# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 20:07:36 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 3-chloro-4-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CN(CCN1[S](=O)(=O)c2ccc(cc2Cl)C(N)=O)c3ccc(F)cc3C(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
 33T  33T  3-chloro-4-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)benzamide  ligand  49  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_33T
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
 33T  C1    C   CH3   0  -0.649   0.6894  -2.3074  -1.8290
 33T  C2    C   CH1   0  -0.133  -0.0712  -1.2140  -1.0914
 33T  C3    C   CH2   0  -0.270   0.7540   0.0525  -0.8884
 33T  N1    N   NT    0  -0.520   1.8366  -0.1956   0.0483
 33T  C4    C   CH2   0  -0.289   1.3282  -0.5846   1.3557
 33T  C5    C   CH2   0  -0.299   0.4864  -1.8409   1.2449
 33T  N2    N   N     0  -0.602  -0.5435  -1.6371   0.2328
 33T  S1    S   S     0   1.409  -2.0232  -2.3101   0.3532
 33T  O1    O   OS    0  -0.640  -2.2669  -3.2583  -0.7241
 33T  O2    O   OS    0  -0.641  -2.2157  -2.7586   1.7203
 33T  C6    C   CR6   0  -0.143  -3.1014  -0.9241   0.0296
 33T  C7    C   CR16  0  -0.243  -3.9189  -0.9711  -1.0924
 33T  C8    C   CR16  0  -0.247  -4.7770   0.0754  -1.3792
 33T  C9    C   CR6   0  -0.035  -4.8117   1.1941  -0.5568
 33T  C10   C   CR16  0  -0.223  -4.0033   1.2405   0.5731
 33T  C11   C   CR6   0  -0.006  -3.1558   0.1860   0.8680
 33T  CL1   CL  CL    0  -0.077  -2.1927   0.3045   2.2901
 33T  C12   C   C     0   0.498  -5.7617   2.3042  -0.9015
 33T  O3    O   O     0  -0.468  -6.7742   2.0717  -1.5432
 33T  N3    N   NH2   0  -0.807  -5.4261   3.5231  -0.4615
 33T  C13   C   CR6   0   0.312   2.7977   0.8448   0.1173
 33T  C14   C   CR16  0  -0.251   2.4406   2.1493   0.4465
 33T  C15   C   CR16  0  -0.407   3.3856   3.1589   0.5287
 33T  C16   C   CR6   0   0.554   4.7050   2.8408   0.2822
 33T  C17   C   CR16  0  -0.473   5.1046   1.5616  -0.0468
 33T  C18   C   CR6   0  -0.245   4.1431   0.5621  -0.1311
 33T  C19   C   CT    0   1.083   4.5525  -0.8279  -0.5275
 33T  F1    F   F     0  -0.308   4.0053  -1.1931  -1.6923
 33T  F2    F   F     0  -0.306   5.8796  -0.9289  -0.6851
 33T  F3    F   F     0  -0.308   4.2127  -1.7473   0.3819
 33T  F4    F   F     0  -0.309   5.6344   3.8027   0.3595
 33T  H1    H   HCH3  0   0.240   0.0684  -3.1906  -1.9623
 33T  H1A   H   HCH3  0   0.235   0.9837  -1.9476  -2.8150
 33T  H1B   H   HCH3  0   0.238   1.5940  -2.5962  -1.2983
 33T  H2    H   HCH1  0   0.276  -0.9394  -0.9189  -1.6873
 33T  H3    H   HCH2  0   0.261   1.1722   0.3549  -1.8494
 33T  H3A   H   HCH2  0   0.222   0.0823   0.8565  -0.5511
 33T  H4    H   HCH2  0   0.261   2.1630  -0.7874   2.0272
 33T  H4A   H   HCH2  0   0.212   0.7239   0.2133   1.8109
 33T  H5    H   HCH2  0   0.251   1.1176  -2.6968   0.9916
 33T  H5A   H   HCH2  0   0.278   0.0257  -2.0424   2.2089
 33T  H7    H   HCR6  0   0.298  -3.8845  -1.8279  -1.7495
 33T  H8    H   HCR6  0   0.282  -5.4098   0.0206  -2.2537
 33T  H10   H   HCR6  0   0.295  -4.0382   2.0838   1.2495
