# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 21:08:13 2021
#   Inital geometry file: a 146 line input string
#   Ligand name: 5-chloranyl-~{N}-[(1~{S},2~{R})-2-(6-fluoranyl-2,3-dimethyl-phenyl)-1-(2-oxidanylidene-3~{H}-1,3,4-oxadiazol-5-yl)propyl]-4-methyl-2,3-dihydro-1,4-benzoxazine-8-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]([C@H](N[S](=O)(=O)c1ccc(Cl)c2N(C)CCOc12)C3=NNC(=O)O3)c4c(F)ccc(C)c4C
#
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
 EJ6  EJ6  5-chloranyl-~{N}-[(1~{S},2~{R})-2-(6-fluoranyl-2,3-dimethyl-phenyl)-1-(2-oxidanylidene-3~{H}-1,3,4-oxadiazol-5-yl)propyl]-4-methyl-2,3-dihydro-1,4-benzoxazine-8-sulfonamide  ligand  58  34  .  2022-07-24  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EJ6
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
 EJ6  CL1  CL  CL    0  -0.085  -38.8815  -68.4515  80.9749
 EJ6  C26  C   CR6   0  -0.122  -38.6525  -67.8683  79.3673
 EJ6  C25  C   CR16  0  -0.241  -37.9047  -68.6372  78.4897
 EJ6  C24  C   CR16  0  -0.260  -37.6413  -68.1490  77.2260
 EJ6  C27  C   CR6   0   0.305  -39.1941  -66.6345  79.0093
 EJ6  N32  N   NT    0  -0.472  -39.9506  -65.8724  79.9084
 EJ6  C34  C   CH3   0  -0.546  -41.2982  -66.3608  80.1755
 EJ6  C31  C   CH2   0  -0.383  -39.9077  -64.4591  79.5817
 EJ6  C30  C   CH2   0  -0.198  -40.2705  -64.2398  78.1303
 EJ6  O29  O   O2    0  -0.466  -39.3739  -64.9697  77.2935
 EJ6  C28  C   CR6   0   0.476  -38.9119  -66.1452  77.7199
 EJ6  C23  C   CR6   0  -0.367  -38.1280  -66.9052  76.8426
 EJ6  S20  S   S     0   1.394  -37.7679  -66.3628  75.1890
 EJ6  O21  O   OS    0  -0.633  -37.6655  -64.9188  75.1601
 EJ6  O22  O   OS    0  -0.652  -36.6641  -67.1697  74.6964
 EJ6  N13  N   NC1   0  -0.729  -39.0514  -66.7953  74.2435
 EJ6  C11  C   CH1   0  -0.197  -40.3957  -66.3140  74.5061
 EJ6  C14  C   CR5   0   0.543  -41.1413  -67.2294  75.4184
 EJ6  N18  N   N     0  -0.222  -41.7211  -66.9505  76.5171
 EJ6  N17  N   NR15  0  -0.514  -42.2721  -68.1282  76.9094
 EJ6  C16  C   CR5   0   0.656  -42.0255  -69.1289  76.0407
 EJ6  O19  O   O     0  -0.446  -42.3355  -70.2881  76.0348
 EJ6  O15  O   O     0  -0.454  -41.2768  -68.5259  75.0627
 EJ6  C10  C   CH1   0  -0.305  -41.1531  -66.1395  73.1695
 EJ6  C12  C   CH3   0  -0.648  -40.5341  -65.0264  72.3245
 EJ6  C4   C   CR6   0  -0.120  -42.6428  -65.9761  73.3989
 EJ6  C3   C   CR6   0   0.529  -43.1192  -64.8709  74.0981
 EJ6  F9   F   F     0  -0.318  -42.2309  -63.9788  74.5855
 EJ6  C2   C   CR16  0  -0.404  -44.4508  -64.6304  74.3361
 EJ6  C5   C   CR6   0   0.027  -43.5933  -66.9037  72.9388
 EJ6  C8   C   CH3   0  -0.752  -43.2260  -68.1587  72.1949
 EJ6  C6   C   CR6   0   0.075  -44.9647  -66.6771  73.1620
 EJ6  C7   C   CH3   0  -0.735  -45.9967  -67.6417  72.6522
