# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jun 24 04:19:23 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: N-{3-[(6S)-6-ethyl-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1CC(=C(C(=O)N1Cc2ccc(F)cc2)C3=Nc4ccc(N[S](C)(=O)=O)cc4[S](=O)(=O)N3)O
#
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
 B80  B80  N-{3-[(6S)-6-ethyl-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide  ligand  58  35  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B80
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
 B80  O31   O  OS    0  -0.651   7.0847  -1.2560  -0.6050
 B80  S35   S  S     0   1.317   7.2431   0.1678  -0.3665
 B80  O30   O  OS    0  -0.658   8.5202   0.6876   0.0871
 B80  C20   C  CH3   0  -0.794   6.7514   1.0395  -1.8341
 B80  N26   N  NC1   0  -0.824   6.1401   0.5930   0.8114
 B80  C10   C  CR6   0   0.279   4.7964   0.1705   0.6978
 B80  C4    C  CR16  0  -0.228   4.4647  -1.1698   0.9204
 B80  C3    C  CR16  0  -0.334   3.1605  -1.5983   0.8164
 B80  C7    C  CR16  0  -0.281   3.7935   1.0800   0.4113
 B80  C12   C  CR6   0  -0.293   2.4777   0.6401   0.3510
 B80  C9    C  CR6   0   0.421   2.1262  -0.7034   0.5190
 B80  N23   N  N     0  -0.678   0.8494  -1.1897   0.3766
 B80  S34   S  S     0   1.397   1.1942   1.8089   0.1849
 B80  O28   O  OS    0  -0.626   0.7355   2.2027   1.5034
 B80  O29   O  OS    0  -0.634   1.5332   2.8541  -0.7603
 B80  N24   N  NC1   0  -0.864   0.0677   0.8219  -0.5331
 B80  C15   C  C     0   0.694  -0.1014  -0.4768  -0.1603
 B80  C13   C  C     0  -0.401  -1.3779  -1.1120  -0.4336
 B80  C14   C  C     0   0.457  -1.5210  -2.4638  -0.2129
 B80  O32   O  OH1   0  -0.564  -0.5861  -3.2254   0.2600
 B80  C17   C  CH2   0  -0.571  -2.7973  -3.1354  -0.5613
 B80  C18   C  CH1   0  -0.058  -3.9853  -2.1992  -0.4176
 B80  C22   C  CH2   0  -0.479  -5.2592  -2.8863  -0.9086
 B80  C19   C  CH3   0  -0.682  -5.5193  -4.2156  -0.2103
 B80  C16   C  C     0   0.655  -2.4880  -0.3563  -1.0298
 B80  O27   O  O     0  -0.529  -2.3161   0.7987  -1.4445
 B80  N25   N  NT    0  -0.502  -3.7009  -0.9451  -1.1310
 B80  C21   C  CH2   0  -0.424  -4.7817  -0.0954  -1.6247
 B80  C8    C  CR6   0   0.137  -5.2719   0.9140  -0.6156
 B80  C1    C  CR16  0  -0.286  -5.1334   2.2763  -0.8595
 B80  C5    C  CR16  0  -0.399  -5.5914   3.2232   0.0464
 B80  C2    C  CR16  0  -0.285  -5.8824   0.5128   0.5709
 B80  C6    C  CR16  0  -0.395  -6.3388   1.4411   1.4954
 B80  C11   C  CR6   0   0.514  -6.1836   2.7847   1.2136
 B80  F33   F  F     0  -0.317  -6.6244   3.6908   2.1022
 B80  H20   H  HCH3  0   0.294   5.7405   0.7465  -2.1095
 B80  H20A  H  HCH3  0   0.299   6.8014   2.1099  -1.6483
 B80  H20B  H  HCH3  0   0.312   7.4430   0.7672  -2.6300
 B80  HN26  H  HNC1  0   0.426   6.2620   1.5553   1.1109
 B80  H4    H  HCR6  0   0.285   5.2377  -1.8774   1.1827