 33T  HN3   H   HNH2  0   0.418  -4.5241   3.7292  -0.0682
 33T  HN3A  H   HNH2  0   0.412  -6.0134   4.3104  -0.6857
 33T  H14   H   HCR6  0   0.275   1.4040   2.3876   0.6470
 33T  H15   H   HCR6  0   0.292   3.0991   4.1706   0.7833
 33T  H17   H   HCR6  0   0.294   6.1513   1.3677  -0.2354

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
 33T  C2   C1    single    1.523  0.020  1.523
 33T  C1   H1    single    0.970  0.020  1.090
 33T  C1   H1A   single    0.970  0.020  1.090
 33T  C1   H1B   single    0.970  0.020  1.090
 33T  C3   C2    single    1.525  0.020  1.525
 33T  C2   N2    single    1.468  0.020  1.468
 33T  C2   H2    single    0.970  0.020  1.090
 33T  C3   N1    single    1.453  0.020  1.453
 33T  C3   H3    single    0.970  0.020  1.090
 33T  C3   H3A   single    0.970  0.020  1.090
 33T  C13  N1    single    1.418  0.020  1.418
 33T  N1   C4    single    1.456  0.020  1.456
 33T  C4   C5    single    1.516  0.020  1.516
 33T  C4   H4    single    0.970  0.020  1.090
 33T  C4   H4A   single    0.970  0.020  1.090
 33T  N2   C5    single    1.458  0.020  1.458
 33T  C5   H5    single    0.970  0.020  1.090
 33T  C5   H5A   single    0.970  0.020  1.090
 33T  N2   S1    single    1.630  0.020  1.630
 33T  O2   S1    double    1.452  0.020  1.452
 33T  S1   O1    double    1.456  0.020  1.456
 33T  S1   C6    single    1.786  0.020  1.786
 33T  C7   C6    aromatic  1.389  0.020  1.389
 33T  C6   C11   aromatic  1.392  0.020  1.392
 33T  C7   C8    aromatic  1.383  0.020  1.383
 33T  C7   H7    single    0.930  0.020  1.080
 33T  C8   C9    aromatic  1.389  0.020  1.389
 33T  C8   H8    single    0.930  0.020  1.080
 33T  C9   C10   aromatic  1.390  0.020  1.390
 33T  C9   C12   single    1.501  0.020  1.501
 33T  C11  C10   aromatic  1.385  0.020  1.385
 33T  C10  H10   single    0.930  0.020  1.080
 33T  C11  CL1   single    1.722  0.020  1.722
 33T  O3   C12   double    1.221  0.020  1.221
 33T  C12  N3    single    1.339  0.020  1.339
 33T  N3   HN3   single    0.860  0.020  1.020
 33T  N3   HN3A  single    0.860  0.020  1.020
 33T  C14  C13   aromatic  1.392  0.020  1.392
 33T  C13  C18   aromatic  1.397  0.020  1.397
 33T  C15  C14   aromatic  1.385  0.020  1.385
 33T  C14  H14   single    0.930  0.020  1.080
 33T  C15  C16   aromatic  1.379  0.020  1.379
 33T  C15  H15   single    0.930  0.020  1.080
 33T  F4   C16   single    1.340  0.020  1.340
 33T  C16  C17   aromatic  1.380  0.020  1.380
 33T  C17  C18   aromatic  1.389  0.020  1.389
 33T  C17  H17   single    0.930  0.020  1.080
 33T  C18  C19   single    1.502  0.020  1.502
 33T  C19  F2    single    1.340  0.020  1.340
 33T  C19  F1    single    1.338  0.020  1.338
 33T  C19  F3    single    1.337  0.020  1.337

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
 33T  H1B   C1   H1A  107.72  3.000
 33T  H1B   C1   H1   108.60  3.000
 33T  H1A   C1   H1   108.14  3.000
 33T  H1B   C1   C2   111.70  3.000
 33T  H1A   C1   C2   109.63  3.000
 33T  H1    C1   C2   110.93  3.000
 33T  H2    C2   N2   108.29  3.000
 33T  H2    C2   C3   106.14  3.000
