.000
 ZOG  C9   C8   C7   119.99  3.000
 ZOG  F1   C8   C7   120.86  3.000
 ZOG  F    C9   C10  120.28  3.000
 ZOG  C10  C9   C8   120.84  3.000
 ZOG  F    C9   C8   118.89  3.000
 ZOG  H3   C1   H2   107.87  3.000
 ZOG  H3   C1   C    109.98  3.000
 ZOG  H2   C1   C    109.59  3.000
 ZOG  H3   C1   N    110.54  3.000
 ZOG  H2   C1   N    109.73  3.000
 ZOG  C    C1   N    109.12  3.000
 ZOG  C10  C5   C4   120.95  3.000
 ZOG  C4   C5   C6   120.59  3.000
 ZOG  C10  C5   C6   118.45  3.000
 ZOG  H4   C6   C5   119.65  3.000
 ZOG  H4   C6   C7   118.98  3.000
 ZOG  C5   C6   C7   121.37  3.000
 ZOG  H5   C4   C    107.43  3.000
 ZOG  H5   C4   C3   107.55  3.000
 ZOG  C    C4   C3   109.55  3.000
 ZOG  H5   C4   C5   107.51  3.000
 ZOG  C3   C4   C5   112.65  3.000
 ZOG  C    C4   C5   111.91  3.000
 ZOG  H7   C3   H6   107.29  3.000
 ZOG  H7   C3   C2   108.68  3.000
 ZOG  H6   C3   C2   108.56  3.000
 ZOG  H7   C3   C4   110.57  3.000
 ZOG  H6   C3   C4   110.26  3.000
 ZOG  C2   C3   C4   111.37  3.000
 ZOG  H9   C2   H8   107.94  3.000
 ZOG  H9   C2   N    109.84  3.000
 ZOG  H8   C2   N    110.31  3.000
 ZOG  H9   C2   C3   109.38  3.000
 ZOG  H8   C2   C3   110.01  3.000
 ZOG  N    C2   C3   109.33  3.000
 ZOG  C12  C11  C16  121.01  3.000
 ZOG  C16  C11  S    119.38  3.000
 ZOG  C12  C11  S    119.60  3.000
 ZOG  H10  C16  C15  119.65  3.000
 ZOG  H10  C16  C11  121.13  3.000
 ZOG  C15  C16  C11  119.22  3.000
 ZOG  H11  C15  C14  120.84  3.000
 ZOG  H11  C15  C16  118.38  3.000
 ZOG  C14  C15  C16  120.77  3.000
 ZOG  C13  C14  C17  118.97  3.000
 ZOG  C17  C14  C15  121.98  3.000
 ZOG  C13  C14  C15  119.02  3.000
 ZOG  C18  C17  O2   122.27  3.000
 ZOG  C18  C17  C14  118.30  3.000
 ZOG  O2   C17  C14  119.36  3.000
 ZOG  H13  C18  H12  105.50  3.000
 ZOG  H13  C18  C19  110.78  3.000
 ZOG  H12  C18  C19  110.24  3.000
 ZOG  H13  C18  C17  106.78  3.000
 ZOG  H12  C18  C17  109.58  3.000
 ZOG  C19  C18  C17  113.61  3.000
 ZOG  H15  C19  H14  105.35  3.000
 ZOG  H15  C19  C20  109.53  3.000
 ZOG  H14  C19  C20  108.14  3.000
 ZOG  H15  C19  C18  110.87  3.000
 ZOG  H14  C19  C18  108.40  3.000
 ZOG  C20  C19  C18  114.13  3.000
 ZOG  O    C20  C19  115.80  3.000
 ZOG  O    C20  O1   127.03  3.000
 ZOG  C19  C20  O1   117.15  3.000
 ZOG  H17  C13  C12  119.22  3.000
 ZOG  H17  C13  C14  119.94  3.000
 ZOG  C12  C13  C14  120.84  3.000
 ZOG  H18  C12  C13  119.76  3.000
 ZOG  H18  C12  C11  121.10  3.000
 ZOG  C13  C12  C11  119.13  3.000
 ZOG  S    N    C2   116.98  3.000
 ZOG  S    N    C1   117.96  3.000
 ZOG  C2   N    C1   112.86  3.000
 ZOG  H20  C    H19  107.33  3.000
 ZOG  H20  C    C4   110.27  3.000
 ZOG  H19  C    C4   110.20  3.000
 ZOG  H20  C    C1   108.51  3.000
 ZOG  H19  C    C1   109.12  3.000
 ZOG  C4   C    C1   111.31  3.000
 ZOG  H21  C10  C5   121.33  3.000
 ZOG  H21  C10  C9   118.58  3.000
 ZOG  C5   C10  C9   120.09  3.000
 ZOG  N    S    C11  106.60  3.000
 ZOG  C11  S    O3   108.01  3.000
 ZOG  N    S    O3   107.34  3.000
 ZOG  C11  S    O4   107.70  3.000
 ZOG  O3   S    O4   119.22  3.000
