# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 17:59:22 2022
#   Inital geometry file: a 151 line input string
#   Ligand name: ~{N}-[2-[[4-[2-chloranyl-3-(2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]-2-methoxy-phenyl]methylamino]ethyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1CNCCN[S](C)(=O)=O)c2cccc(c2Cl)c3ccc4OCCOc4c3
#
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
 UGZ  UGZ  ~{N}-[2-[[4-[2-chloranyl-3-(2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]-2-methoxy-phenyl]methylamino]ethyl]methanesulfonamide  ligand  61  34  .  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_UGZ
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
 UGZ  C6   C   CR6   0  -0.031  38.9847   2.2659  -23.0603
 UGZ  C5   C   CH3   0  -0.440  41.1973   1.8683  -25.9244
 UGZ  C7   C   CH2   0  -0.304  39.5903   3.4573  -22.3713
 UGZ  C4   C   CR6   0   0.387  39.5110   1.7456  -24.2521
 UGZ  O2   O   OS    0  -0.674  39.7704   6.7688  -26.0001
 UGZ  C2   C   CR6   0   0.072  37.7593   0.0733  -24.3239
 UGZ  N1   N   NC1   0  -0.736  40.5230   7.6540  -23.7915
 UGZ  N    N   NH1   0  -0.589  39.3382   4.6945  -23.0999
 UGZ  C    C   CR6   0  -0.218  35.8336  -1.1734  -25.4055
 UGZ  O    O   O2    0  -0.462  40.6188   2.3422  -24.7266
 UGZ  C1   C   CR6   0   0.180  37.1676  -1.1077  -24.9949
 UGZ  C10  C   CH3   0  -0.821  41.8890   5.5743  -24.9975
 UGZ  C11  C   CR16  0  -0.279  37.8590   1.6563  -22.5254
 UGZ  C12  C   CR16  0  -0.299  37.2451   0.5708  -23.1342
 UGZ  C13  C   CR16  0  -0.328  37.9768  -2.2177  -25.2337
 UGZ  C14  C   CR16  0  -0.209  37.4734  -3.3551  -25.8406
 UGZ  C15  C   CR16  0  -0.325  36.1447  -3.3968  -26.2265
 UGZ  C16  C   CR6   0   0.181  35.3005  -2.3065  -26.0245
 UGZ  C17  C   CR6   0   0.047  33.8878  -2.4069  -26.4566
 UGZ  C18  C   CR16  0  -0.289  33.3480  -1.5499  -27.4139
 UGZ  C19  C   CR16  0  -0.351  32.0375  -1.7042  -27.8317
 UGZ  C20  C   CR16  0  -0.400  33.0859  -3.4099  -25.9234
 UGZ  C21  C   CR6   0   0.330  31.7671  -3.5637  -26.3294
 UGZ  C22  C   CR6   0   0.310  31.2361  -2.7054  -27.2966
 UGZ  C23  C   CH2   0  -0.225  29.3285  -4.0421  -27.3853
 UGZ  C24  C   CH2   0  -0.228  29.6289  -4.3968  -25.9487
 UGZ  C3   C   CR16  0  -0.427  38.8971   0.6625  -24.8755
 UGZ  C8   C   CH2   0  -0.285  39.5690   5.8620  -22.2699
 UGZ  C9   C   CH2   0  -0.309  39.3802   7.1678  -23.0314
 UGZ  O1   O   OS    0  -0.678  41.9186   8.0597  -25.7956
 UGZ  O3   O   O2    0  -0.475  29.9608  -2.8193  -27.7326
