# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 03:06:51 2020
#   Inital geometry file: a 162 line input string
#   Ligand name: N-({3-[(5S)-5-tert-butyl-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxido-1,2-benzisothiazol-7-yl}methyl)methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)[C@@H]1N(Cc2ccc(F)cc2)C(=O)C(=C1O)C3=N[S](=O)(=O)c4c(CN[S](C)(=O)=O)cccc34
#
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
 H5U  H5U  N-({3-[(5S)-5-tert-butyl-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxido-1,2-benzisothiazol-7-yl}methyl)methanesulfonamide  ligand  62  36  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H5U
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
 H5U  C1    C  CR5   0  -0.320   1.3675   0.3485  -0.0215
 H5U  C2    C  CR5   0   0.418   2.1399   1.2613   0.6627
 H5U  C3    C  CR15  0  -0.113   3.5353   1.3013   0.1254
 H5U  N4    N  NR5   0  -0.498   3.5110   0.1855  -0.8041
 H5U  C5    C  CR5   0   0.542   2.2753  -0.3939  -0.9075
 H5U  O6    O  O     0  -0.470   2.0352  -1.3832  -1.5768
 H5U  O7    O  OH1   0  -0.538   1.7714   2.0387   1.6221
 H5U  C8    C  CH2   0  -0.411   4.7039  -0.5961  -1.0923
 H5U  C9    C  CR6   0   0.099   5.3236  -1.1762   0.1544
 H5U  C10   C  CT    0  -0.082   3.8882   2.6826  -0.5183
 H5U  C11   C  CR16  0  -0.363  -0.9578  -1.4204  -1.5640
 H5U  C12   C  CR16  0  -0.207  -2.1153  -2.0433  -2.0254
 H5U  C13   C  CR16  0  -0.285  -3.3331  -1.8715  -1.3885
 H5U  C14   C  CR6   0   0.135  -3.4432  -1.0650  -0.2541
 H5U  C15   C  CR56  0   0.168  -1.0458  -0.6179  -0.4393
 H5U  C16   C  CR56  0  -0.288  -2.2840  -0.4614   0.1762
 H5U  S17   S  S     0   1.414  -2.1084   0.6733   1.5171
 H5U  N18   N  N     0  -0.766  -0.4893   0.9147   1.2556
 H5U  C19   C  CR5   0   0.496  -0.0248   0.2042   0.2590
 H5U  O21   O  OS    0  -0.630  -2.2948   0.0274   2.8032
 H5U  C22   C  CH3   0  -0.648   4.0284   3.7419   0.5787
 H5U  C23   C  CH3   0  -0.668   5.2330   2.5782  -1.2396
 H5U  C24   C  CH3   0  -0.661   2.8189   3.1056  -1.5242
 H5U  C25   C  CR16  0  -0.278   4.6511  -2.1436   0.8991
 H5U  C26   C  CR16  0  -0.395   5.2040  -2.6660   2.0574
 H5U  C27   C  CR6   0   0.519   6.4448  -2.2085   2.4628
 H5U  C28   C  CR16  0  -0.396   7.1425  -1.2538   1.7521
 H5U  C29   C  CR16  0  -0.286   6.5681  -0.7408   0.5958
 H5U  F30   F  F     0  -0.315   6.9875  -2.7137   3.5820
 H5U  C31   C  CH2   0  -0.412  -4.7721  -0.8350   0.4106
 H5U  N32   N  NC1   0  -0.728  -5.5321   0.1164  -0.3891
 H5U  S33   S  S     0   1.344  -7.1781   0.1635  -0.2696
 H5U  C34   C  CH3   0  -0.799  -7.5636   0.7862   1.3500
 H5U  O35   O  OS    0  -0.663  -7.6273   1.1330  -1.2543
 H5U  O36   O  OS    0  -0.667  -7.6457  -1.2121  -0.3457
 H5U  H3    H  HCR5  0   0.307   4.2526   1.1053   0.9328
 H5U  HO7   H  HOH1  0   0.513   0.8037   1.8606   1.8021
 H5U  H8    H  HCH2  0   0.290   4.4097  -1.3891  -1.7786
 H5U  H8A   H  HCH2  0   0.277   5.4344   0.0117  -1.6201