 EJ6  C1   C   CR16  0  -0.300  -45.3720  -65.5462  73.8540
 EJ6  H1   H   HCR6  0   0.288  -37.5091  -69.5935  78.7993
 EJ6  H2   H   HCR6  0   0.293  -37.0410  -68.7378  76.5476
 EJ6  H3   H   HCH3  0   0.250  -41.7079  -65.8164  81.0254
 EJ6  H4   H   HCH3  0   0.220  -41.9767  -66.2330  79.3246
 EJ6  H5   H   HCH3  0   0.250  -41.2827  -67.4158  80.4363
 EJ6  H6   H   HCH2  0   0.272  -38.9061  -64.0707  79.7838
 EJ6  H7   H   HCH2  0   0.272  -40.6014  -63.9176  80.2244
 EJ6  H8   H   HCH2  0   0.260  -40.1755  -63.1951  77.8383
 EJ6  H9   H   HCH2  0   0.246  -41.2917  -64.5685  77.9242
 EJ6  H10  H   HNC1  0   0.421  -38.9772  -67.7469  73.8997
 EJ6  H11  H   HCH1  0   0.318  -40.3244  -65.3501  75.0060
 EJ6  H12  H   HNR5  0   0.445  -42.8148  -68.1916  77.7564
 EJ6  H13  H   HCH1  0   0.263  -41.0029  -67.0604  72.6081
 EJ6  H14  H   HCH3  0   0.246  -39.5112  -65.2849  72.0553
 EJ6  H15  H   HCH3  0   0.245  -41.0989  -64.8999  71.4015
 EJ6  H16  H   HCH3  0   0.234  -40.5117  -64.0697  72.8425
 EJ6  H17  H   HCR6  0   0.274  -44.7616  -63.7497  74.8824
 EJ6  H18  H   HCH3  0   0.257  -43.5651  -68.1079  71.1583
 EJ6  H19  H   HCH3  0   0.257  -42.1637  -68.3755  72.1717
 EJ6  H20  H   HCH3  0   0.252  -43.7123  -69.0262  72.6426
 EJ6  H21  H   HCH3  0   0.245  -45.9634  -67.7314  71.5645
 EJ6  H22  H   HCH3  0   0.245  -45.8539  -68.6470  73.0540
 EJ6  H23  H   HCH3  0   0.252  -46.9998  -67.3182  72.9256
 EJ6  H24  H   HCR6  0   0.257  -46.4272  -65.3736  74.0253

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
 EJ6  C12  C10  single    1.528  0.020  1.528
 EJ6  C7   C6   single    1.502  0.020  1.502
 EJ6  C1   C6   aromatic  1.387  0.020  1.387
 EJ6  C1   C2   aromatic  1.385  0.020  1.385
 EJ6  C6   C5   aromatic  1.408  0.020  1.408
 EJ6  C2   C3   aromatic  1.374  0.020  1.374
 EJ6  C5   C8   single    1.504  0.020  1.504
 EJ6  C5   C4   aromatic  1.406  0.020  1.406
 EJ6  C3   C4   aromatic  1.392  0.020  1.392
 EJ6  C3   F9   single    1.350  0.020  1.350
 EJ6  C4   C10  single    1.516  0.020  1.516
 EJ6  C10  C11  single    1.546  0.020  1.546
 EJ6  C11  N13  single    1.452  0.020  1.452
 EJ6  C11  C14  single    1.492  0.020  1.492
 EJ6  N13  S20  single    1.652  0.020  1.652
 EJ6  O22  S20  double    1.453  0.020  1.453
 EJ6  C14  O15  single    1.351  0.020  1.351
 EJ6  C14  N18  double    1.273  0.020  1.273
 EJ6  S20  O21  double    1.448  0.020  1.448
 EJ6  S20  C23  single    1.777  0.020  1.777
 EJ6  O15  C16  single    1.371  0.020  1.371
 EJ6  N18  N17  single    1.358  0.020  1.358
 EJ6  C24  C23  aromatic  1.390  0.020  1.390
 EJ6  C24  C25  aromatic  1.380  0.020  1.380
 EJ6  C23  C28  aromatic  1.401  0.020  1.401
 EJ6  C16  N17  single    1.348  0.020  1.348
 EJ6  C16  O19  double    1.200  0.020  1.200
 EJ6  C25  C26  aromatic  1.386  0.020  1.386
