# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:23:59 2021
#   Inital geometry file: a 155 line input string
#   Ligand name: 5-(3-{[1-(benzylsulfonyl)piperidin-4-yl]amino}phenyl)-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCN(CC3)[S](=O)(=O)Cc4ccccc4)c2
#
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
 527  527  '5-(3-{[1-(benzylsulfonyl)piperidin-4-yl]amino}phenyl)-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid'  ligand  62  37  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_527
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
 527  S1    S   S2    0   0.318  45.1408  14.2309   0.0790
 527  C2    C   CR5   0  -0.432  45.1271  15.7650   0.8526
 527  C3    C   CR5   0   0.486  45.5834  15.6754   2.1433
 527  C4    C   CR5   0  -0.123  45.9550  14.3463   2.4844
 527  C5    C   CR5   0  -0.197  45.7657  13.4476   1.4710
 527  C6    C   C     0   0.552  44.6435  16.9021   0.0728
 527  O7    O   O     0  -0.442  44.2468  16.7771  -1.0624
 527  O8    O   OH1   0  -0.583  44.6921  18.0494   0.7264
 527  C9    C   CR6   0   0.085  45.9930  11.9997   1.4454
 527  C10   C   CR16  0  -0.395  47.2425  11.4922   1.7728
 527  C11   C   CR6   0   0.411  47.4923  10.1123   1.7525
 527  C12   C   CR16  0  -0.344  46.4342   9.2582   1.4075
 527  C13   C   CR16  0  -0.233  45.1940   9.7772   1.0711
 527  C14   C   CR16  0  -0.334  44.9547  11.1421   1.0787
 527  BR19  BR  BR    0   0.011  46.5298  13.9127   4.2046
 527  O20   O   O2    0  -0.458  45.6314  16.6837   3.0265
 527  C21   C   CH2   0  -0.269  46.8587  17.3893   3.0768
 527  C22   C   C     0   0.508  46.8717  18.3515   4.2372
 527  O25   O   O     0  -0.446  47.8303  19.0460   4.4603
 527  O26   O   OH1   0  -0.573  45.7621  18.3476   4.9467
 527  N29   N   NH1   0  -0.702  48.7598   9.6605   2.0176
 527  C30   C   CH1   0  -0.097  49.0667   8.2884   2.3490
 527  C31   C   CH2   0  -0.435  50.5663   8.0556   2.2187
 527  C32   C   CH2   0  -0.316  50.9260   6.6214   2.5695
 527  N33   N   N     0  -0.574  50.4530   6.3159   3.9222
 527  C34   C   CH2   0  -0.314  49.0034   6.4575   4.0779
 527  C35   C   CH2   0  -0.434  48.6050   7.8878   3.7506
 527  S46   S   S     0   1.371  51.1982   5.0906   4.7352
 527  O47   O   OS    0  -0.660  50.6645   5.0735   6.0890
 527  O48   O   OS    0  -0.660  52.6329   5.2533   4.5521
 527  C49   C   CH2   0  -0.724  50.7073   3.5557   3.9260
 527  C50   C   CR6   0   0.128  51.3581   2.3926   4.6052
 527  C53   C   CR16  0  -0.281  52.6126   1.9484   4.1963
 527  C54   C   CR16  0  -0.242  53.2212   0.8799   4.8393
 527  C55   C   CR16  0  -0.260  52.5844   0.2517   5.9020
 527  C56   C   CR16  0  -0.242  51.3351   0.6942   6.3173
 527  C57   C   CR16  0  -0.281  50.7269   1.7631   5.6746
 527  HO8   H   HOH1  0   0.492  44.3698  18.7655   0.1580
 527  H10   H   HCR6  0   0.261  48.0501  12.1704   2.0228
 527  H12   H   HCR6  0   0.266  46.5705   8.1853   1.3931
 527  H13   H   HCR6  0   0.260  44.3955   9.0961   0.8062
 527  H14   H   HCR6  0   0.255  43.9763  11.5320   0.8314
 527  H211  H   HCH2  0   0.285  47.0218  17.9628   2.1592
 527  H212  H   HCH2  0   0.280  47.7109  16.7121   3.1948
 527  HO26  H   HOH1  0   0.489  45.8329  18.9836   5.6756
 527  HN29  H   HNH1  0   0.378  49.3657  10.3393   2.4540
 527  H30   H   HCH1  0   0.240  48.5749   7.6397   1.6164
 527  H311  H   HCH2  0   0.239  51.1088   8.7362   2.8821