 B80  H3    H  HCR6  0   0.285   2.9185  -2.6415   0.9708
 B80  H7    H  HCR6  0   0.300   4.0327   2.1234   0.2456
 B80  HN24  H  HNC1  0   0.471  -0.7749   1.2379  -0.9812
 B80  HO32  H  HOH1  0   0.495   0.2233  -2.6233   0.4320
 B80  H17   H  HCH2  0   0.298  -2.7237  -3.5055  -1.5913
 B80  H17A  H  HCH2  0   0.299  -2.9250  -4.0021   0.0862
 B80  H18   H  HCH1  0   0.257  -4.1140  -1.9768   0.6511
 B80  H22   H  HCH2  0   0.250  -6.1214  -2.2430  -0.7271
 B80  H22A  H  HCH2  0   0.248  -5.2000  -3.0363  -1.9904
 B80  H19   H  HCH3  0   0.248  -6.5176  -4.5755  -0.4558
 B80  H19A  H  HCH3  0   0.236  -4.8140  -4.9895  -0.5111
 B80  H19B  H  HCH3  0   0.230  -5.4639  -4.1122   0.8751
 B80  H21   H  HCH2  0   0.286  -4.4355   0.4196  -2.5189
 B80  H21A  H  HCH2  0   0.289  -5.6018  -0.7307  -1.9486
 B80  H1    H  HCR6  0   0.262  -4.6633   2.6105  -1.7751
 B80  H5    H  HCR6  0   0.279  -5.4834   4.2813  -0.1532
 B80  H2    H  HCR6  0   0.259  -6.0191  -0.5380   0.7936
 B80  H6    H  HCR6  0   0.280  -6.8103   1.1223   2.4156

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
 B80  O31  S35   double    1.452  0.020  1.452
 B80  S35  O30   double    1.452  0.020  1.452
 B80  S35  C20   single    1.776  0.020  1.776
 B80  S35  N26   single    1.669  0.020  1.669
 B80  N26  C10   single    1.413  0.020  1.413
 B80  C10  C4    aromatic  1.399  0.020  1.399
 B80  C10  C7    aromatic  1.384  0.020  1.384
 B80  C4   C3    aromatic  1.377  0.020  1.377
 B80  C3   C9    aromatic  1.400  0.020  1.400
 B80  C7   C12   aromatic  1.389  0.020  1.389
 B80  C12  C9    aromatic  1.399  0.020  1.399
 B80  C12  S34   single    1.744  0.020  1.744
 B80  C9   N23   single    1.374  0.020  1.374
 B80  N23  C15   double    1.304  0.020  1.304
 B80  S34  O28   double    1.451  0.020  1.451
 B80  S34  O29   double    1.449  0.020  1.449
 B80  S34  N24   single    1.661  0.020  1.661
 B80  N24  C15   single    1.362  0.020  1.362
 B80  C15  C13   single    1.452  0.020  1.452
 B80  C13  C14   double    1.377  0.020  1.377
 B80  C13  C16   single    1.469  0.020  1.469
 B80  C14  O32   single    1.295  0.020  1.295
 B80  C14  C17   single    1.484  0.020  1.484
 B80  C17  C18   single    1.519  0.020  1.519
 B80  C18  C22   single    1.528  0.020  1.528
 B80  C18  N25   single    1.471  0.020  1.471
 B80  C22  C19   single    1.524  0.020  1.524
 B80  C16  O27   double    1.239  0.020  1.239
 B80  C16  N25   single    1.352  0.020  1.352
 B80  N25  C21   single    1.461  0.020  1.461
 B80  C21  C8    single    1.509  0.020  1.509
 B80  C8   C1    aromatic  1.391  0.020  1.391
 B80  C8   C2    aromatic  1.393  0.020  1.393
 B80  C1   C5    aromatic  1.388  0.020  1.388
 B80  C5   C11   aromatic  1.380  0.020  1.380
 B80  C2   C6    aromatic  1.387  0.020  1.387
 B80  C6   C11   aromatic  1.382  0.020  1.382
 B80  C11  F33   single    1.343  0.020  1.343
