# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 09:10:43 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: (4S)-1-[(4-butoxyphenyl)sulfonyl]-N-hydroxy-4-[(methylsulfonyl)amino]-D-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1ccc(cc1)[S](=O)(=O)N2C[C@H](C[C@@H]2C(=O)NO)N[S](C)(=O)=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
 111  111  (4S)-1-[(4-butoxyphenyl)sulfonyl]-N-hydroxy-4-[(methylsulfonyl)amino]-D-prolinamide  ligand  53  28  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_111
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
 111  O5    O  OS    0  -0.668  -5.5560   1.5912  -0.7306
 111  S2    S  S     0   1.345  -4.4470   2.5275  -0.8302
 111  O4    O  OS    0  -0.669  -4.5071   3.6169  -1.7910
 111  C13   C  CH3   0  -0.799  -4.1732   3.2277   0.7808
 111  N2    N  NC1   0  -0.753  -3.1100   1.6552  -1.2225
 111  C17   C  CH1   0  -0.101  -2.7919   0.3951  -0.5908
 111  C11   C  CH2   0  -0.254  -1.8568   0.4899   0.6173
 111  C9    C  CH2   0  -0.476  -2.0256  -0.5243  -1.5391
 111  C8    C  CH1   0  -0.237  -1.3567  -1.5473  -0.6126
 111  C20   C  C     0   0.565  -2.1904  -2.8175  -0.4989
 111  OB    O  O     0  -0.460  -3.2672  -2.8386   0.0634
 111  NA    N  NH1   0  -0.371  -1.6516  -3.8569  -1.1530
 111  OA    O  OH1   0  -0.539  -2.2399  -5.0819  -1.0907
 111  N1    N  N     0  -0.595  -1.3326  -0.8652   0.6784
 111  S1    S  S     0   1.391  -0.2260  -1.3118   1.8020
 111  O1    O  OS    0  -0.647  -0.6270  -0.6920   3.0530
 111  O2    O  OS    0  -0.647  -0.1166  -2.7582   1.6907
 111  C1    C  CR6   0  -0.221   1.3105  -0.6078   1.3092
 111  C2    C  CR16  0  -0.224   1.6326   0.6939   1.6927
 111  C3    C  CR16  0  -0.336   2.8193   1.2552   1.2748
 111  C4    C  CR6   0   0.411   3.7062   0.5261   0.4731
 111  C5    C  CR16  0  -0.373   3.3783  -0.7768   0.0946
 111  C6    C  CR16  0  -0.221   2.1839  -1.3382   0.5158
 111  O3    O  O2    0  -0.463   4.8357   1.1485   0.1283
 111  C7    C  CH2   0  -0.179   5.8105   0.4527  -0.6428
 111  C10   C  CH2   0  -0.452   7.0005   1.3657  -0.8415
 111  C12   C  CH2   0  -0.431   8.0934   0.6824  -1.6563
 111  C14   C  CH3   0  -0.662   9.3046   1.5805  -1.8635
 111  H131  H  HCH3  0   0.295  -3.2762   3.8421   0.7564
 111  H132  H  HCH3  0   0.308  -5.0370   3.8423   1.0304
 111  H133  H  HCH3  0   0.288  -4.0714   2.4317   1.5146
 111  HN2   H  HNC1  0   0.418  -2.3212   2.2280  -1.5032
 111  H17   H  HCH1  0   0.296  -3.7231  -0.0855  -0.2901
 111  H111  H  HCH2  0   0.279  -2.3763   0.7474   1.5386
 111  H112  H  HCH2  0   0.248  -1.0756   1.2380   0.4320
 111  H91   H  HCH2  0   0.291  -2.6654  -0.9827  -2.2914
 111  H92   H  HCH2  0   0.276  -1.2520   0.0437  -2.0601
 111  H8    H  HCH1  0   0.292  -0.3493  -1.7679  -0.9820
 111  HNA   H  HNH1  0   0.417  -0.6931  -3.8622  -1.4709
 111  HOA   H  HOH1  0   0.480  -2.7704  -5.1672  -1.8937
 111  H2    H  HCR6  0   0.287   0.9721   1.2690   2.3276
 111  H3    H  HCR6  0   0.279   3.0778   2.2620   1.5760