 EJ6  C28  O29  single    1.333  0.020  1.333
 EJ6  C28  C27  aromatic  1.408  0.020  1.408
 EJ6  O29  C30  single    1.427  0.020  1.427
 EJ6  C26  C27  aromatic  1.394  0.020  1.394
 EJ6  C26  CL1  single    1.725  0.020  1.725
 EJ6  C27  N32  single    1.401  0.020  1.401
 EJ6  C30  C31  single    1.512  0.020  1.512
 EJ6  N32  C31  single    1.451  0.020  1.451
 EJ6  N32  C34  single    1.458  0.020  1.458
 EJ6  C25  H1   single    0.930  0.020  1.080
 EJ6  C24  H2   single    0.930  0.020  1.080
 EJ6  C34  H3   single    0.970  0.020  1.090
 EJ6  C34  H4   single    0.970  0.020  1.090
 EJ6  C34  H5   single    0.970  0.020  1.090
 EJ6  C31  H6   single    0.970  0.020  1.090
 EJ6  C31  H7   single    0.970  0.020  1.090
 EJ6  C30  H8   single    0.970  0.020  1.090
 EJ6  C30  H9   single    0.970  0.020  1.090
 EJ6  N13  H10  single    0.890  0.020  1.040
 EJ6  C11  H11  single    0.970  0.020  1.090
 EJ6  N17  H12  single    0.860  0.020  1.020
 EJ6  C10  H13  single    0.970  0.020  1.090
 EJ6  C12  H14  single    0.970  0.020  1.090
 EJ6  C12  H15  single    0.970  0.020  1.090
 EJ6  C12  H16  single    0.970  0.020  1.090
 EJ6  C2   H17  single    0.930  0.020  1.080
 EJ6  C8   H18  single    0.970  0.020  1.090
 EJ6  C8   H19  single    0.970  0.020  1.090
 EJ6  C8   H20  single    0.970  0.020  1.090
 EJ6  C7   H21  single    0.970  0.020  1.090
 EJ6  C7   H22  single    0.970  0.020  1.090
 EJ6  C7   H23  single    0.970  0.020  1.090
 EJ6  C1   H24  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
 EJ6  C27  C26  C25  122.55  3.000
 EJ6  C27  C26  CL1  119.13  3.000
 EJ6  C25  C26  CL1  118.30  3.000
 EJ6  H1   C25  C24  120.38  3.000
 EJ6  H1   C25  C26  120.48  3.000
 EJ6  C24  C25  C26  119.12  3.000
 EJ6  H2   C24  C23  120.60  3.000
 EJ6  H2   C24  C25  119.23  3.000
 EJ6  C23  C24  C25  120.16  3.000
 EJ6  C28  C27  N32  120.48  3.000
 EJ6  N32  C27  C26  121.77  3.000
 EJ6  C28  C27  C26  117.70  3.000
 EJ6  C31  N32  C34  113.25  3.000
 EJ6  C34  N32  C27  115.76  3.000
 EJ6  C31  N32  C27  111.68  3.000
 EJ6  H5   C34  H4   107.96  3.000
 EJ6  H5   C34  H3   107.65  3.000
 EJ6  H4   C34  H3   108.34  3.000
 EJ6  H5   C34  N32  110.85  3.000
 EJ6  H4   C34  N32  113.02  3.000
 EJ6  H3   C34  N32  108.86  3.000
 EJ6  H7   C31  H6   107.32  3.000
 EJ6  H7   C31  C30  109.95  3.000
 EJ6  H6   C31  C30  110.23  3.000
 EJ6  H7   C31  N32  109.41  3.000
 EJ6  H6   C31  N32  109.36  3.000
 EJ6  C30  C31  N32  110.51  3.000
 EJ6  H9   C30  H8   108.64  3.000
 EJ6  H9   C30  O29  108.83  3.000
 EJ6  H8   C30  O29  106.18  3.000
 EJ6  H9   C30  C31  111.21  3.000
 EJ6  H8   C30  C31  112.06  3.000
 EJ6  O29  C30  C31  109.75  3.000
 EJ6  C28  O29  C30  118.76  3.000
 EJ6  C23  C28  O29  118.17  3.000
 EJ6  O29  C28  C27  122.01  3.000