 UGZ  O4   O   O2    0  -0.477  31.0279  -4.5469  -25.7636
 UGZ  S    S   S     0   1.346  40.9837   7.0802  -25.2570
 UGZ  H1   H   HCH3  0   0.261  42.0678   2.4918  -26.1132
 UGZ  H2   H   HCH3  0   0.230  41.5219   0.8278  -25.8396
 UGZ  H3   H   HCH3  0   0.228  40.5130   1.9575  -26.7720
 UGZ  H4   H   HCH2  0   0.233  40.6718   3.3355  -22.2600
 UGZ  H5   H   HCH2  0   0.217  39.1799   3.4988  -21.3514
 UGZ  H6   H   HNC1  0   0.412  41.3040   7.9744  -23.2307
 UGZ  H7   H   HNH1  0   0.347  38.3695   4.7021  -23.3994
 UGZ  H9   H   HCH3  0   0.313  41.2293   4.8568  -24.5143
 UGZ  H10  H   HCH3  0   0.287  42.2170   5.2048  -25.9684
 UGZ  H11  H   HCH3  0   0.279  42.7534   5.7881  -24.3720
 UGZ  H12  H   HCR6  0   0.252  37.4514   2.0398  -21.5973
 UGZ  H13  H   HCR6  0   0.249  36.3810   0.1128  -22.6725
 UGZ  H14  H   HCR6  0   0.263  39.0127  -2.1844  -24.9211
 UGZ  H15  H   HCR6  0   0.263  38.1160  -4.2084  -26.0116
 UGZ  H16  H   HCR6  0   0.261  35.7477  -4.2822  -26.7066
 UGZ  H17  H   HCR6  0   0.253  33.9565  -0.7713  -27.8537
 UGZ  H18  H   HCR6  0   0.266  31.6227  -1.0483  -28.5870
 UGZ  H19  H   HCR6  0   0.263  33.4799  -4.0808  -25.1693
 UGZ  H20  H   HCH2  0   0.260  28.2577  -3.9028  -27.5283
 UGZ  H21  H   HCH2  0   0.243  29.6647  -4.8423  -28.0533
 UGZ  H22  H   HCH2  0   0.243  29.2407  -3.6245  -25.2756
 UGZ  H23  H   HCH2  0   0.260  29.1650  -5.3464  -25.6854
 UGZ  H24  H   HCR6  0   0.279  39.2898   0.2626  -25.8014
 UGZ  H25  H   HCH2  0   0.234  40.5890   5.8206  -21.8756
 UGZ  H26  H   HCH2  0   0.213  38.9053   5.8783  -21.3914
 UGZ  H27  H   HCH2  0   0.264  39.1554   7.9584  -22.3151
 UGZ  H28  H   HCH2  0   0.257  38.5156   7.1053  -23.6933
 UGZ  CL   CL  CL    0  -0.123  34.8005   0.1962  -25.1438

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
 UGZ  C19  C18  aromatic  1.384  0.020  1.384
 UGZ  C19  C22  aromatic  1.390  0.020  1.390
 UGZ  O3   C23  single    1.420  0.020  1.420
 UGZ  O3   C22  single    1.353  0.020  1.353
 UGZ  C18  C17  aromatic  1.394  0.020  1.394
 UGZ  C23  C24  single    1.510  0.020  1.510
 UGZ  C22  C21  aromatic  1.398  0.020  1.398
 UGZ  C15  C14  aromatic  1.384  0.020  1.384
 UGZ  C15  C16  aromatic  1.394  0.020  1.394
 UGZ  C17  C16  single    1.481  0.020  1.481
 UGZ  C17  C20  aromatic  1.390  0.020  1.390
 UGZ  C21  C20  aromatic  1.388  0.020  1.388
 UGZ  C21  O4   single    1.354  0.020  1.354
 UGZ  C14  C13  aromatic  1.384  0.020  1.384
 UGZ  C5   O    single    1.412  0.020  1.412