 33T  N2    C2   C3   107.06  3.000
 33T  H2    C2   C1   109.05  3.000
 33T  N2    C2   C1   113.00  3.000
 33T  C3    C2   C1   112.99  3.000
 33T  H3A   C3   H3   107.54  3.000
 33T  H3A   C3   N1   112.45  3.000
 33T  H3    C3   N1   109.25  3.000
 33T  H3A   C3   C2   108.49  3.000
 33T  H3    C3   C2   108.69  3.000
 33T  N1    C3   C2   110.31  3.000
 33T  C13   N1   C4   112.90  3.000
 33T  C4    N1   C3   111.38  3.000
 33T  C13   N1   C3   114.27  3.000
 33T  H4A   C4   H4   107.51  3.000
 33T  H4A   C4   C5   109.05  3.000
 33T  H4    C4   C5   108.41  3.000
 33T  H4A   C4   N1   111.71  3.000
 33T  H4    C4   N1   109.60  3.000
 33T  C5    C4   N1   110.47  3.000
 33T  H5A   C5   H5   107.76  3.000
 33T  H5A   C5   N2   110.00  3.000
 33T  H5    C5   N2   110.87  3.000
 33T  H5A   C5   C4   108.91  3.000
 33T  H5    C5   C4   110.19  3.000
 33T  N2    C5   C4   109.09  3.000
 33T  S1    N2   C5   122.15  3.000
 33T  S1    N2   C2   118.53  3.000
 33T  C5    N2   C2   116.04  3.000
 33T  C6    S1   O2   109.30  3.000
 33T  C6    S1   O1   105.69  3.000
 33T  O2    S1   O1   118.26  3.000
 33T  C6    S1   N2   102.37  3.000
 33T  O1    S1   N2   111.48  3.000
 33T  O2    S1   N2   108.51  3.000
 33T  C11   C6   C7   119.37  3.000
 33T  C11   C6   S1   122.23  3.000
 33T  C7    C6   S1   118.39  3.000
 33T  H7    C7   C8   119.58  3.000
 33T  H7    C7   C6   119.96  3.000
 33T  C8    C7   C6   120.46  3.000
 33T  H8    C8   C9   120.35  3.000
 33T  H8    C8   C7   119.51  3.000
 33T  C9    C8   C7   120.13  3.000
 33T  C12   C9   C10  122.00  3.000
 33T  C12   C9   C8   118.39  3.000
 33T  C10   C9   C8   119.59  3.000
 33T  H10   C10  C11  118.70  3.000
 33T  H10   C10  C9   121.04  3.000
 33T  C11   C10  C9   120.24  3.000
 33T  CL1   C11  C10  117.77  3.000
 33T  CL1   C11  C6   122.04  3.000
 33T  C10   C11  C6   120.19  3.000
 33T  N3    C12  O3   123.65  3.000
 33T  N3    C12  C9   116.05  3.000
 33T  O3    C12  C9   120.30  3.000
 33T  HN3A  N3   HN3  116.73  3.000
 33T  HN3A  N3   C12  119.49  3.000
 33T  HN3   N3   C12  122.70  3.000
 33T  C18   C13  C14  118.60  3.000
 33T  C18   C13  N1   119.71  3.000
 33T  C14   C13  N1   121.68  3.000
 33T  H14   C14  C15  118.81  3.000
 33T  H14   C14  C13  119.72  3.000
 33T  C15   C14  C13  121.47  3.000
 33T  H15   C15  C16  120.73  3.000
 33T  H15   C15  C14  120.99  3.000
 33T  C16   C15  C14  118.28  3.000
 33T  F4    C16  C17  118.58  3.000
 33T  C17   C16  C15  122.23  3.000
 33T  F4    C16  C15  119.19  3.000
 33T  H17   C17  C18  122.02  3.000
 33T  H17   C17  C16  119.22  3.000
 33T  C18   C17  C16  118.75  3.000
 33T  C19   C18  C17  119.54  3.000
 33T  C19   C18  C13  119.77  3.000
 33T  C17   C18  C13  120.66  3.000
 33T  F3    C19  F2   106.24  3.000
 33T  F3    C19  F1   107.49  3.000
 33T  F2    C19  F1   106.38  3.000
 33T  F3    C19  C18  112.80  3.000
 33T  F1    C19  C18  111.78  3.000
 33T  F2    C19  C18  111.75  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
 33T  CONST_01  C9    C8   C7   C6      0.00   0.0  0
 33T  CONST_02  C9    C10  C11  C6      0.00   0.0  0