 ZOG  N    S    O4   107.33  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
 ZOG  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 ZOG  CONST_02  C10  C5   C6   C7      0.00   0.0  0
 ZOG  CONST_03  C5   C10  C9   C8      0.00   0.0  0
 ZOG  CONST_04  C5   C6   C7   C8      0.00   0.0  0
 ZOG  CONST_05  C6   C7   C8   C9      0.00   0.0  0
 ZOG  CONST_06  C6   C5   C10  C9      0.00   0.0  0
 ZOG  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 ZOG  CONST_08  C14  C15  C16  C11     0.00   0.0  0
 ZOG  CONST_09  C13  C12  C11  C16     0.00   0.0  0
 ZOG  CONST_10  C13  C14  C15  C16     0.00   0.0  0
 ZOG  CONST_11  C12  C11  C16  C15     0.00   0.0  0
 ZOG  CONST_12  C12  C13  C14  C15     0.00   0.0  0
 ZOG  CONST_13  C4   C5   C6   C7    180.00   0.0  0
 ZOG  CONST_14  C4   C5   C10  C9    180.00   0.0  0
 ZOG  CONST_15  F    C9   C8   C7    180.00   0.0  0
 ZOG  CONST_16  F    C9   C10  C5    180.00   0.0  0
 ZOG  CONST_17  F1   C8   C7   C6    180.00   0.0  0
 ZOG  CONST_18  C13  C12  C11  S     180.00   0.0  0
 ZOG  CONST_19  C15  C16  C11  S     180.00   0.0  0
 ZOG  CONST_20  C17  C14  C15  C16   180.00   0.0  0
 ZOG  CONST_21  C12  C13  C14  C17   180.00   0.0  0
 ZOG  CONST_22  F1   C8   C9   C10   180.00   0.0  0
 ZOG  CONST_23  H21  C10  C9   C8    180.00   0.0  0
 ZOG  CONST_24  H4   C6   C7   C8    180.00   0.0  0
 ZOG  CONST_25  H1   C7   C8   C9    180.00   0.0  0
 ZOG  CONST_26  H17  C13  C12  C11   180.00   0.0  0
 ZOG  CONST_27  H11  C15  C16  C11   180.00   0.0  0
 ZOG  CONST_28  H18  C12  C11  C16   180.00   0.0  0
 ZOG  CONST_29  H10  C16  C15  C14   180.00   0.0  0
 ZOG  Var_01    C3   C2   N    C1     60.64  30.0  1
 ZOG  Var_02    N    C1   C    C4     56.86  30.0  1
 ZOG  Var_03    N    C2   C3   C4    -56.43  30.0  1
 ZOG  Var_04    C    C1   N    C2    -60.80  30.0  1
 ZOG  Var_05    C11  S    N    C1     75.10  30.0  3
 ZOG  Var_06    N    S    C11  C16    92.04  30.0  2
 ZOG  Var_07    O2   C17  C14  C15   173.34  30.0  2
 ZOG  Var_08    C19  C18  C17  C14  -169.54  30.0  3
 ZOG  Var_09    C18  C19  C20  O1      9.06  30.0  3
 ZOG  Var_10    C20  C19  C18  C17    65.81  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
 ZOG  chir_01  C4  C5  C  C3  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
 ZOG  plan-1  C7   0.020
 ZOG  plan-1  C8   0.020
 ZOG  plan-1  C9   0.020
 ZOG  plan-1  C5   0.020
 ZOG  plan-1  C6   0.020
 ZOG  plan-1  C4   0.020
 ZOG  plan-1  C10  0.020
 ZOG  plan-1  F    0.020
 ZOG  plan-1  F1   0.020
 ZOG  plan-1  H1   0.020
 ZOG  plan-1  H4   0.020
 ZOG  plan-1  H21  0.020
 ZOG  plan-2  C11  0.020
 ZOG  plan-2  C16  0.020
 ZOG  plan-2  C15  0.020
 ZOG  plan-2  C14  0.020
 ZOG  plan-2  C17  0.020
 ZOG  plan-2  C13  0.020
 ZOG  plan-2  C12  0.020
 ZOG  plan-2  H10  0.020
 ZOG  plan-2  H11  0.020
 ZOG  plan-2  H17  0.020
 ZOG  plan-2  H18  0.020
 ZOG  plan-2  S    0.020
 ZOG  plan-3  O1   0.020
 ZOG  plan-3  C19  0.020
 ZOG  plan-3  C20  0.020
 ZOG  plan-3  O    0.020
 ZOG  plan-4  C14  0.020
 ZOG  plan-4  C17  0.020
 ZOG  plan-4  O2   0.020
 ZOG  plan-4  C18  0.020