 111  H5    H  HCR6  0   0.295   4.0388  -1.3721  -0.5192
 111  H6    H  HCR6  0   0.286   1.9562  -2.3551   0.2266
 111  H71   H  HCH2  0   0.229   5.3874   0.1611  -1.6105
 111  H72   H  HCH2  0   0.229   6.1158  -0.4619  -0.1227
 111  H101  H  HCH2  0   0.231   7.4008   1.6624   0.1324
 111  H102  H  HCH2  0   0.231   6.6829   2.2805  -1.3500
 111  H121  H  HCH2  0   0.221   7.6902   0.3806  -2.6274
 111  H122  H  HCH2  0   0.221   8.3997  -0.2393  -1.1531
 111  H141  H  HCH3  0   0.220   9.7466   1.8727  -0.9092
 111  H142  H  HCH3  0   0.230  10.0767   1.0790  -2.4472
 111  H143  H  HCH3  0   0.220   9.0301   2.4944  -2.3934

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
 111  O5   S2    double    1.455  0.020  1.455
 111  S2   O4    double    1.454  0.020  1.454
 111  S2   C13   single    1.778  0.020  1.778
 111  S2   N2    single    1.644  0.020  1.644
 111  C13  H131  single    0.970  0.020  1.090
 111  C13  H132  single    0.970  0.020  1.090
 111  C13  H133  single    0.970  0.020  1.090
 111  N2   C17   single    1.445  0.020  1.445
 111  N2   HN2   single    0.890  0.020  1.040
 111  C17  C11   single    1.531  0.020  1.531
 111  C17  C9    single    1.527  0.020  1.527
 111  C17  H17   single    0.970  0.020  1.090
 111  C11  N1    single    1.454  0.020  1.454
 111  C11  H111  single    0.970  0.020  1.090
 111  C11  H112  single    0.970  0.020  1.090
 111  C9   C8    single    1.534  0.020  1.534
 111  C9   H91   single    0.970  0.020  1.090
 111  C9   H92   single    0.970  0.020  1.090
 111  C8   C20   single    1.524  0.020  1.524
 111  C8   N1    single    1.460  0.020  1.460
 111  C8   H8    single    0.970  0.020  1.090
 111  C20  OB    double    1.215  0.020  1.215
 111  C20  NA    single    1.341  0.020  1.341
 111  NA   OA    single    1.360  0.020  1.360
 111  NA   HNA   single    0.860  0.020  1.020
 111  OA   HOA   single    0.850  0.020  0.980
 111  N1   S1    single    1.639  0.020  1.639
 111  S1   O1    double    1.453  0.020  1.453
 111  S1   O2    double    1.455  0.020  1.455
 111  S1   C1    single    1.760  0.020  1.760
 111  C1   C2    aromatic  1.395  0.020  1.395
 111  C1   C6    aromatic  1.388  0.020  1.388
 111  C2   C3    aromatic  1.378  0.020  1.378
 111  C2   H2    single    0.930  0.020  1.080
 111  C3   C4    aromatic  1.400  0.020  1.400
 111  C3   H3    single    0.930  0.020  1.080
 111  C4   C5    aromatic  1.396  0.020  1.396
 111  C4   O3    single    1.335  0.020  1.335
 111  C5   C6    aromatic  1.385  0.020  1.385
 111  C5   H5    single    0.930  0.020  1.080
 111  C6   H6    single    0.930  0.020  1.080
 111  O3   C7    single    1.424  0.020  1.424
 111  C7   C10   single    1.513  0.020  1.513
 111  C7   H71   single    0.970  0.020  1.090
 111  C7   H72   single    0.970  0.020  1.090
 111  C10  C12   single    1.525  0.020  1.525
 111  C10  H101  single    0.970  0.020  1.090
 111  C10  H102  single    0.970  0.020  1.090