 33T  CONST_03  C10   C11  C6   C7      0.00   0.0  0
 33T  CONST_04  C10   C9   C8   C7      0.00   0.0  0
 33T  CONST_05  C11   C6   C7   C8      0.00   0.0  0
 33T  CONST_06  C11   C10  C9   C8      0.00   0.0  0
 33T  CONST_07  C16   C15  C14  C13     0.00   0.0  0
 33T  CONST_08  C16   C17  C18  C13     0.00   0.0  0
 33T  CONST_09  C17   C18  C13  C14     0.00   0.0  0
 33T  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 33T  CONST_11  C18   C13  C14  C15     0.00   0.0  0
 33T  CONST_12  C18   C17  C16  C15     0.00   0.0  0
 33T  CONST_13  C15   C14  C13  N1    180.00   0.0  0
 33T  CONST_14  C17   C18  C13  N1    180.00   0.0  0
 33T  CONST_15  C19   C18  C13  N1      0.00   0.0  0
 33T  CONST_16  C8    C7   C6   S1    180.00   0.0  0
 33T  CONST_17  C10   C11  C6   S1    180.00   0.0  0
 33T  CONST_18  CL1   C11  C6   C7    180.00   0.0  0
 33T  CONST_19  C12   C9   C8   C7    180.00   0.0  0
 33T  CONST_20  CL1   C11  C10  C9    180.00   0.0  0
 33T  CONST_21  C12   C9   C10  C11   180.00   0.0  0
 33T  CONST_22  C19   C18  C13  C14   180.00   0.0  0
 33T  CONST_23  F4    C16  C15  C14   180.00   0.0  0
 33T  CONST_24  C19   C18  C17  C16   180.00   0.0  0
 33T  CONST_25  F4    C16  C17  C18   180.00   0.0  0
 33T  CONST_26  H14   C14  C13  N1      0.00   0.0  0
 33T  CONST_27  H8    C8   C7   C6    180.00   0.0  0
 33T  CONST_28  H10   C10  C11  C6    180.00   0.0  0
 33T  CONST_29  H7    C7   C8   C9    180.00   0.0  0
 33T  CONST_30  H15   C15  C14  C13   180.00   0.0  0
 33T  CONST_31  H17   C17  C18  C13   180.00   0.0  0
 33T  CONST_32  HN3   N3   C12  C9      0.00   0.0  0
 33T  CONST_33  HN3A  N3   C12  C9    180.00   0.0  0
 33T  Var_01    C13   N1   C3   C2    169.18  30.0  1
 33T  Var_02    C4    C5   N2   C2     54.33  30.0  1
 33T  Var_03    C14   C13  N1   C3     57.70  30.0  3
 33T  Var_04    C5    C4   N1   C3     59.20  30.0  1
 33T  Var_05    N2    C5   C4   N1    -53.36  30.0  1
 33T  Var_06    C6    S1   N2   C2    -69.88  30.0  3
 33T  Var_07    C7    C6   S1   N2    116.74  30.0  2
 33T  Var_08    O3    C12  C9   C8     25.81  30.0  2
 33T  Var_09    F2    C19  C18  C13  -178.06  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
 33T  chir_01  C2  C1  C3  N2  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
 33T  plan-1  S1    0.020
 33T  plan-1  C6    0.020
 33T  plan-1  C7    0.020
 33T  plan-1  C8    0.020
 33T  plan-1  C9    0.020
 33T  plan-1  C10   0.020
 33T  plan-1  C11   0.020
 33T  plan-1  CL1   0.020
 33T  plan-1  C12   0.020
 33T  plan-1  H7    0.020
 33T  plan-1  H8    0.020
 33T  plan-1  H10   0.020
 33T  plan-2  N1    0.020
 33T  plan-2  C13   0.020
 33T  plan-2  C14   0.020
 33T  plan-2  C15   0.020
 33T  plan-2  C16   0.020
 33T  plan-2  C17   0.020
 33T  plan-2  C18   0.020
 33T  plan-2  C19   0.020
 33T  plan-2  F4    0.020
 33T  plan-2  H14   0.020
 33T  plan-2  H15   0.020
 33T  plan-2  H17   0.020
 33T  plan-3  C9    0.020
 33T  plan-3  C12   0.020
 33T  plan-3  O3    0.020
 33T  plan-3  N3    0.020
 33T  plan-3  HN3   0.020
 33T  plan-3  HN3A  0.020