 B80  C20  H20   single    0.970  0.020  1.090
 B80  C20  H20A  single    0.970  0.020  1.090
 B80  C20  H20B  single    0.970  0.020  1.090
 B80  N26  HN26  single    0.890  0.020  1.040
 B80  C4   H4    single    0.930  0.020  1.080
 B80  C3   H3    single    0.930  0.020  1.080
 B80  C7   H7    single    0.930  0.020  1.080
 B80  N24  HN24  single    0.890  0.020  1.040
 B80  O32  HO32  single    0.850  0.020  0.980
 B80  C17  H17   single    0.970  0.020  1.090
 B80  C17  H17A  single    0.970  0.020  1.090
 B80  C18  H18   single    0.970  0.020  1.090
 B80  C22  H22   single    0.970  0.020  1.090
 B80  C22  H22A  single    0.970  0.020  1.090
 B80  C19  H19   single    0.970  0.020  1.090
 B80  C19  H19A  single    0.970  0.020  1.090
 B80  C19  H19B  single    0.970  0.020  1.090
 B80  C21  H21   single    0.970  0.020  1.090
 B80  C21  H21A  single    0.970  0.020  1.090
 B80  C1   H1    single    0.930  0.020  1.080
 B80  C5   H5    single    0.930  0.020  1.080
 B80  C2   H2    single    0.930  0.020  1.080
 B80  C6   H6    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
 B80  N26   S35  C20   105.97  3.000
 B80  N26   S35  O30   105.65  3.000
 B80  C20   S35  O30   109.02  3.000
 B80  N26   S35  O31   107.08  3.000
 B80  C20   S35  O31   108.37  3.000
 B80  O30   S35  O31   119.89  3.000
 B80  H20B  C20  H20A  109.98  3.000
 B80  H20B  C20  H20   109.74  3.000
 B80  H20A  C20  H20   110.55  3.000
 B80  H20B  C20  S35   107.78  3.000
 B80  H20A  C20  S35   109.22  3.000
 B80  H20   C20  S35   109.52  3.000
 B80  HN26  N26  C10   114.92  3.000
 B80  HN26  N26  S35   111.74  3.000
 B80  C10   N26  S35   119.71  3.000
 B80  C7    C10  C4    119.40  3.000
 B80  C7    C10  N26   120.61  3.000
 B80  C4    C10  N26   119.96  3.000
 B80  H4    C4   C3    119.49  3.000
 B80  H4    C4   C10   119.78  3.000
 B80  C3    C4   C10   120.73  3.000
 B80  H3    C3   C9    118.79  3.000
 B80  H3    C3   C4    120.08  3.000
 B80  C9    C3   C4    121.13  3.000
 B80  H7    C7   C12   120.51  3.000
 B80  H7    C7   C10   120.31  3.000
 B80  C12   C7   C10   119.18  3.000
 B80  S34   C12  C9    118.05  3.000
 B80  S34   C12  C7    119.29  3.000
 B80  C9    C12  C7    122.49  3.000
 B80  N23   C9   C12   124.13  3.000
 B80  N23   C9   C3    118.84  3.000
 B80  C12   C9   C3    117.00  3.000
 B80  C15   N23  C9    121.79  3.000
 B80  N24   S34  O29   107.77  3.000
 B80  N24   S34  O28   109.87  3.000
 B80  O29   S34  O28   118.10  3.000
 B80  N24   S34  C12    98.17  3.000
 B80  O29   S34  C12   111.92  3.000
 B80  O28   S34  C12   109.15  3.000
 B80  HN24  N24  C15   113.48  3.000
 B80  HN24  N24  S34   119.84  3.000
 B80  C15   N24  S34   122.18  3.000
 B80  C13   C15  N24   118.36  3.000
 B80  C13   C15  N23   118.64  3.000
 B80  N24   C15  N23   122.93  3.000
 B80  C16   C13  C14   119.43  3.000