 H5U  H11   H  HCR6  0   0.300  -0.0185  -1.5663  -2.0721
 H5U  H12   H  HCR6  0   0.286  -2.0596  -2.6742  -2.9017
 H5U  H13   H  HCR6  0   0.284  -4.2144  -2.3699  -1.7724
 H5U  H22   H  HCH3  0   0.231   4.7274   3.4262   1.3562
 H5U  H22A  H  HCH3  0   0.236   4.4200   4.6612   0.1409
 H5U  H22B  H  HCH3  0   0.243   3.0829   3.9917   1.0553
 H5U  H23   H  HCH3  0   0.241   5.1761   1.9603  -2.1354
 H5U  H23A  H  HCH3  0   0.250   5.5483   3.5727  -1.5585
 H5U  H23B  H  HCH3  0   0.231   6.0169   2.1812  -0.5903
 H5U  H24   H  HCH3  0   0.235   1.8523   3.2954  -1.0539
 H5U  H24A  H  HCH3  0   0.245   3.1218   4.0329  -2.0131
 H5U  H24B  H  HCH3  0   0.237   2.6806   2.3557  -2.3048
 H5U  H25   H  HCR6  0   0.266   3.6854  -2.5102   0.5729
 H5U  H26   H  HCR6  0   0.282   4.6816  -3.4190   2.6325
 H5U  H28   H  HCR6  0   0.282   8.1122  -0.9135   2.0903
 H5U  H29   H  HCR6  0   0.266   7.1069   0.0100   0.0306
 H5U  H31   H  HCH2  0   0.305  -5.3166  -1.7773   0.4463
 H5U  H31A  H  HCH2  0   0.265  -4.6448  -0.5072   1.4457
 H5U  HN32  H  HNC1  0   0.414  -5.1190   1.0417  -0.4481
 H5U  H34   H  HCH3  0   0.295  -7.1778   1.7980   1.4487
 H5U  H34A  H  HCH3  0   0.308  -8.6471   0.7902   1.4591
 H5U  H34B  H  HCH3  0   0.293  -7.1239   0.1378   2.1052
 H5U  O20   O  OS    0  -0.631  -2.8508   1.8929   1.2526

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
 H5U  C1   C2    double    1.378  0.020  1.378
 H5U  C1   C5    single    1.470  0.020  1.470
 H5U  C1   C19   single    1.428  0.020  1.428
 H5U  C2   C3    single    1.496  0.020  1.496
 H5U  C2   O7    single    1.289  0.020  1.289
 H5U  C3   N4    single    1.452  0.020  1.452
 H5U  C3   C10   single    1.564  0.020  1.564
 H5U  N4   C5    single    1.369  0.020  1.369
 H5U  N4   C8    single    1.455  0.020  1.455
 H5U  C5   O6    double    1.218  0.020  1.218
 H5U  C8   C9    single    1.508  0.020  1.508
 H5U  C9   C25   aromatic  1.394  0.020  1.394
 H5U  C9   C29   aromatic  1.390  0.020  1.390
 H5U  C10  C22   single    1.531  0.020  1.531
 H5U  C10  C23   single    1.530  0.020  1.530
 H5U  C10  C24   single    1.528  0.020  1.528
 H5U  C11  C12   aromatic  1.393  0.020  1.393
 H5U  C11  C15   aromatic  1.384  0.020  1.384
 H5U  C12  C13   aromatic  1.385  0.020  1.385
 H5U  C13  C14   aromatic  1.396  0.020  1.396
 H5U  C14  C16   aromatic  1.376  0.020  1.376
 H5U  C14  C31   single    1.504  0.020  1.504
 H5U  C15  C16   aromatic  1.392  0.020  1.392
 H5U  C15  C19   single    1.485  0.020  1.485
 H5U  C16  S17   single    1.765  0.020  1.765
 H5U  S17  N18   single    1.658  0.020  1.658
 H5U  S17  O20   double    1.452  0.020  1.452
 H5U  S17  O21   double    1.451  0.020  1.451
 H5U  N18  C19   double    1.309  0.020  1.309
 H5U  C25  C26   aromatic  1.386  0.020  1.386
 H5U  C26  C27   aromatic  1.383  0.020  1.383
 H5U  C27  C28   aromatic  1.380  0.020  1.380
 H5U  C27  F30   single    1.343  0.020  1.343
 H5U  C28  C29   aromatic  1.389  0.020  1.389