 EJ6  C23  C28  C27  119.82  3.000
 EJ6  S20  C23  C28  122.05  3.000
 EJ6  C28  C23  C24  120.59  3.000
 EJ6  S20  C23  C24  117.32  3.000
 EJ6  N13  S20  O22  104.52  3.000
 EJ6  O22  S20  O21  119.55  3.000
 EJ6  N13  S20  O21  107.74  3.000
 EJ6  O21  S20  C23  109.71  3.000
 EJ6  O22  S20  C23  107.45  3.000
 EJ6  N13  S20  C23  107.17  3.000
 EJ6  H10  N13  C11  116.10  3.000
 EJ6  H10  N13  S20  112.51  3.000
 EJ6  C11  N13  S20  121.95  3.000
 EJ6  H11  C11  C10  109.22  3.000
 EJ6  H11  C11  C14  107.18  3.000
 EJ6  C10  C11  C14  110.67  3.000
 EJ6  H11  C11  N13  108.43  3.000
 EJ6  C14  C11  N13  111.71  3.000
 EJ6  C10  C11  N13  109.55  3.000
 EJ6  O15  C14  N18  113.06  3.000
 EJ6  N18  C14  C11  128.38  3.000
 EJ6  O15  C14  C11  118.54  3.000
 EJ6  N17  N18  C14  104.13  3.000
 EJ6  H12  N17  C16  126.40  3.000
 EJ6  H12  N17  N18  121.05  3.000
 EJ6  C16  N17  N18  112.54  3.000
 EJ6  O15  C16  O19  124.21  3.000
 EJ6  O19  C16  N17  132.31  3.000
 EJ6  O15  C16  N17  103.48  3.000
 EJ6  C16  O15  C14  106.79  3.000
 EJ6  H13  C10  C4   107.74  3.000
 EJ6  H13  C10  C12  105.97  3.000
 EJ6  C4   C10  C12  113.77  3.000
 EJ6  H13  C10  C11  106.42  3.000
 EJ6  C4   C10  C11  111.26  3.000
 EJ6  C12  C10  C11  111.21  3.000
 EJ6  H16  C12  H15  108.17  3.000
 EJ6  H16  C12  H14  107.89  3.000
 EJ6  H15  C12  H14  107.77  3.000
 EJ6  H16  C12  C10  112.67  3.000
 EJ6  H15  C12  C10  110.05  3.000
 EJ6  H14  C12  C10  110.13  3.000
 EJ6  C5   C4   C3   117.20  3.000
 EJ6  C3   C4   C10  119.86  3.000
 EJ6  C5   C4   C10  122.94  3.000
 EJ6  C2   C3   F9   117.36  3.000
 EJ6  F9   C3   C4   118.74  3.000
 EJ6  C2   C3   C4   123.90  3.000
 EJ6  H17  C2   C1   121.51  3.000
 EJ6  H17  C2   C3   120.55  3.000
 EJ6  C1   C2   C3   117.93  3.000
 EJ6  C6   C5   C8   116.78  3.000
 EJ6  C8   C5   C4   123.18  3.000
 EJ6  C6   C5   C4   120.04  3.000
 EJ6  H20  C8   H19  106.66  3.000
 EJ6  H20  C8   H18  106.76  3.000
 EJ6  H19  C8   H18  107.05  3.000
 EJ6  H20  C8   C5   110.59  3.000
 EJ6  H19  C8   C5   114.61  3.000
 EJ6  H18  C8   C5   110.78  3.000
 EJ6  C1   C6   C7   119.43  3.000
 EJ6  C1   C6   C5   119.76  3.000
 EJ6  C7   C6   C5   120.81  3.000
 EJ6  H23  C7   H22  107.56  3.000
 EJ6  H23  C7   H21  107.62  3.000
 EJ6  H22  C7   H21  106.68  3.000
 EJ6  H23  C7   C6   110.91  3.000
 EJ6  H22  C7   C6   112.12  3.000
 EJ6  H21  C7   C6   111.71  3.000
 EJ6  H24  C1   C6   119.67  3.000
 EJ6  H24  C1   C2   119.18  3.000
 EJ6  C6   C1   C2   121.15  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
 EJ6  CONST_01  C23  C24  C25  C26     0.00   0.0  0
 EJ6  CONST_02  C23  C28  C27  C26     0.00   0.0  0
 EJ6  CONST_03  C28  C23  C24  C25     0.00   0.0  0
 EJ6  CONST_04  C28  C27  C26  C25     0.00   0.0  0
 EJ6  CONST_05  C27  C28  C23  C24     0.00   0.0  0
