# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 16:22:39 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: N-{4-[(2S)-3-{[2-(3,4-dichlorophenyl)ethyl](ethyl)amino}-2-hydroxypropoxy]phenyl}methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CCc1ccc(Cl)c(Cl)c1)C[C@H](O)COc2ccc(N[S](C)(=O)=O)cc2
#
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
 HZ4  HZ4  N-{4-[(2S)-3-{[2-(3,4-dichlorophenyl)ethyl](ethyl)amino}-2-hydroxypropoxy]phenyl}methanesulfonamide  ligand  55  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HZ4
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
 HZ4  C01  C   CR16  0  -0.308   4.5440   0.7467   1.4230
 HZ4  C02  C   CR16  0  -0.199   5.3596   1.8657   1.4136
 HZ4  C03  C   CR6   0  -0.022   6.5591   1.8438   0.7179
 HZ4  C04  C   CR6   0   0.024   6.9326   0.6934   0.0333
 HZ4  C05  C   CR16  0  -0.273   6.1107  -0.4234   0.0472
 HZ4  C06  C   CR6   0   0.136   4.9077  -0.4130   0.7438
 HZ4  C07  C   CH2   0  -0.528   4.0013  -1.6091   0.7179
 HZ4  C08  C   CH2   0  -0.281   3.0102  -1.5287  -0.4440
 HZ4  N09  N   NT    0  -0.451   2.1452  -2.6977  -0.4966
 HZ4  C10  C   CH2   0  -0.289   2.7675  -3.8257  -1.1803
 HZ4  C11  C   CH3   0  -0.668   2.2253  -5.1670  -0.7186
 HZ4  C12  C   CH2   0  -0.326   0.8134  -2.3898  -0.9877
 HZ4  C13  C   CH1   0   0.010  -0.0271  -1.8180   0.1568
 HZ4  C14  C   CH2   0  -0.183  -1.4797  -1.7454  -0.2501
 HZ4  O15  O   O2    0  -0.473  -2.1900  -1.0624   0.7668
 HZ4  C16  C   CR6   0   0.396  -3.4924  -0.7858   0.5789
 HZ4  C17  C   CR16  0  -0.383  -4.2340  -1.1931  -0.5272
 HZ4  C18  C   CR16  0  -0.262  -5.5711  -0.8304  -0.6323
 HZ4  C19  C   CR6   0   0.242  -6.1893  -0.0879   0.3628
 HZ4  C20  C   CR16  0  -0.234  -5.4510   0.2935   1.4811
 HZ4  C21  C   CR16  0  -0.353  -4.1161  -0.0416   1.5835
 HZ4  N22  N   NC1   0  -0.819  -7.5614   0.2685   0.2704
 HZ4  S23  S   S     0   1.318  -7.9617   1.8235  -0.1587
 HZ4  C24  C   CH3   0  -0.795  -7.4385   2.0351  -1.8446
 HZ4  O25  O   OS    0  -0.667  -9.4126   1.8922  -0.1078
 HZ4  O26  O   OS    0  -0.659  -7.1692   2.7135   0.6732
 HZ4  O27  O   OH1   0  -0.679   0.1177  -2.6306   1.2938
 HZ4  CL1  CL  CL    0  -0.101   8.4197   0.6352  -0.8363
 HZ4  CL2  CL  CL    0  -0.101   7.5714   3.2385   0.7179
 HZ4  H1   H   HCR6  0   0.265   3.6133   0.7781   1.9759
 HZ4  H2   H   HCR6  0   0.287   5.0684   2.7582   1.9506
 HZ4  H3   H   HCR6  0   0.279   6.4201  -1.3125  -0.4881
 HZ4  H4   H   HCH2  0   0.256   4.5973  -2.5215   0.6418
 HZ4  H5   H   HCH2  0   0.253   3.4385  -1.6738   1.6517
