# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 00:57:52 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N-{4-[(2S)-3-{[2-(3,4-dichlorophenyl)ethyl](propan-2-yl)amino}-2-hydroxypropoxy]phenyl}methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)N(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
 HXM  HXM  N-{4-[(2S)-3-{[2-(3,4-dichlorophenyl)ethyl](propan-2-yl)amino}-2-hydroxypropoxy]phenyl}methanesulfonamide  ligand  58  30  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HXM
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
 HXM  C10  C   CH1   0  -0.082   2.3344   3.7801   0.5263
 HXM  C12  C   CH3   0  -0.644   2.7189   4.4400  -0.7968
 HXM  C13  C   CH2   0  -0.323   0.6841   1.9875   0.8894
 HXM  C14  C   CH1   0   0.002  -0.3810   1.8893  -0.2021
 HXM  C17  C   CR6   0   0.395  -3.8170   0.6818  -0.4202
 HXM  C18  C   CR16  0  -0.383  -4.2998   0.4338   0.8626
 HXM  C19  C   CR16  0  -0.259  -5.5958  -0.0360   1.0316
 HXM  C22  C   CR16  0  -0.353  -4.6526   0.4624  -1.5189
 HXM  C01  C   CR16  0  -0.200   6.9300  -0.7920   0.6686
 HXM  C02  C   CR6   0  -0.022   6.6899  -1.9790  -0.0074
 HXM  C03  C   CR6   0   0.023   5.6132  -2.0635  -0.8820
 HXM  C04  C   CR16  0  -0.275   4.7831  -0.9693  -1.0726
 HXM  C05  C   CR6   0   0.144   5.0159   0.2261  -0.4023
 HXM  C06  C   CR16  0  -0.307   6.0991   0.2977   0.4702
 HXM  C08  C   CH2   0  -0.264   3.0104   1.3744   0.5211
 HXM  N09  N   NT    0  -0.417   1.9762   2.3709   0.3596
 HXM  C11  C   CH3   0  -0.682   3.3832   4.0365   1.6092
 HXM  C15  C   CH2   0  -0.194  -1.6781   1.3486   0.3752
 HXM  O16  O   O2    0  -0.470  -2.5807   1.1324  -0.6938
 HXM  C20  C   CR6   0   0.239  -6.4279  -0.2461  -0.0579
 HXM  C21  C   CR16  0  -0.235  -5.9450   0.0117  -1.3390
 HXM  S24  S   S     0   1.317  -8.1310  -2.2887  -0.1501
 HXM  C25  C   CH3   0  -0.798  -7.2447  -3.2216   1.0769
 HXM  O26  O   OS    0  -0.668  -9.5567  -2.4191   0.1027
 HXM  O27  O   OS    0  -0.659  -7.5980  -2.6402  -1.4554
 HXM  O28  O   OH1   0  -0.651  -0.5794   3.1067  -0.8821
 HXM  CL2  CL  CL    0  -0.102   7.7305  -3.3299   0.2439
 HXM  H1   H   HCH1  0   0.220   1.4245   4.2873   0.8574
 HXM  H2   H   HCH3  0   0.227   1.9252   4.2946  -1.5289
 HXM  H3   H   HCH3  0   0.213   2.8638   5.5136  -0.6610
 HXM  H4   H   HCH3  0   0.216   3.6423   4.0375  -1.2142
 HXM  H5   H   HCH2  0   0.224   0.3432   2.6855   1.6673
 HXM  H6   H   HCH2  0   0.235   0.7491   1.0160   1.3877
 HXM  H7   H   HCH1  0   0.229  -0.0168   1.1844  -0.9567
 HXM  H8   H   HCR6  0   0.285  -3.6884   0.5874   1.7408
 HXM  H9   H   HCR6  0   0.272  -5.9567  -0.2333   2.0336