 111  C12  C14   single    1.522  0.020  1.522
 111  C12  H121  single    0.970  0.020  1.090
 111  C12  H122  single    0.970  0.020  1.090
 111  C14  H141  single    0.970  0.020  1.090
 111  C14  H142  single    0.970  0.020  1.090
 111  C14  H143  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
 111  N2    S2   C13   107.46  3.000
 111  N2    S2   O4    105.88  3.000
 111  C13   S2   O4    108.07  3.000
 111  N2    S2   O5    107.15  3.000
 111  C13   S2   O5    107.98  3.000
 111  O4    S2   O5    119.74  3.000
 111  H133  C13  H132  109.43  3.000
 111  H133  C13  H131  110.58  3.000
 111  H132  C13  H131  109.90  3.000
 111  H133  C13  S2    109.74  3.000
 111  H132  C13  S2    107.93  3.000
 111  H131  C13  S2    109.22  3.000
 111  HN2   N2   C17   116.24  3.000
 111  HN2   N2   S2    113.51  3.000
 111  C17   N2   S2    122.51  3.000
 111  H17   C17  C9    109.54  3.000
 111  H17   C17  C11   109.35  3.000
 111  C9    C17  C11   102.76  3.000
 111  H17   C17  N2    108.48  3.000
 111  C9    C17  N2    111.35  3.000
 111  C11   C17  N2    115.18  3.000
 111  H112  C11  H111  108.75  3.000
 111  H112  C11  N1    112.69  3.000
 111  H111  C11  N1    110.91  3.000
 111  H112  C11  C17   110.10  3.000
 111  H111  C11  C17   113.02  3.000
 111  N1    C11  C17   101.28  3.000
 111  H92   C9   H91   107.79  3.000
 111  H92   C9   C8    109.04  3.000
 111  H91   C9   C8    113.13  3.000
 111  H92   C9   C17   109.79  3.000
 111  H91   C9   C17   112.81  3.000
 111  C8    C9   C17   104.20  3.000
 111  H8    C8   N1    112.15  3.000
 111  H8    C8   C20   111.13  3.000
 111  N1    C8   C20   109.42  3.000
 111  H8    C8   C9    109.37  3.000
 111  N1    C8   C9    103.28  3.000
 111  C20   C8   C9    111.25  3.000
 111  NA    C20  OB    124.64  3.000
 111  NA    C20  C8    112.95  3.000
 111  OB    C20  C8    122.28  3.000
 111  HNA   NA   OA    114.84  3.000
 111  HNA   NA   C20   122.61  3.000
 111  OA    NA   C20   120.12  3.000
 111  HOA   OA   NA    106.19  3.000
 111  S1    N1   C8    119.34  3.000
 111  S1    N1   C11   121.74  3.000
 111  C8    N1   C11   113.09  3.000
 111  C1    S1   O2    108.09  3.000
 111  C1    S1   O1    108.14  3.000
 111  O2    S1   O1    120.73  3.000
 111  C1    S1   N1    106.76  3.000
 111  O2    S1   N1    105.62  3.000
 111  O1    S1   N1    106.73  3.000
 111  C6    C1   C2    120.20  3.000
 111  C6    C1   S1    119.93  3.000
 111  C2    C1   S1    119.85  3.000
 111  H2    C2   C3    119.17  3.000
 111  H2    C2   C1    121.10  3.000
 111  C3    C2   C1    119.72  3.000
 111  H3    C3   C4    119.50  3.000
 111  H3    C3   C2    120.02  3.000
 111  C4    C3   C2    120.47  3.000
 111  O3    C4   C5    124.33  3.000
 111  O3    C4   C3    116.17  3.000
 111  C5    C4   C3    119.50  3.000
 111  H5    C5   C6    118.46  3.000
 111  H5    C5   C4    121.65  3.000
 111  C6    C5   C4    119.89  3.000
 111  H6    C6   C5    118.77  3.000
 111  H6    C6   C1    121.01  3.000
 111  C5    C6   C1    120.21  3.000