 HZ4  H6   H   HCH2  0   0.246   2.3959  -0.6349  -0.3110
 HZ4  H7   H   HCH2  0   0.230   3.5497  -1.3866  -1.3917
 HZ4  H9   H   HCH2  0   0.213   2.6702  -3.7292  -2.2713
 HZ4  H10  H   HCH2  0   0.235   3.8384  -3.7990  -0.9706
 HZ4  H11  H   HCH3  0   0.225   1.1596  -5.2773  -0.9215
 HZ4  H12  H   HCH3  0   0.232   2.7391  -5.9784  -1.2343
 HZ4  H13  H   HCH3  0   0.225   2.3788  -5.2937   0.3535
 HZ4  H14  H   HCH2  0   0.232   0.8254  -1.6977  -1.8408
 HZ4  H15  H   HCH2  0   0.246   0.3448  -3.3135  -1.3360
 HZ4  H16  H   HCH1  0   0.204   0.3121  -0.7913   0.3681
 HZ4  H17  H   HCH2  0   0.230  -1.5599  -1.2081  -1.2026
 HZ4  H18  H   HCH2  0   0.229  -1.8823  -2.7552  -0.3956
 HZ4  H19  H   HCR6  0   0.284  -3.7945  -1.7825  -1.3199
 HZ4  H20  H   HCR6  0   0.272  -6.1330  -1.1449  -1.5037
 HZ4  H21  H   HCR6  0   0.267  -5.9255   0.8489   2.2779
 HZ4  H22  H   HCR6  0   0.268  -3.5451   0.2665   2.4503
 HZ4  H23  H   HNC1  0   0.420  -8.1553  -0.4151  -0.1885
 HZ4  H24  H   HCH3  0   0.291  -6.3679   1.8557  -1.9176
 HZ4  H25  H   HCH3  0   0.295  -7.9835   1.3404  -2.4794
 HZ4  H26  H   HCH3  0   0.308  -7.6599   3.0605  -2.1367
 HZ4  H27  H   HOH1  0   0.438   1.0285  -2.9646   1.2284

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
 HZ4  C24  S23  single    1.778  0.020  1.778
 HZ4  C10  C11  single    1.519  0.020  1.519
 HZ4  C10  N09  single    1.458  0.020  1.458
 HZ4  C12  N09  single    1.452  0.020  1.452
 HZ4  C12  C13  single    1.531  0.020  1.531
 HZ4  C08  N09  single    1.455  0.020  1.455
 HZ4  C08  C07  single    1.529  0.020  1.529
 HZ4  C18  C17  aromatic  1.389  0.020  1.389
 HZ4  C18  C19  aromatic  1.387  0.020  1.387
 HZ4  C14  C13  single    1.510  0.020  1.510
 HZ4  C14  O15  single    1.416  0.020  1.416
 HZ4  C17  C16  aromatic  1.393  0.020  1.393
 HZ4  S23  O26  double    1.453  0.020  1.453
 HZ4  S23  O25  double    1.454  0.020  1.454
 HZ4  S23  N22  single    1.662  0.020  1.662
 HZ4  C13  O27  single    1.405  0.020  1.405
 HZ4  C07  C06  single    1.501  0.020  1.501
 HZ4  C01  C06  aromatic  1.392  0.020  1.392
 HZ4  C01  C02  aromatic  1.385  0.020  1.385
 HZ4  N22  C19  single    1.421  0.020  1.421
 HZ4  C19  C20  aromatic  1.393  0.020  1.393
 HZ4  C06  C05  aromatic  1.390  0.020  1.390
 HZ4  C16  O15  single    1.345  0.020  1.345
 HZ4  C16  C21  aromatic  1.397  0.020  1.397
 HZ4  C02  C03  aromatic  1.387  0.020  1.387
 HZ4  C05  C04  aromatic  1.387  0.020  1.387
 HZ4  C03  C04  aromatic  1.390  0.020  1.390
 HZ4  C03  CL2  single    1.723  0.020  1.723