 UGZ  C16  C    aromatic  1.397  0.020  1.397
 UGZ  C24  O4   single    1.419  0.020  1.419
 UGZ  O1   S    double    1.457  0.020  1.457
 UGZ  C13  C1   aromatic  1.394  0.020  1.394
 UGZ  C    C1   aromatic  1.397  0.020  1.397
 UGZ  C    CL   single    1.735  0.020  1.735
 UGZ  O2   S    double    1.456  0.020  1.456
 UGZ  C1   C2   single    1.482  0.020  1.482
 UGZ  C3   C2   aromatic  1.395  0.020  1.395
 UGZ  C3   C4   aromatic  1.392  0.020  1.392
 UGZ  O    C4   single    1.345  0.020  1.345
 UGZ  S    N1   single    1.640  0.020  1.640
 UGZ  S    C10  single    1.776  0.020  1.776
 UGZ  C2   C12  aromatic  1.388  0.020  1.388
 UGZ  C4   C6   aromatic  1.403  0.020  1.403
 UGZ  N1   C9   single    1.456  0.020  1.456
 UGZ  C12  C11  aromatic  1.388  0.020  1.388
 UGZ  C9   C8   single    1.523  0.020  1.523
 UGZ  N    C8   single    1.451  0.020  1.451
 UGZ  N    C7   single    1.458  0.020  1.458
 UGZ  C6   C11  aromatic  1.387  0.020  1.387
 UGZ  C6   C7   single    1.504  0.020  1.504
 UGZ  C5   H1   single    0.970  0.020  1.090
 UGZ  C5   H2   single    0.970  0.020  1.090
 UGZ  C5   H3   single    0.970  0.020  1.090
 UGZ  C7   H4   single    0.970  0.020  1.090
 UGZ  C7   H5   single    0.970  0.020  1.090
 UGZ  N1   H6   single    0.890  0.020  1.040
 UGZ  N    H7   single    0.890  0.020  1.040
 UGZ  C10  H9   single    0.970  0.020  1.090
 UGZ  C10  H10  single    0.970  0.020  1.090
 UGZ  C10  H11  single    0.970  0.020  1.090
 UGZ  C11  H12  single    0.930  0.020  1.080
 UGZ  C12  H13  single    0.930  0.020  1.080
 UGZ  C13  H14  single    0.930  0.020  1.080
 UGZ  C14  H15  single    0.930  0.020  1.080
 UGZ  C15  H16  single    0.930  0.020  1.080
 UGZ  C18  H17  single    0.930  0.020  1.080
 UGZ  C19  H18  single    0.930  0.020  1.080
 UGZ  C20  H19  single    0.930  0.020  1.080
 UGZ  C23  H20  single    0.970  0.020  1.090
 UGZ  C23  H21  single    0.970  0.020  1.090
 UGZ  C24  H22  single    0.970  0.020  1.090
 UGZ  C24  H23  single    0.970  0.020  1.090
 UGZ  C3   H24  single    0.930  0.020  1.080
 UGZ  C8   H25  single    0.970  0.020  1.090
 UGZ  C8   H26  single    0.970  0.020  1.090
 UGZ  C9   H27  single    0.970  0.020  1.090
 UGZ  C9   H28  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
 UGZ  C11  C6   C4   117.97  3.000
 UGZ  C11  C6   C7   119.88  3.000
 UGZ  C4   C6   C7   122.15  3.000
 UGZ  H3   C5   H2   108.89  3.000
 UGZ  H3   C5   H1   108.65  3.000
 UGZ  H2   C5   H1   108.75  3.000