 HXM  H10  H   HCR6  0   0.268  -4.2816   0.6609  -2.5164
 HXM  H12  H   HCR6  0   0.287   7.7691  -0.7234   1.3474
 HXM  H13  H   HCR6  0   0.279   3.9483  -1.0516  -1.7573
 HXM  H14  H   HCR6  0   0.263   6.3038   1.2191   1.0018
 HXM  H17  H   HCH2  0   0.245   2.5287   0.3950   0.4748
 HXM  H18  H   HCH2  0   0.201   3.5064   1.4144   1.5041
 HXM  H20  H   HCH3  0   0.235   3.4898   5.1089   1.7763
 HXM  H21  H   HCH3  0   0.231   3.0954   3.5815   2.5585
 HXM  H22  H   HCH3  0   0.218   4.3689   3.6535   1.3370
 HXM  H23  H   HCH2  0   0.229  -1.4849   0.4097   0.9070
 HXM  H24  H   HCH2  0   0.225  -2.0987   2.0583   1.0994
 HXM  H25  H   HCR6  0   0.267  -6.5870  -0.1296  -2.1974
 HXM  H26  H   HCH3  0   0.295  -7.5731  -2.9155   2.0673
 HXM  H27  H   HCH3  0   0.310  -7.4666  -4.2757   0.9192
 HXM  H28  H   HCH3  0   0.292  -6.1766  -3.0499   0.9627
 HXM  H29  H   HOH1  0   0.442  -0.8038   3.7864  -0.2370
 HXM  N23  N   NC1   0  -0.819  -7.7666  -0.6897   0.1173
 HXM  C07  C   CH2   0  -0.537   4.0862   1.3921  -0.5704
 HXM  CL1  CL  CL    0  -0.102   5.2964  -3.5233  -1.7430
 HXM  H11  H   HNC1  0   0.419  -8.2341  -0.3297   0.9432
 HXM  H15  H   HCH2  0   0.251   4.6674   2.3148  -0.5322
 HXM  H16  H   HCH2  0   0.248   3.5992   1.3595  -1.5472

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
 HXM  C19  C18  aromatic  1.389  0.020  1.389
 HXM  C19  C20  aromatic  1.387  0.020  1.387
 HXM  C18  C17  aromatic  1.393  0.020  1.393
 HXM  N23  C20  single    1.421  0.020  1.421
 HXM  N23  S24  single    1.662  0.020  1.662
 HXM  C20  C21  aromatic  1.393  0.020  1.393
 HXM  O28  C14  single    1.408  0.020  1.408
 HXM  CL1  C03  single    1.724  0.020  1.724
 HXM  C17  O16  single    1.344  0.020  1.344
 HXM  C17  C22  aromatic  1.398  0.020  1.398
 HXM  O16  C15  single    1.416  0.020  1.416
 HXM  C03  C04  aromatic  1.387  0.020  1.387
 HXM  C03  C02  aromatic  1.390  0.020  1.390
 HXM  C04  C05  aromatic  1.390  0.020  1.390
 HXM  CL2  C02  single    1.724  0.020  1.724
 HXM  C02  C01  aromatic  1.387  0.020  1.387
 HXM  O27  S24  double    1.453  0.020  1.453
 HXM  C05  C07  single    1.501  0.020  1.501
 HXM  C05  C06  aromatic  1.393  0.020  1.393
 HXM  C07  C08  single    1.533  0.020  1.533
 HXM  C01  C06  aromatic  1.385  0.020  1.385
 HXM  O26  S24  double    1.454  0.020  1.454
 HXM  C21  C22  aromatic  1.381  0.020  1.381
 HXM  S24  C25  single    1.778  0.020  1.778
 HXM  C14  C15  single    1.519  0.020  1.519
 HXM  C14  C13  single    1.528  0.020  1.528
 HXM  C08  N09  single    1.445  0.020  1.445
 HXM  N09  C13  single    1.448  0.020  1.448
 HXM  N09  C10  single    1.464  0.020  1.464