 HZ4  C04  CL1  single    1.724  0.020  1.724
 HZ4  C20  C21  aromatic  1.380  0.020  1.380
 HZ4  C01  H1   single    0.930  0.020  1.080
 HZ4  C02  H2   single    0.930  0.020  1.080
 HZ4  C05  H3   single    0.930  0.020  1.080
 HZ4  C07  H4   single    0.970  0.020  1.090
 HZ4  C07  H5   single    0.970  0.020  1.090
 HZ4  C08  H6   single    0.970  0.020  1.090
 HZ4  C08  H7   single    0.970  0.020  1.090
 HZ4  C10  H9   single    0.970  0.020  1.090
 HZ4  C10  H10  single    0.970  0.020  1.090
 HZ4  C11  H11  single    0.970  0.020  1.090
 HZ4  C11  H12  single    0.970  0.020  1.090
 HZ4  C11  H13  single    0.970  0.020  1.090
 HZ4  C12  H14  single    0.970  0.020  1.090
 HZ4  C12  H15  single    0.970  0.020  1.090
 HZ4  C13  H16  single    0.970  0.020  1.090
 HZ4  C14  H17  single    0.970  0.020  1.090
 HZ4  C14  H18  single    0.970  0.020  1.090
 HZ4  C17  H19  single    0.930  0.020  1.080
 HZ4  C18  H20  single    0.930  0.020  1.080
 HZ4  C20  H21  single    0.930  0.020  1.080
 HZ4  C21  H22  single    0.930  0.020  1.080
 HZ4  N22  H23  single    0.890  0.020  1.040
 HZ4  C24  H24  single    0.970  0.020  1.090
 HZ4  C24  H25  single    0.970  0.020  1.090
 HZ4  C24  H26  single    0.970  0.020  1.090
 HZ4  O27  H27  single    0.850  0.020  0.980

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
 HZ4  H1   C01  C06  119.85  3.000
 HZ4  H1   C01  C02  119.09  3.000
 HZ4  C06  C01  C02  121.06  3.000
 HZ4  H2   C02  C03  119.67  3.000
 HZ4  H2   C02  C01  120.32  3.000
 HZ4  C03  C02  C01  120.01  3.000
 HZ4  CL2  C03  C04  120.80  3.000
 HZ4  CL2  C03  C02  119.69  3.000
 HZ4  C04  C03  C02  119.51  3.000
 HZ4  CL1  C04  C05  119.29  3.000
 HZ4  CL1  C04  C03  120.55  3.000
 HZ4  C05  C04  C03  120.16  3.000
 HZ4  H3   C05  C06  120.07  3.000
 HZ4  H3   C05  C04  119.14  3.000
 HZ4  C06  C05  C04  120.79  3.000
 HZ4  C07  C06  C05  120.53  3.000
 HZ4  C05  C06  C01  118.48  3.000
 HZ4  C07  C06  C01  120.96  3.000
 HZ4  H5   C07  H4   106.92  3.000
 HZ4  H5   C07  C08  108.59  3.000
 HZ4  H4   C07  C08  110.16  3.000
 HZ4  H5   C07  C06  110.10  3.000
 HZ4  H4   C07  C06  109.71  3.000
 HZ4  C08  C07  C06  111.26  3.000
 HZ4  H7   C08  H6   105.96  3.000
 HZ4  H7   C08  N09  111.36  3.000
 HZ4  H6   C08  N09  109.11  3.000
 HZ4  H7   C08  C07  110.10  3.000
 HZ4  H6   C08  C07  108.36  3.000
 HZ4  N09  C08  C07  111.74  3.000
 HZ4  C12  N09  C10  113.37  3.000
 HZ4  C12  N09  C08  112.76  3.000
 HZ4  C10  N09  C08  112.62  3.000
 HZ4  H10  C10  H9   105.98  3.000
 HZ4  H10  C10  C11  108.27  3.000