 H5U  C31  N32   single    1.457  0.020  1.457
 H5U  N32  S33   single    1.651  0.020  1.651
 H5U  S33  C34   single    1.778  0.020  1.778
 H5U  S33  O35   double    1.453  0.020  1.453
 H5U  S33  O36   double    1.455  0.020  1.455
 H5U  C3   H3    single    0.970  0.020  1.090
 H5U  O7   HO7   single    0.850  0.020  0.980
 H5U  C8   H8    single    0.970  0.020  1.090
 H5U  C8   H8A   single    0.970  0.020  1.090
 H5U  C11  H11   single    0.930  0.020  1.080
 H5U  C12  H12   single    0.930  0.020  1.080
 H5U  C13  H13   single    0.930  0.020  1.080
 H5U  C22  H22   single    0.970  0.020  1.090
 H5U  C22  H22A  single    0.970  0.020  1.090
 H5U  C22  H22B  single    0.970  0.020  1.090
 H5U  C23  H23   single    0.970  0.020  1.090
 H5U  C23  H23A  single    0.970  0.020  1.090
 H5U  C23  H23B  single    0.970  0.020  1.090
 H5U  C24  H24   single    0.970  0.020  1.090
 H5U  C24  H24A  single    0.970  0.020  1.090
 H5U  C24  H24B  single    0.970  0.020  1.090
 H5U  C25  H25   single    0.930  0.020  1.080
 H5U  C26  H26   single    0.930  0.020  1.080
 H5U  C28  H28   single    0.930  0.020  1.080
 H5U  C29  H29   single    0.930  0.020  1.080
 H5U  C31  H31   single    0.970  0.020  1.090
 H5U  C31  H31A  single    0.970  0.020  1.090
 H5U  N32  HN32  single    0.890  0.020  1.040
 H5U  C34  H34   single    0.970  0.020  1.090
 H5U  C34  H34A  single    0.970  0.020  1.090
 H5U  C34  H34B  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
 H5U  C19   C1   C5    132.05  3.000
 H5U  C19   C1   C2    121.08  3.000
 H5U  C5    C1   C2    106.72  3.000
 H5U  O7    C2   C3    121.20  3.000
 H5U  O7    C2   C1    127.53  3.000
 H5U  C3    C2   C1    111.25  3.000
 H5U  H3    C3   C10   108.24  3.000
 H5U  H3    C3   N4    110.15  3.000
 H5U  C10   C3   N4    114.76  3.000
 H5U  H3    C3   C2    109.92  3.000
 H5U  C10   C3   C2    112.45  3.000
 H5U  N4    C3   C2    101.16  3.000
 H5U  C8    N4   C5    119.85  3.000
 H5U  C8    N4   C3    121.72  3.000
 H5U  C5    N4   C3    112.87  3.000
 H5U  O6    C5   N4    124.27  3.000
 H5U  O6    C5   C1    128.29  3.000
 H5U  N4    C5   C1    107.35  3.000
 H5U  HO7   O7   C2    107.65  3.000
 H5U  H8A   C8   H8    106.42  3.000
 H5U  H8A   C8   C9    109.89  3.000
 H5U  H8    C8   C9    110.59  3.000
 H5U  H8A   C8   N4    110.29  3.000
 H5U  H8    C8   N4    107.13  3.000
 H5U  C9    C8   N4    112.32  3.000
 H5U  C29   C9   C25   118.66  3.000
 H5U  C29   C9   C8    120.65  3.000
 H5U  C25   C9   C8    120.69  3.000
 H5U  C24   C10  C23   108.89  3.000
 H5U  C24   C10  C22   110.13  3.000
 H5U  C23   C10  C22   107.73  3.000
 H5U  C24   C10  C3    110.95  3.000
 H5U  C23   C10  C3    109.40  3.000
 H5U  C22   C10  C3    109.68  3.000
 H5U  H11   C11  C15   121.12  3.000
 H5U  H11   C11  C12   120.49  3.000
 H5U  C15   C11  C12   118.39  3.000
 H5U  H12   C12  C13   119.37  3.000
 H5U  H12   C12  C11   119.11  3.000
 H5U  C13   C12  C11   121.52  3.000