 111  C7    O3   C4    119.41  3.000
 111  H72   C7   H71   107.75  3.000
 111  H72   C7   C10   110.30  3.000
 111  H71   C7   C10   110.39  3.000
 111  H72   C7   O3    109.96  3.000
 111  H71   C7   O3    110.11  3.000
 111  C10   C7   O3    108.34  3.000
 111  H102  C10  H101  107.06  3.000
 111  H102  C10  C12   109.55  3.000
 111  H101  C10  C12   109.57  3.000
 111  H102  C10  C7    109.71  3.000
 111  H101  C10  C7    109.54  3.000
 111  C12   C10  C7    111.32  3.000
 111  H122  C12  H121  106.21  3.000
 111  H122  C12  C14   109.70  3.000
 111  H121  C12  C14   109.59  3.000
 111  H122  C12  C10   109.42  3.000
 111  H121  C12  C10   109.49  3.000
 111  C14   C12  C10   112.25  3.000
 111  H143  C14  H142  107.66  3.000
 111  H143  C14  H141  107.59  3.000
 111  H142  C14  H141  107.73  3.000
 111  H143  C14  C12   111.10  3.000
 111  H142  C14  C12   111.41  3.000
 111  H141  C14  C12   111.17  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
 111  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 111  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 111  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 111  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 111  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 111  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 111  CONST_07  C3    C2   C1   S1    180.00   0.0  0
 111  CONST_08  C5    C6   C1   S1    180.00   0.0  0
 111  CONST_09  O3    C4   C3   C2    180.00   0.0  0
 111  CONST_10  O3    C4   C5   C6    180.00   0.0  0
 111  CONST_11  H3    C3   C2   C1    180.00   0.0  0
 111  CONST_12  H5    C5   C6   C1    180.00   0.0  0
 111  CONST_13  H6    C6   C1   C2    180.00   0.0  0
 111  CONST_14  H2    C2   C3   C4    180.00   0.0  0
 111  CONST_15  OA    NA   C20  C8    180.00   0.0  0
 111  CONST_17  OA    NA   C20  OB      0.00   0.0  0
 111  Var_01    C8    N1   C11  C17    25.60  30.0  1
 111  Var_02    C1    S1   N1   C11   -74.22  30.0  3
 111  Var_03    C2    C1   S1   N1     86.31  30.0  2
 111  Var_04    C17   N2   S2   O5    -43.78  30.0  3
 111  Var_05    C10   C7   O3   C4   -177.80  30.0  3
 111  Var_06    C12   C10  C7   O3    179.69  30.0  3
 111  Var_07    C14   C12  C10  C7   -179.73  30.0  3
 111  Var_08    H131  C13  S2   O5    173.45  30.0  3
 111  Var_09    H141  C14  C12  C10    59.84  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
 111  chir_01  C17  N2  C11  C9  positiv
 111  chir_02  C8   N1  C20  C9  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
 111  plan-1  S1   0.020
 111  plan-1  C1   0.020
 111  plan-1  C2   0.020
 111  plan-1  C3   0.020
 111  plan-1  C4   0.020
 111  plan-1  C5   0.020
 111  plan-1  C6   0.020
 111  plan-1  O3   0.020
 111  plan-1  H2   0.020
 111  plan-1  H3   0.020
 111  plan-1  H5   0.020
 111  plan-1  H6   0.020
 111  plan-2  C8   0.020
 111  plan-2  C20  0.020
 111  plan-2  OB   0.020
 111  plan-2  NA   0.020
 111  plan-2  OA   0.020
 111  plan-2  HNA  0.020