 527  H312  H   HCH2  0   0.261  50.8928   8.2594   1.1973
 527  H321  H   HCH2  0   0.281  52.0047   6.4925   2.5197
 527  H322  H   HCH2  0   0.240  50.4725   5.9391   1.8387
 527  H341  H   HCH2  0   0.280  48.7179   6.2225   5.1007
 527  H342  H   HCH2  0   0.238  48.4737   5.7623   3.4140
 527  H351  H   HCH2  0   0.256  47.5201   7.9757   3.8405
 527  H352  H   HCH2  0   0.237  49.0519   8.5652   4.4840
 527  H491  H   HCH2  0   0.322  50.9980   3.6411   2.8776
 527  H492  H   HCH2  0   0.322  49.6183   3.5033   3.9775
 527  H53   H   HCR6  0   0.257  53.1124   2.4316   3.3659
 527  H54   H   HCR6  0   0.260  54.1942   0.5386   4.5110
 527  H55   H   HCR6  0   0.260  53.0589  -0.5825   6.4024
 527  H56   H   HCR6  0   0.260  50.8317   0.2061   7.1416
 527  H57   H   HCR6  0   0.258  49.7501   2.1011   5.9977

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
 527  S1   C2    aromatic  1.718  0.020  1.718
 527  S1   C5    aromatic  1.715  0.020  1.715
 527  C2   C3    aromatic  1.372  0.020  1.372
 527  C2   C6    single    1.461  0.020  1.461
 527  C3   C4    aromatic  1.422  0.020  1.422
 527  C3   O20   single    1.341  0.020  1.341
 527  C4   C5    aromatic  1.368  0.020  1.368
 527  C4   BR19  single    1.865  0.020  1.865
 527  C5   C9    single    1.466  0.020  1.466
 527  C6   O7    double    1.209  0.020  1.209
 527  C6   O8    single    1.321  0.020  1.321
 527  O8   HO8   single    0.850  0.020  0.980
 527  C9   C10   aromatic  1.388  0.020  1.388
 527  C9   C14   aromatic  1.396  0.020  1.396
 527  C10  C11   aromatic  1.403  0.020  1.403
 527  C10  H10   single    0.930  0.020  1.080
 527  C11  C12   aromatic  1.403  0.020  1.403
 527  C11  N29   single    1.372  0.020  1.372
 527  C12  C13   aromatic  1.386  0.020  1.386
 527  C12  H12   single    0.930  0.020  1.080
 527  C13  C14   aromatic  1.386  0.020  1.386
 527  C13  H13   single    0.930  0.020  1.080
 527  C14  H14   single    0.930  0.020  1.080
 527  O20  C21   single    1.417  0.020  1.417
 527  C21  C22   single    1.508  0.020  1.508
 527  C21  H211  single    0.970  0.020  1.090
 527  C21  H212  single    0.970  0.020  1.090
 527  C22  O25   double    1.205  0.020  1.205
 527  C22  O26   single    1.317  0.020  1.317
 527  O26  HO26  single    0.850  0.020  0.980
 527  N29  C30   single    1.445  0.020  1.445
 527  N29  HN29  single    0.890  0.020  1.040
 527  C30  C31   single    1.523  0.020  1.523
 527  C30  C35   single    1.529  0.020  1.529
 527  C30  H30   single    0.970  0.020  1.090
 527  C31  C32   single    1.520  0.020  1.520
 527  C31  H311  single    0.970  0.020  1.090
 527  C31  H312  single    0.970  0.020  1.090
 527  C32  N33   single    1.465  0.020  1.465
 527  C32  H321  single    0.970  0.020  1.090
 527  C32  H322  single    0.970  0.020  1.090
 527  N33  C34   single    1.465  0.020  1.465
 527  N33  S46   single    1.649  0.020  1.649
 527  C34  C35   single    1.520  0.020  1.520
 527  C34  H341  single    0.970  0.020  1.090
 527  C34  H342  single    0.970  0.020  1.090
 527  C35  H351  single    0.970  0.020  1.090
 527  C35  H352  single    0.970  0.020  1.090
 527  S46  O47   double    1.455  0.020  1.455
 527  S46  O48   double    1.455  0.020  1.455
 527  S46  C49   single    1.803  0.020  1.803
 527  C49  C50   single    1.496  0.020  1.496
 527  C49  H491  single    0.970  0.020  1.090
 527  C49  H492  single    0.970  0.020  1.090
 527  C50  C53   aromatic  1.392  0.020  1.392