 H5U  H13   C13  C14   119.33  3.000
 H5U  H13   C13  C12   119.71  3.000
 H5U  C14   C13  C12   120.97  3.000
 H5U  C31   C14  C16   122.64  3.000
 H5U  C31   C14  C13   121.14  3.000
 H5U  C16   C14  C13   116.17  3.000
 H5U  C19   C15  C16   109.97  3.000
 H5U  C19   C15  C11   131.23  3.000
 H5U  C16   C15  C11   118.75  3.000
 H5U  S17   C16  C15   108.64  3.000
 H5U  S17   C16  C14   127.11  3.000
 H5U  C15   C16  C14   124.20  3.000
 H5U  O21   S17  O20   118.01  3.000
 H5U  O21   S17  N18   109.27  3.000
 H5U  O20   S17  N18   110.39  3.000
 H5U  O21   S17  C16   111.98  3.000
 H5U  O20   S17  C16   110.53  3.000
 H5U  N18   S17  C16    94.07  3.000
 H5U  C19   N18  S17   112.81  3.000
 H5U  N18   C19  C15   114.48  3.000
 H5U  N18   C19  C1    116.15  3.000
 H5U  C15   C19  C1    129.35  3.000
 H5U  H22B  C22  H22A  107.12  3.000
 H5U  H22B  C22  H22   108.11  3.000
 H5U  H22A  C22  H22   107.43  3.000
 H5U  H22B  C22  C10   113.14  3.000
 H5U  H22A  C22  C10   109.16  3.000
 H5U  H22   C22  C10   111.63  3.000
 H5U  H23B  C23  H23A  107.31  3.000
 H5U  H23B  C23  H23   108.66  3.000
 H5U  H23A  C23  H23   106.96  3.000
 H5U  H23B  C23  C10   112.04  3.000
 H5U  H23A  C23  C10   109.26  3.000
 H5U  H23   C23  C10   112.36  3.000
 H5U  H24B  C24  H24A  107.38  3.000
 H5U  H24B  C24  H24   108.38  3.000
 H5U  H24A  C24  H24   106.92  3.000
 H5U  H24B  C24  C10   111.68  3.000
 H5U  H24A  C24  C10   109.64  3.000
 H5U  H24   C24  C10   112.59  3.000
 H5U  H25   C25  C26   118.68  3.000
 H5U  H25   C25  C9    120.28  3.000
 H5U  C26   C25  C9    121.04  3.000
 H5U  H26   C26  C27   120.50  3.000
 H5U  H26   C26  C25   120.93  3.000
 H5U  C27   C26  C25   118.57  3.000
 H5U  F30   C27  C28   119.04  3.000
 H5U  F30   C27  C26   118.85  3.000
 H5U  C28   C27  C26   122.11  3.000
 H5U  H28   C28  C29   120.98  3.000
 H5U  H28   C28  C27   120.66  3.000
 H5U  C29   C28  C27   118.37  3.000
 H5U  H29   C29  C28   118.98  3.000
 H5U  H29   C29  C9    119.77  3.000
 H5U  C28   C29  C9    121.25  3.000
 H5U  H31A  C31  H31   106.66  3.000
 H5U  H31A  C31  N32   112.62  3.000
 H5U  H31   C31  N32   108.80  3.000
 H5U  H31A  C31  C14   111.19  3.000
 H5U  H31   C31  C14   108.91  3.000
 H5U  N32   C31  C14   108.56  3.000
 H5U  HN32  N32  S33   112.58  3.000
 H5U  HN32  N32  C31   114.51  3.000
 H5U  S33   N32  C31   119.93  3.000
 H5U  O36   S33  O35   119.74  3.000
 H5U  O36   S33  C34   108.01  3.000
 H5U  O35   S33  C34   108.46  3.000
 H5U  O36   S33  N32   106.84  3.000
 H5U  O35   S33  N32   106.15  3.000
 H5U  C34   S33  N32   106.99  3.000
 H5U  H34B  C34  H34A  109.56  3.000
 H5U  H34B  C34  H34   110.37  3.000
 H5U  H34A  C34  H34   109.90  3.000
 H5U  H34B  C34  S33   109.63  3.000
 H5U  H34A  C34  S33   107.96  3.000
 H5U  H34   C34  S33   109.37  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
 H5U  CONST_01  C27  C26  C25  C9     0.00   0.0  0
 H5U  CONST_02  C27  C28  C29  C9     0.00   0.0  0