 HZ4  H9   C10  C11  110.34  3.000
 HZ4  H10  C10  N09  108.04  3.000
 HZ4  H9   C10  N09  111.07  3.000
 HZ4  C11  C10  N09  112.84  3.000
 HZ4  H13  C11  H12  108.20  3.000
 HZ4  H13  C11  H11  107.99  3.000
 HZ4  H12  C11  H11  107.29  3.000
 HZ4  H13  C11  C10  110.57  3.000
 HZ4  H12  C11  C10  110.20  3.000
 HZ4  H11  C11  C10  112.44  3.000
 HZ4  H15  C12  H14  106.84  3.000
 HZ4  H15  C12  C13  108.58  3.000
 HZ4  H14  C12  C13  110.57  3.000
 HZ4  H15  C12  N09  108.77  3.000
 HZ4  H14  C12  N09  112.71  3.000
 HZ4  C13  C12  N09  109.26  3.000
 HZ4  H16  C13  O27  110.62  3.000
 HZ4  H16  C13  C14  107.63  3.000
 HZ4  O27  C13  C14  110.18  3.000
 HZ4  H16  C13  C12  108.81  3.000
 HZ4  O27  C13  C12  109.41  3.000
 HZ4  C14  C13  C12  110.16  3.000
 HZ4  H18  C14  H17  108.00  3.000
 HZ4  H18  C14  O15  110.81  3.000
 HZ4  H17  C14  O15  110.54  3.000
 HZ4  H18  C14  C13  110.15  3.000
 HZ4  H17  C14  C13  109.14  3.000
 HZ4  O15  C14  C13  108.19  3.000
 HZ4  C16  O15  C14  118.99  3.000
 HZ4  C21  C16  C17  119.29  3.000
 HZ4  C21  C16  O15  116.19  3.000
 HZ4  C17  C16  O15  124.52  3.000
 HZ4  H19  C17  C18  118.56  3.000
 HZ4  H19  C17  C16  121.69  3.000
 HZ4  C18  C17  C16  119.75  3.000
 HZ4  H20  C18  C19  120.09  3.000
 HZ4  H20  C18  C17  118.95  3.000
 HZ4  C19  C18  C17  120.96  3.000
 HZ4  N22  C19  C20  119.69  3.000
 HZ4  C20  C19  C18  119.10  3.000
 HZ4  N22  C19  C18  121.20  3.000
 HZ4  H21  C20  C21  119.65  3.000
 HZ4  H21  C20  C19  119.98  3.000
 HZ4  C21  C20  C19  120.37  3.000
 HZ4  H22  C21  C20  120.02  3.000
 HZ4  H22  C21  C16  119.46  3.000
 HZ4  C20  C21  C16  120.51  3.000
 HZ4  H23  N22  S23  111.87  3.000
 HZ4  H23  N22  C19  115.18  3.000
 HZ4  S23  N22  C19  118.95  3.000
 HZ4  O26  S23  O25  119.69  3.000
 HZ4  O25  S23  C24  108.74  3.000
 HZ4  O26  S23  C24  108.02  3.000
 HZ4  O25  S23  N22  106.00  3.000
 HZ4  O26  S23  N22  107.09  3.000
 HZ4  C24  S23  N22  106.58  3.000
 HZ4  H26  C24  H25  110.06  3.000
 HZ4  H26  C24  H24  109.72  3.000
 HZ4  H25  C24  H24  110.40  3.000
 HZ4  H26  C24  S23  107.85  3.000
 HZ4  H25  C24  S23  109.27  3.000
 HZ4  H24  C24  S23  109.49  3.000
 HZ4  H27  O27  C13  103.94  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
 HZ4  CONST_01  C04  C05  C06  C01    0.00   0.0  0
 HZ4  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 HZ4  CONST_03  C05  C06  C01  C02    0.00   0.0  0
 HZ4  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 HZ4  CONST_05  C06  C01  C02  C03    0.00   0.0  0