 B80  C16   C13  C15   121.04  3.000
 B80  C14   C13  C15   119.39  3.000
 B80  C17   C14  O32   116.14  3.000
 B80  C17   C14  C13   119.74  3.000
 B80  O32   C14  C13   124.10  3.000
 B80  HO32  O32  C14   106.64  3.000
 B80  H17A  C17  H17   107.31  3.000
 B80  H17A  C17  C18   110.03  3.000
 B80  H17   C17  C18   110.44  3.000
 B80  H17A  C17  C14   108.74  3.000
 B80  H17   C17  C14   108.39  3.000
 B80  C18   C17  C14   111.80  3.000
 B80  H18   C18  N25   108.77  3.000
 B80  H18   C18  C22   107.80  3.000
 B80  N25   C18  C22   112.87  3.000
 B80  H18   C18  C17   107.95  3.000
 B80  N25   C18  C17   109.17  3.000
 B80  C22   C18  C17   110.14  3.000
 B80  H22A  C22  H22   106.75  3.000
 B80  H22A  C22  C19   110.05  3.000
 B80  H22   C22  C19   107.65  3.000
 B80  H22A  C22  C18   109.53  3.000
 B80  H22   C22  C18   109.89  3.000
 B80  C19   C22  C18   112.78  3.000
 B80  H19B  C19  H19A  107.99  3.000
 B80  H19B  C19  H19   107.57  3.000
 B80  H19A  C19  H19   107.24  3.000
 B80  H19B  C19  C22   111.37  3.000
 B80  H19A  C19  C22   112.50  3.000
 B80  H19   C19  C22   109.96  3.000
 B80  N25   C16  O27   120.35  3.000
 B80  N25   C16  C13   118.96  3.000
 B80  O27   C16  C13   120.69  3.000
 B80  C21   N25  C16   115.83  3.000
 B80  C21   N25  C18   121.13  3.000
 B80  C16   N25  C18   120.57  3.000
 B80  H21A  C21  H21   105.77  3.000
 B80  H21A  C21  C8    110.19  3.000
 B80  H21   C21  C8    109.65  3.000
 B80  H21A  C21  N25   108.60  3.000
 B80  H21   C21  N25   108.51  3.000
 B80  C8    C21  N25   113.79  3.000
 B80  C2    C8   C1    118.36  3.000
 B80  C2    C8   C21   121.28  3.000
 B80  C1    C8   C21   120.36  3.000
 B80  H1    C1   C5    119.00  3.000
 B80  H1    C1   C8    119.61  3.000
 B80  C5    C1   C8    121.39  3.000
 B80  H5    C5   C11   120.62  3.000
 B80  H5    C5   C1    120.91  3.000
 B80  C11   C5   C1    118.47  3.000
 B80  H2    C2   C6    118.09  3.000
 B80  H2    C2   C8    120.65  3.000
 B80  C6    C2   C8    121.26  3.000
 B80  H6    C6   C11   120.59  3.000
 B80  H6    C6   C2    120.86  3.000
 B80  C11   C6   C2    118.54  3.000
 B80  F33   C11  C6    118.96  3.000
 B80  F33   C11  C5    119.06  3.000
 B80  C6    C11  C5    121.98  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
 B80  CONST_01  C9    C3   C4   C10     0.00   0.0  0
 B80  CONST_02  C9    C12  C7   C10     0.00   0.0  0
 B80  CONST_03  C12   C7   C10  C4      0.00   0.0  0
 B80  CONST_04  C12   C9   C3   C4      0.00   0.0  0
 B80  CONST_05  C7    C10  C4   C3      0.00   0.0  0
 B80  CONST_06  C7    C12  C9   C3      0.00   0.0  0
 B80  CONST_07  C11   C5   C1   C8      0.00   0.0  0
 B80  CONST_08  C11   C6   C2   C8      0.00   0.0  0
 B80  CONST_09  C6    C2   C8   C1      0.00   0.0  0
 B80  CONST_10  C6    C11  C5   C1      0.00   0.0  0
 B80  CONST_11  C2    C8   C1   C5      0.00   0.0  0