 EJ6  CONST_06  C27  C26  C25  C24     0.00   0.0  0
 EJ6  CONST_07  C1   C6   C5   C4      0.00   0.0  0
 EJ6  CONST_08  C1   C2   C3   C4      0.00   0.0  0
 EJ6  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 EJ6  CONST_10  C6   C5   C4   C3      0.00   0.0  0
 EJ6  CONST_11  C5   C6   C1   C2      0.00   0.0  0
 EJ6  CONST_12  C5   C4   C3   C2      0.00   0.0  0
 EJ6  CONST_13  C24  C25  C26  CL1   180.00   0.0  0
 EJ6  CONST_14  C28  C27  C26  CL1   180.00   0.0  0
 EJ6  CONST_15  N32  C27  C26  CL1     0.00   0.0  0
 EJ6  CONST_16  S20  C23  C24  C25   180.00   0.0  0
 EJ6  CONST_17  S20  C23  C28  C27   180.00   0.0  0
 EJ6  CONST_18  S20  C23  C28  O29     0.00   0.0  0
 EJ6  CONST_19  C6   C5   C4   C10   180.00   0.0  0
 EJ6  CONST_20  C2   C3   C4   C10   180.00   0.0  0
 EJ6  CONST_21  C7   C6   C5   C4    180.00   0.0  0
 EJ6  CONST_22  C8   C5   C4   C3    180.00   0.0  0
 EJ6  CONST_23  C1   C2   C3   F9    180.00   0.0  0
 EJ6  CONST_24  C5   C4   C3   F9    180.00   0.0  0
 EJ6  CONST_25  C7   C6   C1   C2    180.00   0.0  0
 EJ6  CONST_26  C1   C6   C5   C8    180.00   0.0  0
 EJ6  CONST_27  H2   C24  C25  C26   180.00   0.0  0
 EJ6  CONST_28  H1   C25  C26  C27   180.00   0.0  0
 EJ6  CONST_29  H17  C2   C3   C4    180.00   0.0  0
 EJ6  CONST_30  H24  C1   C2   C3    180.00   0.0  0
 EJ6  Var_01    C31  N32  C27  C26   154.60  30.0  1
 EJ6  Var_02    C30  C31  N32  C27    51.90  30.0  1
 EJ6  Var_03    O29  C30  C31  N32   -58.10  30.0  1
 EJ6  Var_04    C23  C28  O29  C30   174.48  30.0  1
 EJ6  Var_05    N13  S20  C23  C24    94.07  30.0  2
 EJ6  Var_06    H3   C34  N32  C27   168.62  30.0  3
 EJ6  Var_07    H18  C8   C5   C4   -112.22  30.0  2
 EJ6  Var_08    H21  C7   C6   C5    -60.72  30.0  2
 EJ6  Var_09    C11  N13  S20  C23    59.54  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
 EJ6  chir_01  C11  C10  N13  C14  positiv
 EJ6  chir_02  C10  C11  C4   C12  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
 EJ6  plan-1  C11  0.020
 EJ6  plan-1  C14  0.020
 EJ6  plan-1  N18  0.020
 EJ6  plan-1  N17  0.020
 EJ6  plan-1  C16  0.020
 EJ6  plan-1  O19  0.020
 EJ6  plan-1  O15  0.020
 EJ6  plan-1  H12  0.020
 EJ6  plan-2  C10  0.020
 EJ6  plan-2  C4   0.020
 EJ6  plan-2  C3   0.020
 EJ6  plan-2  F9   0.020
 EJ6  plan-2  C2   0.020
 EJ6  plan-2  C5   0.020
 EJ6  plan-2  C8   0.020
 EJ6  plan-2  C6   0.020
 EJ6  plan-2  C7   0.020
 EJ6  plan-2  C1   0.020
 EJ6  plan-2  H17  0.020
 EJ6  plan-2  H24  0.020
 EJ6  plan-3  CL1  0.020
 EJ6  plan-3  C26  0.020
 EJ6  plan-3  C25  0.020
 EJ6  plan-3  C24  0.020
 EJ6  plan-3  C27  0.020
 EJ6  plan-3  N32  0.020
 EJ6  plan-3  O29  0.020
 EJ6  plan-3  C28  0.020
 EJ6  plan-3  C23  0.020
 EJ6  plan-3  S20  0.020
 EJ6  plan-3  H1   0.020
 EJ6  plan-3  H2   0.020