 HXM  C11  C10  single    1.529  0.020  1.529
 HXM  C12  C10  single    1.528  0.020  1.528
 HXM  C10  H1   single    0.970  0.020  1.090
 HXM  C12  H2   single    0.970  0.020  1.090
 HXM  C12  H3   single    0.970  0.020  1.090
 HXM  C12  H4   single    0.970  0.020  1.090
 HXM  C13  H5   single    0.970  0.020  1.090
 HXM  C13  H6   single    0.970  0.020  1.090
 HXM  C14  H7   single    0.970  0.020  1.090
 HXM  C18  H8   single    0.930  0.020  1.080
 HXM  C19  H9   single    0.930  0.020  1.080
 HXM  C22  H10  single    0.930  0.020  1.080
 HXM  N23  H11  single    0.890  0.020  1.040
 HXM  C01  H12  single    0.930  0.020  1.080
 HXM  C04  H13  single    0.930  0.020  1.080
 HXM  C06  H14  single    0.930  0.020  1.080
 HXM  C07  H15  single    0.970  0.020  1.090
 HXM  C07  H16  single    0.970  0.020  1.090
 HXM  C08  H17  single    0.970  0.020  1.090
 HXM  C08  H18  single    0.970  0.020  1.090
 HXM  C11  H20  single    0.970  0.020  1.090
 HXM  C11  H21  single    0.970  0.020  1.090
 HXM  C11  H22  single    0.970  0.020  1.090
 HXM  C15  H23  single    0.970  0.020  1.090
 HXM  C15  H24  single    0.970  0.020  1.090
 HXM  C21  H25  single    0.930  0.020  1.080
 HXM  C25  H26  single    0.970  0.020  1.090
 HXM  C25  H27  single    0.970  0.020  1.090
 HXM  C25  H28  single    0.970  0.020  1.090
 HXM  O28  H29  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
 HXM  H1   C10  C11  106.18  3.000
 HXM  H1   C10  N09  106.11  3.000
 HXM  C11  C10  N09  114.20  3.000
 HXM  H1   C10  C12  105.75  3.000
 HXM  C11  C10  C12  111.61  3.000
 HXM  N09  C10  C12  112.26  3.000
 HXM  H4   C12  H3   107.35  3.000
 HXM  H4   C12  H2   108.09  3.000
 HXM  H3   C12  H2   108.15  3.000
 HXM  H4   C12  C10  112.65  3.000
 HXM  H3   C12  C10  110.51  3.000
 HXM  H2   C12  C10  109.94  3.000
 HXM  H6   C13  H5   105.07  3.000
 HXM  H6   C13  N09  110.41  3.000
 HXM  H5   C13  N09  111.56  3.000
 HXM  H6   C13  C14  108.04  3.000
 HXM  H5   C13  C14  109.27  3.000
 HXM  N09  C13  C14  112.18  3.000
 HXM  H7   C14  O28  105.70  3.000
 HXM  H7   C14  C15  108.46  3.000
 HXM  O28  C14  C15  111.77  3.000
 HXM  H7   C14  C13  107.56  3.000
 HXM  C15  C14  C13  110.27  3.000
 HXM  O28  C14  C13  112.80  3.000
 HXM  O16  C17  C22  116.27  3.000
 HXM  C22  C17  C18  119.26  3.000
 HXM  O16  C17  C18  124.48  3.000
 HXM  H8   C18  C19  118.49  3.000
 HXM  H8   C18  C17  121.79  3.000
 HXM  C19  C18  C17  119.72  3.000
 HXM  H9   C19  C20  119.95  3.000
 HXM  H9   C19  C18  119.02  3.000
 HXM  C20  C19  C18  121.03  3.000
 HXM  H10  C22  C21  120.05  3.000
 HXM  H10  C22  C17  119.38  3.000
 HXM  C21  C22  C17  120.56  3.000