 527  C50  C57   aromatic  1.392  0.020  1.392
 527  C53  C54   aromatic  1.388  0.020  1.388
 527  C53  H53   single    0.930  0.020  1.080
 527  C54  C55   aromatic  1.389  0.020  1.389
 527  C54  H54   single    0.930  0.020  1.080
 527  C55  C56   aromatic  1.389  0.020  1.389
 527  C55  H55   single    0.930  0.020  1.080
 527  C56  C57   aromatic  1.388  0.020  1.388
 527  C56  H56   single    0.930  0.020  1.080
 527  C57  H57   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
 527  C5    S1   C2     92.59  3.000
 527  C6    C2   C3    131.54  3.000
 527  C6    C2   S1    117.20  3.000
 527  C3    C2   S1    111.26  3.000
 527  O20   C3   C4    122.37  3.000
 527  O20   C3   C2    125.61  3.000
 527  C4    C3   C2    111.95  3.000
 527  BR19  C4   C5    124.98  3.000
 527  BR19  C4   C3    121.29  3.000
 527  C5    C4   C3    113.60  3.000
 527  C9    C5   C4    129.84  3.000
 527  C9    C5   S1    119.56  3.000
 527  C4    C5   S1    110.59  3.000
 527  O8    C6   O7    124.49  3.000
 527  O8    C6   C2    113.54  3.000
 527  O7    C6   C2    121.96  3.000
 527  HO8   O8   C6    109.82  3.000
 527  C14   C9   C10   120.47  3.000
 527  C14   C9   C5    119.75  3.000
 527  C10   C9   C5    119.78  3.000
 527  H10   C10  C11   119.10  3.000
 527  H10   C10  C9    119.77  3.000
 527  C11   C10  C9    121.12  3.000
 527  N29   C11  C12   122.96  3.000
 527  N29   C11  C10   119.07  3.000
 527  C12   C11  C10   117.92  3.000
 527  H12   C12  C13   118.75  3.000
 527  H12   C12  C11   120.80  3.000
 527  C13   C12  C11   120.44  3.000
 527  H13   C13  C14   119.59  3.000
 527  H13   C13  C12   118.95  3.000
 527  C14   C13  C12   121.47  3.000
 527  H14   C14  C13   120.66  3.000
 527  H14   C14  C9    120.75  3.000
 527  C13   C14  C9    118.57  3.000
 527  C21   O20  C3    115.40  3.000
 527  H212  C21  H211  107.37  3.000
 527  H212  C21  C22   107.77  3.000
 527  H211  C21  C22   108.03  3.000
 527  H212  C21  O20   111.72  3.000
 527  H211  C21  O20   111.12  3.000
 527  C22   C21  O20   110.65  3.000
 527  O26   C22  O25   124.92  3.000
 527  O26   C22  C21   113.92  3.000
 527  O25   C22  C21   121.16  3.000
 527  HO26  O26  C22   109.96  3.000
 527  HN29  N29  C30   114.34  3.000
 527  HN29  N29  C11   114.64  3.000
 527  C30   N29  C11   123.61  3.000
 527  H30   C30  C35   108.81  3.000
 527  H30   C30  C31   107.12  3.000
 527  C35   C30  C31   109.61  3.000
 527  H30   C30  N29   108.28  3.000
 527  C35   C30  N29   113.27  3.000
 527  C31   C30  N29   109.55  3.000
 527  H312  C31  H311  107.63  3.000
 527  H312  C31  C32   108.75  3.000
 527  H311  C31  C32   109.25  3.000
 527  H312  C31  C30   110.24  3.000
 527  H311  C31  C30   109.95  3.000
 527  C32   C31  C30   110.95  3.000
 527  H322  C32  H321  107.79  3.000
 527  H322  C32  N33   110.59  3.000
 527  H321  C32  N33   109.74  3.000
 527  H322  C32  C31   109.58  3.000
 527  H321  C32  C31   109.64  3.000
 527  N33   C32  C31   109.48  3.000
 527  S46   N33  C34   117.82  3.000
 527  S46   N33  C32   117.67  3.000
 527  C34   N33  C32   113.42  3.000
 527  H342  C34  H341  107.78  3.000
 527  H342  C34  C35   109.83  3.000
 527  H341  C34  C35   109.69  3.000
 527  H342  C34  N33   110.61  3.000
 527  H341  C34  N33   109.81  3.000
 527  C35   C34  N33   109.11  3.000
 527  H352  C35  H351  107.51  3.000
 527  H352  C35  C34   109.34  3.000
 527  H351  C35  C34   108.56  3.000