 UGZ  H3   C5   O    111.96  3.000
 UGZ  H2   C5   O    112.04  3.000
 UGZ  H1   C5   O    106.43  3.000
 UGZ  H5   C7   H4   106.18  3.000
 UGZ  H5   C7   N    111.52  3.000
 UGZ  H4   C7   N    108.44  3.000
 UGZ  H5   C7   C6   107.73  3.000
 UGZ  H4   C7   C6   110.89  3.000
 UGZ  N    C7   C6   111.95  3.000
 UGZ  C3   C4   O    123.39  3.000
 UGZ  O    C4   C6   116.38  3.000
 UGZ  C3   C4   C6   120.23  3.000
 UGZ  C3   C2   C12  119.32  3.000
 UGZ  C12  C2   C1   121.73  3.000
 UGZ  C3   C2   C1   118.90  3.000
 UGZ  H6   N1   S    112.88  3.000
 UGZ  H6   N1   C9   114.93  3.000
 UGZ  S    N1   C9   124.76  3.000
 UGZ  H7   N    C8   108.36  3.000
 UGZ  H7   N    C7   108.61  3.000
 UGZ  C8   N    C7   111.69  3.000
 UGZ  CL   C    C16  118.68  3.000
 UGZ  CL   C    C1   119.14  3.000
 UGZ  C16  C    C1   122.18  3.000
 UGZ  C4   O    C5   119.20  3.000
 UGZ  C13  C1   C    117.80  3.000
 UGZ  C    C1   C2   123.49  3.000
 UGZ  C13  C1   C2   118.71  3.000
 UGZ  H11  C10  H10  109.86  3.000
 UGZ  H11  C10  H9   110.85  3.000
 UGZ  H10  C10  H9   110.77  3.000
 UGZ  H11  C10  S    108.81  3.000
 UGZ  H10  C10  S    108.11  3.000
 UGZ  H9   C10  S    108.36  3.000
 UGZ  H12  C11  C12  119.09  3.000
 UGZ  H12  C11  C6   118.67  3.000
 UGZ  C12  C11  C6   122.24  3.000
 UGZ  H13  C12  C11  119.83  3.000
 UGZ  H13  C12  C2   120.66  3.000
 UGZ  C11  C12  C2   119.50  3.000
 UGZ  H14  C13  C14  120.00  3.000
 UGZ  H14  C13  C1   118.78  3.000
 UGZ  C14  C13  C1   121.22  3.000
 UGZ  H15  C14  C15  120.16  3.000
 UGZ  H15  C14  C13  120.10  3.000
 UGZ  C15  C14  C13  119.75  3.000
 UGZ  H16  C15  C16  118.81  3.000
 UGZ  H16  C15  C14  120.02  3.000
 UGZ  C16  C15  C14  121.16  3.000
 UGZ  C17  C16  C15  118.85  3.000
 UGZ  C17  C16  C    123.26  3.000
 UGZ  C15  C16  C    117.89  3.000
 UGZ  C20  C17  C18  118.92  3.000
 UGZ  C20  C17  C16  119.16  3.000
 UGZ  C18  C17  C16  121.89  3.000
 UGZ  H17  C18  C19  119.35  3.000
 UGZ  H17  C18  C17  120.27  3.000
 UGZ  C19  C18  C17  120.37  3.000
 UGZ  H18  C19  C22  118.94  3.000
 UGZ  H18  C19  C18  120.38  3.000
 UGZ  C22  C19  C18  120.67  3.000
 UGZ  H19  C20  C21  118.71  3.000
 UGZ  H19  C20  C17  120.25  3.000
 UGZ  C21  C20  C17  121.04  3.000
 UGZ  O4   C21  C22  121.84  3.000
 UGZ  O4   C21  C20  118.48  3.000
 UGZ  C22  C21  C20  119.68  3.000
 UGZ  O3   C22  C21  121.97  3.000
 UGZ  C21  C22  C19  119.32  3.000
 UGZ  O3   C22  C19  118.71  3.000
 UGZ  H21  C23  H20  108.37  3.000
 UGZ  H21  C23  O3   110.08  3.000