 HXM  H12  C01  C06  120.37  3.000
 HXM  H12  C01  C02  119.64  3.000
 HXM  C06  C01  C02  119.99  3.000
 HXM  CL2  C02  C03  120.79  3.000
 HXM  CL2  C02  C01  119.68  3.000
 HXM  C03  C02  C01  119.53  3.000
 HXM  CL1  C03  C04  119.31  3.000
 HXM  C04  C03  C02  120.15  3.000
 HXM  CL1  C03  C02  120.54  3.000
 HXM  H13  C04  C05  119.96  3.000
 HXM  H13  C04  C03  119.24  3.000
 HXM  C05  C04  C03  120.80  3.000
 HXM  C07  C05  C06  120.80  3.000
 HXM  C06  C05  C04  118.46  3.000
 HXM  C07  C05  C04  120.69  3.000
 HXM  H14  C06  C05  119.87  3.000
 HXM  H14  C06  C01  119.06  3.000
 HXM  C05  C06  C01  121.06  3.000
 HXM  H18  C08  H17  105.59  3.000
 HXM  H18  C08  N09  113.38  3.000
 HXM  H17  C08  N09  107.33  3.000
 HXM  H18  C08  C07  108.60  3.000
 HXM  H17  C08  C07  106.84  3.000
 HXM  N09  C08  C07  114.51  3.000
 HXM  C08  N09  C13  114.53  3.000
 HXM  C13  N09  C10  115.57  3.000
 HXM  C08  N09  C10  118.43  3.000
 HXM  H22  C11  H21  107.98  3.000
 HXM  H22  C11  H20  107.15  3.000
 HXM  H21  C11  H20  107.60  3.000
 HXM  H22  C11  C10  112.56  3.000
 HXM  H21  C11  C10  111.42  3.000
 HXM  H20  C11  C10  109.91  3.000
 HXM  H24  C15  H23  107.53  3.000
 HXM  H24  C15  O16  110.65  3.000
 HXM  H23  C15  O16  110.36  3.000
 HXM  H24  C15  C14  110.35  3.000
 HXM  H23  C15  C14  109.80  3.000
 HXM  O16  C15  C14  108.16  3.000
 HXM  C15  O16  C17  118.94  3.000
 HXM  C21  C20  N23  119.84  3.000
 HXM  C21  C20  C19  119.10  3.000
 HXM  N23  C20  C19  121.04  3.000
 HXM  H25  C21  C20  120.01  3.000
 HXM  H25  C21  C22  119.67  3.000
 HXM  C20  C21  C22  120.32  3.000
 HXM  O27  S24  O26  119.62  3.000
 HXM  O26  S24  C25  108.77  3.000
 HXM  O27  S24  C25  108.07  3.000
 HXM  C25  S24  N23  106.53  3.000
 HXM  O26  S24  N23  105.87  3.000
 HXM  O27  S24  N23  107.27  3.000
 HXM  H28  C25  H27  109.74  3.000
 HXM  H28  C25  H26  110.35  3.000
 HXM  H27  C25  H26  110.05  3.000
 HXM  H28  C25  S24  109.52  3.000
 HXM  H27  C25  S24  107.84  3.000
 HXM  H26  C25  S24  109.29  3.000
 HXM  H29  O28  C14  108.62  3.000
 HXM  H11  N23  S24  111.79  3.000
 HXM  H11  N23  C20  115.06  3.000
 HXM  S24  N23  C20  119.15  3.000
 HXM  H16  C07  H15  107.11  3.000
 HXM  H16  C07  C08  108.89  3.000
 HXM  H15  C07  C08  111.02  3.000
 HXM  H16  C07  C05  110.68  3.000
 HXM  H15  C07  C05  108.85  3.000
 HXM  C08  C07  C05  110.25  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
 HXM  CONST_01  C20  C19  C18  C17     0.00   0.0  0
 HXM  CONST_02  C20  C21  C22  C17     0.00   0.0  0
 HXM  CONST_03  C21  C20  C19  C18     0.00   0.0  0
 HXM  CONST_04  C21  C22  C17  C18     0.00   0.0  0
 HXM  CONST_05  C22  C17  C18  C19     0.00   0.0  0