 B80  CONST_12  C2    C6   C11  C5      0.00   0.0  0
 B80  CONST_13  N24   C15  N23  C9      0.00   0.0  0
 B80  CONST_14  C13   C15  N23  C9    180.00   0.0  0
 B80  CONST_17  C18   N25  C16  C13     0.00   0.0  0
 B80  CONST_18  C3    C4   C10  N26   180.00   0.0  0
 B80  CONST_19  C12   C7   C10  N26   180.00   0.0  0
 B80  CONST_20  C5    C1   C8   C21   180.00   0.0  0
 B80  CONST_21  C6    C2   C8   C21   180.00   0.0  0
 B80  CONST_22  F33   C11  C5   C1    180.00   0.0  0
 B80  CONST_23  F33   C11  C6   C2    180.00   0.0  0
 B80  CONST_24  C21   N25  C16  C13   180.00   0.0  0
 B80  CONST_25  O27   C16  N25  C18   180.00   0.0  0
 B80  CONST_26  H3    C3   C4   C10   180.00   0.0  0
 B80  CONST_27  H7    C7   C10  C4    180.00   0.0  0
 B80  CONST_28  H4    C4   C10  C7    180.00   0.0  0
 B80  CONST_29  H5    C5   C1   C8    180.00   0.0  0
 B80  CONST_30  H6    C6   C2   C8    180.00   0.0  0
 B80  CONST_31  H2    C2   C8   C1    180.00   0.0  0
 B80  CONST_32  H1    C1   C8   C2    180.00   0.0  0
 B80  CONST_33  HN24  N24  C15  N23   180.00   0.0  0
 B80  CONST_36  C21   N25  C16  O27     0.00   0.0  0
 B80  Var_01    C14   C13  C15  N23    -4.73  30.0  2
 B80  Var_02    C17   C14  C13  C15  -176.57  30.0  1
 B80  Var_03    N25   C16  C13  C15  -172.79  30.0  1
 B80  Var_04    C18   C17  C14  C13   -30.76  30.0  1
 B80  Var_05    O28   S34  C12  C7    -90.95  30.0  1
 B80  Var_06    C15   N24  S34  O28   -74.68  30.0  1
 B80  Var_07    C8    C21  N25  C18    88.14  30.0  3
 B80  Var_08    C1    C8   C21  N25   116.43  30.0  2
 B80  Var_09    C10   N26  S35  O31   -47.99  30.0  3
 B80  Var_10    H19   C19  C22  C18   169.72  30.0  3
 B80  Var_11    H20   C20  S35  O31    55.06  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
 B80  chir_01  C18  C17  C22  N25  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
 B80  plan-1  C21   0.020
 B80  plan-1  C8    0.020
 B80  plan-1  C1    0.020
 B80  plan-1  C5    0.020
 B80  plan-1  C2    0.020
 B80  plan-1  C6    0.020
 B80  plan-1  C11   0.020
 B80  plan-1  F33   0.020
 B80  plan-1  H1    0.020
 B80  plan-1  H5    0.020
 B80  plan-1  H2    0.020
 B80  plan-1  H6    0.020
 B80  plan-2  S35   0.020
 B80  plan-2  N26   0.020
 B80  plan-2  C10   0.020
 B80  plan-2  HN26  0.020
 B80  plan-3  N26   0.020
 B80  plan-3  C10   0.020
 B80  plan-3  C4    0.020
 B80  plan-3  C3    0.020
 B80  plan-3  C7    0.020
 B80  plan-3  C12   0.020
 B80  plan-3  C9    0.020
 B80  plan-3  N23   0.020
 B80  plan-3  S34   0.020
 B80  plan-3  N24   0.020
 B80  plan-3  C15   0.020
 B80  plan-3  C13   0.020
 B80  plan-3  H4    0.020
 B80  plan-3  H3    0.020
 B80  plan-3  H7    0.020
 B80  plan-3  HN24  0.020
 B80  plan-4  C13   0.020
 B80  plan-4  C18   0.020
 B80  plan-4  C16   0.020
 B80  plan-4  O27   0.020
 B80  plan-4  N25   0.020
 B80  plan-4  C21   0.020