 UGZ  H20  C23  O3   107.19  3.000
 UGZ  H21  C23  C24  110.34  3.000
 UGZ  H20  C23  C24  110.52  3.000
 UGZ  O3   C23  C24  110.27  3.000
 UGZ  H23  C24  H22  108.38  3.000
 UGZ  H23  C24  O4   107.22  3.000
 UGZ  H22  C24  O4   110.11  3.000
 UGZ  H23  C24  C23  110.49  3.000
 UGZ  H22  C24  C23  110.40  3.000
 UGZ  O4   C24  C23  110.18  3.000
 UGZ  H24  C3   C2   118.57  3.000
 UGZ  H24  C3   C4   120.69  3.000
 UGZ  C2   C3   C4   120.74  3.000
 UGZ  H26  C8   H25  105.95  3.000
 UGZ  H26  C8   C9   108.14  3.000
 UGZ  H25  C8   C9   109.15  3.000
 UGZ  H26  C8   N    111.86  3.000
 UGZ  H25  C8   N    108.91  3.000
 UGZ  C9   C8   N    112.59  3.000
 UGZ  H28  C9   H27  106.07  3.000
 UGZ  H28  C9   C8   110.64  3.000
 UGZ  H27  C9   C8   108.59  3.000
 UGZ  H28  C9   N1   108.94  3.000
 UGZ  H27  C9   N1   105.22  3.000
 UGZ  C8   C9   N1   116.73  3.000
 UGZ  C23  O3   C22  114.43  3.000
 UGZ  C24  O4   C21  114.01  3.000
 UGZ  O1   S    C10  107.27  3.000
 UGZ  C10  S    N1   108.01  3.000
 UGZ  O1   S    N1   105.98  3.000
 UGZ  C10  S    O2   108.54  3.000
 UGZ  N1   S    O2   107.26  3.000
 UGZ  O1   S    O2   119.31  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
 UGZ  CONST_01  C2   C3   C4   C6     0.00   0.0  0
 UGZ  CONST_02  C2   C12  C11  C6     0.00   0.0  0
 UGZ  CONST_03  C1   C2   C3   C4   180.00   0.0  0
 UGZ  CONST_04  C12  C2   C3   C4     0.00   0.0  0
 UGZ  CONST_05  C12  C11  C6   C4     0.00   0.0  0
 UGZ  CONST_06  C14  C13  C1   C2   180.00   0.0  0
 UGZ  CONST_07  C16  C    C1   C2   180.00   0.0  0
 UGZ  CONST_08  C14  C15  C16  C      0.00   0.0  0
 UGZ  CONST_11  C14  C13  C1   C      0.00   0.0  0
 UGZ  CONST_14  C15  C14  C13  C1     0.00   0.0  0
 UGZ  CONST_15  C15  C16  C    C1     0.00   0.0  0
 UGZ  CONST_16  C17  C16  C    C1   180.00   0.0  0
 UGZ  CONST_17  C11  C12  C2   C1   180.00   0.0  0
 UGZ  CONST_18  C3   C2   C12  C11    0.00   0.0  0
 UGZ  CONST_19  C3   C4   C6   C11    0.00   0.0  0
 UGZ  CONST_21  C16  C15  C14  C13    0.00   0.0  0
 UGZ  CONST_22  C16  C    C1   C13    0.00   0.0  0
 UGZ  CONST_24  C17  C16  C15  C14  180.00   0.0  0
 UGZ  CONST_27  C19  C18  C17  C16  180.00   0.0  0
 UGZ  CONST_28  C21  C20  C17  C16  180.00   0.0  0
 UGZ  CONST_29  C22  C19  C18  C17    0.00   0.0  0
 UGZ  CONST_30  C22  C21  C20  C17    0.00   0.0  0
 UGZ  CONST_31  C21  C22  C19  C18    0.00   0.0  0
 UGZ  CONST_32  C21  C20  C17  C18    0.00   0.0  0
 UGZ  CONST_33  C20  C17  C18  C19    0.00   0.0  0