 HXM  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 HXM  CONST_07  C04  C03  C02  C01     0.00   0.0  0
 HXM  CONST_08  C04  C05  C06  C01     0.00   0.0  0
 HXM  CONST_09  C05  C04  C03  C02     0.00   0.0  0
 HXM  CONST_10  C05  C06  C01  C02     0.00   0.0  0
 HXM  CONST_11  C06  C05  C04  C03     0.00   0.0  0
 HXM  CONST_12  C06  C01  C02  C03     0.00   0.0  0
 HXM  CONST_13  N23  C20  C19  C18   180.00   0.0  0
 HXM  CONST_14  O16  C17  C18  C19   180.00   0.0  0
 HXM  CONST_15  N23  C20  C21  C22   180.00   0.0  0
 HXM  CONST_16  CL1  C03  C02  C01   180.00   0.0  0
 HXM  CONST_17  C07  C05  C06  C01   180.00   0.0  0
 HXM  CONST_18  C07  C05  C04  C03   180.00   0.0  0
 HXM  CONST_19  CL2  C02  C03  C04   180.00   0.0  0
 HXM  CONST_20  CL1  C03  C04  C05   180.00   0.0  0
 HXM  CONST_21  CL2  C02  C01  C06   180.00   0.0  0
 HXM  CONST_22  C21  C22  C17  O16   180.00   0.0  0
 HXM  CONST_23  H9   C19  C18  C17   180.00   0.0  0
 HXM  CONST_24  H25  C21  C22  C17   180.00   0.0  0
 HXM  CONST_25  H10  C22  C17  C18   180.00   0.0  0
 HXM  CONST_26  H8   C18  C17  C22   180.00   0.0  0
 HXM  CONST_27  H13  C04  C03  C02   180.00   0.0  0
 HXM  CONST_28  H14  C06  C01  C02   180.00   0.0  0
 HXM  CONST_29  H12  C01  C02  C03   180.00   0.0  0
 HXM  Var_01    C08  C07  C05  C04    92.79  30.0  2
 HXM  Var_02    N09  C08  C07  C05  -173.38  30.0  3
 HXM  Var_03    O27  S24  N23  C20   -50.95  30.0  3
 HXM  Var_04    H23  C15  O16  C17    61.44  30.0  3
 HXM  Var_05    C07  C08  N09  C10   -68.04  30.0  1
 HXM  Var_06    C14  C13  N09  C10   100.40  30.0  3
 HXM  Var_07    C08  N09  C10  C12    92.40  30.0  1
 HXM  Var_08    H20  C11  C10  C12    59.63  30.0  3
 HXM  Var_09    H26  C25  S24  N23    60.53  30.0  3
 HXM  Var_10    H2   C12  C10  N09    53.91  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
 HXM  chir_01  C14  O28  C15  C13  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
 HXM  plan-1  C17  0.020
 HXM  plan-1  C18  0.020
 HXM  plan-1  C19  0.020
 HXM  plan-1  C22  0.020
 HXM  plan-1  O16  0.020
 HXM  plan-1  C20  0.020
 HXM  plan-1  C21  0.020
 HXM  plan-1  H8   0.020
 HXM  plan-1  H9   0.020
 HXM  plan-1  H10  0.020
 HXM  plan-1  H25  0.020
 HXM  plan-1  N23  0.020
 HXM  plan-2  C01  0.020
 HXM  plan-2  C02  0.020
 HXM  plan-2  C03  0.020
 HXM  plan-2  C04  0.020
 HXM  plan-2  C05  0.020
 HXM  plan-2  C06  0.020
 HXM  plan-2  CL2  0.020
 HXM  plan-2  H12  0.020
 HXM  plan-2  H13  0.020
 HXM  plan-2  H14  0.020
 HXM  plan-2  C07  0.020
 HXM  plan-2  CL1  0.020
 HXM  plan-3  C20  0.020
 HXM  plan-3  S24  0.020
 HXM  plan-3  N23  0.020
 HXM  plan-3  H11  0.020