 H5U  CONST_03  C14  C13  C12  C11    0.00   0.0  0
 H5U  CONST_04  C14  C16  C15  C11    0.00   0.0  0
 H5U  CONST_05  C16  C15  C11  C12    0.00   0.0  0
 H5U  CONST_06  C16  C14  C13  C12    0.00   0.0  0
 H5U  CONST_07  C15  C11  C12  C13    0.00   0.0  0
 H5U  CONST_08  C15  C16  C14  C13    0.00   0.0  0
 H5U  CONST_09  C28  C29  C9   C25    0.00   0.0  0
 H5U  CONST_10  C28  C27  C26  C25    0.00   0.0  0
 H5U  CONST_11  C29  C9   C25  C26    0.00   0.0  0
 H5U  CONST_12  C29  C28  C27  C26    0.00   0.0  0
 H5U  CONST_13  C3   N4   C5   C1     0.00   0.0  0
 H5U  CONST_14  C26  C25  C9   C8   180.00   0.0  0
 H5U  CONST_15  C28  C29  C9   C8   180.00   0.0  0
 H5U  CONST_16  C31  C14  C13  C12  180.00   0.0  0
 H5U  CONST_17  C31  C14  C16  C15  180.00   0.0  0
 H5U  CONST_18  C31  C14  C16  S17    0.00   0.0  0
 H5U  CONST_19  F30  C27  C26  C25  180.00   0.0  0
 H5U  CONST_20  F30  C27  C28  C29  180.00   0.0  0
 H5U  CONST_22  O6   C5   N4   C3   180.00   0.0  0
 H5U  CONST_23  H26  C26  C25  C9   180.00   0.0  0
 H5U  CONST_24  H28  C28  C29  C9   180.00   0.0  0
 H5U  CONST_25  H13  C13  C12  C11  180.00   0.0  0
 H5U  CONST_26  H11  C11  C12  C13  180.00   0.0  0
 H5U  CONST_27  H12  C12  C13  C14  180.00   0.0  0
 H5U  CONST_28  H29  C29  C9   C25  180.00   0.0  0
 H5U  CONST_29  H25  C25  C26  C27  180.00   0.0  0
 H5U  Var_01    N4   C5   C1   C2    -5.43  30.0  1
 H5U  Var_02    C15  C19  C1   C2   173.75  30.0  2
 H5U  Var_03    C5   C1   C2   C3     8.21  30.0  1
 H5U  Var_04    C9   C8   N4   C3    56.00  30.0  3
 H5U  Var_05    C25  C9   C8   N4    66.10  30.0  2
 H5U  Var_06    N32  C31  C14  C13  -76.29  30.0  2
 H5U  Var_07    S33  N32  C31  C14  157.45  30.0  3
 H5U  Var_08    H22  C22  C10  C3    52.90  30.0  3
 H5U  Var_09    H23  C23  C10  C3    69.84  30.0  3
 H5U  Var_10    H24  C24  C10  C3    65.25  30.0  3
 H5U  Var_11    C34  S33  N32  C31   68.48  30.0  3
 H5U  Var_12    H34  C34  S33  N32   62.43  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
 H5U  chir_01  C3  C2  N4  C10  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
 H5U  plan-1  C8   0.020
 H5U  plan-1  C9   0.020
 H5U  plan-1  C25  0.020
 H5U  plan-1  C26  0.020
 H5U  plan-1  C27  0.020
 H5U  plan-1  C28  0.020
 H5U  plan-1  C29  0.020
 H5U  plan-1  F30  0.020
 H5U  plan-1  H25  0.020
 H5U  plan-1  H26  0.020
 H5U  plan-1  H28  0.020
 H5U  plan-1  H29  0.020
 H5U  plan-2  C1   0.020
 H5U  plan-2  C11  0.020
 H5U  plan-2  C12  0.020
 H5U  plan-2  C13  0.020
 H5U  plan-2  C14  0.020
 H5U  plan-2  C15  0.020
 H5U  plan-2  C16  0.020
 H5U  plan-2  S17  0.020
 H5U  plan-2  N18  0.020
 H5U  plan-2  C19  0.020
 H5U  plan-2  O21  0.020
 H5U  plan-2  C31  0.020
 H5U  plan-2  H11  0.020
 H5U  plan-2  H12  0.020
 H5U  plan-2  H13  0.020
 H5U  plan-2  O20  0.020
 H5U  plan-3  C1   0.020
 H5U  plan-3  C3   0.020
 H5U  plan-3  N4   0.020
 H5U  plan-3  C5   0.020
 H5U  plan-3  O6   0.020
 H5U  plan-3  C8   0.020