 UGZ  CONST_34  C20  C21  C22  C19    0.00   0.0  0
 UGZ  CONST_35  C3   C4   C6   C7   180.00   0.0  0
 UGZ  CONST_36  C12  C11  C6   C7   180.00   0.0  0
 UGZ  CONST_37  CL   C    C1   C2     0.00   0.0  0
 UGZ  CONST_38  O    C4   C3   C2   180.00   0.0  0
 UGZ  CONST_39  C11  C6   C4   O    180.00   0.0  0
 UGZ  CONST_40  CL   C    C1   C13  180.00   0.0  0
 UGZ  CONST_41  CL   C    C16  C15  180.00   0.0  0
 UGZ  CONST_42  CL   C    C16  C17    0.00   0.0  0
 UGZ  CONST_43  H24  C3   C4   C6   180.00   0.0  0
 UGZ  CONST_44  H13  C12  C11  C6   180.00   0.0  0
 UGZ  CONST_45  H12  C11  C6   C4   180.00   0.0  0
 UGZ  CONST_46  H14  C13  C1   C2     0.00   0.0  0
 UGZ  CONST_47  H16  C15  C16  C    180.00   0.0  0
 UGZ  CONST_48  H15  C14  C13  C1   180.00   0.0  0
 UGZ  CONST_49  H17  C18  C17  C16    0.00   0.0  0
 UGZ  CONST_50  H19  C20  C17  C16    0.00   0.0  0
 UGZ  CONST_51  H18  C19  C18  C17  180.00   0.0  0
 UGZ  Var_01    C23  C24  O4   C21   45.60  30.0  1
 UGZ  Var_02    C24  C23  O3   C22   43.67  30.0  1
 UGZ  Var_03    O4   C24  C23  O3   -60.35  30.0  1
 UGZ  Var_04    C3   C4   O    C5     0.61  30.0  2
 UGZ  Var_05    N    C7   C6   C4    71.91  30.0  2
 UGZ  Var_06    C8   N    C7   C6   163.33  30.0  1
 UGZ  Var_07    H1   C5   O    C4   179.91  30.0  3
 UGZ  Var_08    C9   C8   N    C7   177.09  30.0  3
 UGZ  Var_09    C9   N1   S    O2    36.81  30.0  3
 UGZ  Var_10    N    C8   C9   N1   -84.58  30.0  3
 UGZ  Var_11    S    N1   C9   C8    78.64  30.0  2
 UGZ  Var_12    H9   C10  S    O2   -54.72  30.0  3

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
 UGZ  plan-1  C2   0.020
 UGZ  plan-1  C    0.020
 UGZ  plan-1  C1   0.020
 UGZ  plan-1  C13  0.020
 UGZ  plan-1  C14  0.020
 UGZ  plan-1  C15  0.020
 UGZ  plan-1  C16  0.020
 UGZ  plan-1  C17  0.020
 UGZ  plan-1  H14  0.020
 UGZ  plan-1  H15  0.020
 UGZ  plan-1  H16  0.020
 UGZ  plan-1  CL   0.020
 UGZ  plan-2  C6   0.020
 UGZ  plan-2  C7   0.020
 UGZ  plan-2  C4   0.020
 UGZ  plan-2  C2   0.020
 UGZ  plan-2  O    0.020
 UGZ  plan-2  C1   0.020
 UGZ  plan-2  C11  0.020
 UGZ  plan-2  C12  0.020
 UGZ  plan-2  C3   0.020
 UGZ  plan-2  H12  0.020
 UGZ  plan-2  H13  0.020
 UGZ  plan-2  H24  0.020
 UGZ  plan-3  C16  0.020
 UGZ  plan-3  C17  0.020
 UGZ  plan-3  C18  0.020
 UGZ  plan-3  C19  0.020
 UGZ  plan-3  C20  0.020
 UGZ  plan-3  C21  0.020
 UGZ  plan-3  C22  0.020
 UGZ  plan-3  O3   0.020
 UGZ  plan-3  O4   0.020
 UGZ  plan-3  H17  0.020
 UGZ  plan-3  H18  0.020
 UGZ  plan-3  H19  0.020