 HZ4  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 HZ4  CONST_07  C19  C18  C17  C16    0.00   0.0  0
 HZ4  CONST_08  C19  C20  C21  C16    0.00   0.0  0
 HZ4  CONST_09  C20  C19  C18  C17    0.00   0.0  0
 HZ4  CONST_10  C20  C21  C16  C17    0.00   0.0  0
 HZ4  CONST_11  C21  C16  C17  C18    0.00   0.0  0
 HZ4  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 HZ4  CONST_13  CL2  C03  C02  C01  180.00   0.0  0
 HZ4  CONST_14  C07  C06  C01  C02  180.00   0.0  0
 HZ4  CONST_15  CL1  C04  C03  C02  180.00   0.0  0
 HZ4  CONST_16  C07  C06  C05  C04  180.00   0.0  0
 HZ4  CONST_17  CL2  C03  C04  C05  180.00   0.0  0
 HZ4  CONST_18  CL1  C04  C05  C06  180.00   0.0  0
 HZ4  CONST_19  C18  C17  C16  O15  180.00   0.0  0
 HZ4  CONST_20  C20  C21  C16  O15  180.00   0.0  0
 HZ4  CONST_21  N22  C19  C18  C17  180.00   0.0  0
 HZ4  CONST_22  N22  C19  C20  C21  180.00   0.0  0
 HZ4  CONST_23  H3   C05  C06  C01  180.00   0.0  0
 HZ4  CONST_24  H1   C01  C02  C03  180.00   0.0  0
 HZ4  CONST_25  H2   C02  C03  C04  180.00   0.0  0
 HZ4  CONST_26  H20  C18  C17  C16  180.00   0.0  0
 HZ4  CONST_27  H21  C20  C21  C16  180.00   0.0  0
 HZ4  CONST_28  H22  C21  C16  C17  180.00   0.0  0
 HZ4  CONST_29  H19  C17  C18  C19  180.00   0.0  0
 HZ4  Var_01    C08  C07  C06  C01   87.92  30.0  2
 HZ4  Var_02    C17  C16  O15  C14    3.93  30.0  2
 HZ4  Var_03    N09  C08  C07  C06  178.74  30.0  1
 HZ4  Var_04    C24  S23  N22  C19   66.77  30.0  2
 HZ4  Var_05    H17  C14  O15  C16   55.58  30.0  2
 HZ4  Var_06    C10  N09  C08  C07  -83.07  30.0  3
 HZ4  Var_07    C11  C10  N09  C08  153.52  30.0  1
 HZ4  Var_08    C13  C12  N09  C08  -81.52  30.0  3
 HZ4  Var_09    H11  C11  C10  N09   62.02  30.0  3
 HZ4  Var_10    H24  C24  S23  N22  -58.72  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
 HZ4  chir_01  C13  C12  C14  O27  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
 HZ4  plan-1  C01  0.020
 HZ4  plan-1  C02  0.020
 HZ4  plan-1  C03  0.020
 HZ4  plan-1  C04  0.020
 HZ4  plan-1  C05  0.020
 HZ4  plan-1  C06  0.020
 HZ4  plan-1  C07  0.020
 HZ4  plan-1  CL1  0.020
 HZ4  plan-1  CL2  0.020
 HZ4  plan-1  H1   0.020
 HZ4  plan-1  H2   0.020
 HZ4  plan-1  H3   0.020
 HZ4  plan-2  O15  0.020
 HZ4  plan-2  C16  0.020
 HZ4  plan-2  C17  0.020
 HZ4  plan-2  C18  0.020
 HZ4  plan-2  C19  0.020
 HZ4  plan-2  C20  0.020
 HZ4  plan-2  C21  0.020
 HZ4  plan-2  N22  0.020
 HZ4  plan-2  H19  0.020
 HZ4  plan-2  H20  0.020
 HZ4  plan-2  H21  0.020
 HZ4  plan-2  H22  0.020
 HZ4  plan-3  C19  0.020
 HZ4  plan-3  N22  0.020
 HZ4  plan-3  S23  0.020
 HZ4  plan-3  H23  0.020