 527  H352  C35  C30   109.21  3.000
 527  H351  C35  C30   110.75  3.000
 527  C34   C35  C30   111.39  3.000
 527  C49   S46  O48   107.88  3.000
 527  C49   S46  O47   107.92  3.000
 527  O48   S46  O47   118.68  3.000
 527  C49   S46  N33   106.75  3.000
 527  O48   S46  N33   107.48  3.000
 527  O47   S46  N33   107.56  3.000
 527  H492  C49  H491  108.36  3.000
 527  H492  C49  C50   112.04  3.000
 527  H491  C49  C50   112.40  3.000
 527  H492  C49  S46   106.94  3.000
 527  H491  C49  S46   106.98  3.000
 527  C50   C49  S46   109.85  3.000
 527  C57   C50  C53   119.33  3.000
 527  C57   C50  C49   120.20  3.000
 527  C53   C50  C49   120.45  3.000
 527  H53   C53  C54   119.77  3.000
 527  H53   C53  C50   119.91  3.000
 527  C54   C53  C50   120.32  3.000
 527  H54   C54  C55   120.11  3.000
 527  H54   C54  C53   119.78  3.000
 527  C55   C54  C53   120.11  3.000
 527  H55   C55  C56   120.11  3.000
 527  H55   C55  C54   120.09  3.000
 527  C56   C55  C54   119.80  3.000
 527  H56   C56  C57   119.76  3.000
 527  H56   C56  C55   120.16  3.000
 527  C57   C56  C55   120.08  3.000
 527  H57   C57  C56   119.84  3.000
 527  H57   C57  C50   119.80  3.000
 527  C56   C57  C50   120.35  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
 527  CONST_01  C4    C3   C2   S1      0.00   0.0  0
 527  CONST_02  C3    C4   C5   S1      0.00   0.0  0
 527  CONST_05  C4    C5   S1   C2      0.00   0.0  0
 527  CONST_06  C9    C5   S1   C2    180.00   0.0  0
 527  CONST_07  C5    C4   C3   C2      0.00   0.0  0
 527  CONST_08  C5    S1   C2   C3      0.00   0.0  0
 527  CONST_09  C9    C5   C4   C3    180.00   0.0  0
 527  CONST_12  C11   C10  C9   C5    180.00   0.0  0
 527  CONST_13  C13   C14  C9   C5    180.00   0.0  0
 527  CONST_14  C12   C11  C10  C9      0.00   0.0  0
 527  CONST_15  C12   C13  C14  C9      0.00   0.0  0
 527  CONST_16  C13   C14  C9   C10     0.00   0.0  0
 527  CONST_17  C13   C12  C11  C10     0.00   0.0  0
 527  CONST_18  C14   C9   C10  C11     0.00   0.0  0
 527  CONST_19  C14   C13  C12  C11     0.00   0.0  0
 527  CONST_20  C55   C54  C53  C50     0.00   0.0  0
 527  CONST_21  C55   C56  C57  C50     0.00   0.0  0
 527  CONST_22  C56   C57  C50  C53     0.00   0.0  0
 527  CONST_23  C56   C55  C54  C53     0.00   0.0  0
 527  CONST_24  C57   C50  C53  C54     0.00   0.0  0
 527  CONST_25  C57   C56  C55  C54     0.00   0.0  0
 527  CONST_26  O20   C3   C2   S1    180.00   0.0  0
 527  CONST_27  BR19  C4   C5   S1    180.00   0.0  0
 527  CONST_28  BR19  C4   C3   C2    180.00   0.0  0
 527  CONST_29  C6    C2   C3   C4    180.00   0.0  0
 527  CONST_30  C6    C2   S1   C5    180.00   0.0  0
 527  CONST_31  O20   C3   C4   C5    180.00   0.0  0
 527  CONST_32  BR19  C4   C5   C9      0.00   0.0  0
 527  CONST_33  N29   C11  C10  C9    180.00   0.0  0
 527  CONST_34  N29   C11  C12  C13   180.00   0.0  0
 527  CONST_35  C54   C53  C50  C49   180.00   0.0  0
 527  CONST_36  C56   C57  C50  C49   180.00   0.0  0
 527  CONST_39  H10   C10  C9   C5      0.00   0.0  0
 527  CONST_40  H14   C14  C9   C5      0.00   0.0  0
 527  CONST_41  H13   C13  C14  C9    180.00   0.0  0
 527  CONST_42  H12   C12  C11  C10   180.00   0.0  0
 527  CONST_43  H54   C54  C53  C50   180.00   0.0  0
 527  CONST_44  H56   C56  C57  C50   180.00   0.0  0
 527  CONST_45  H57   C57  C50  C53   180.00   0.0  0
 527  CONST_46  H55   C55  C54  C53   180.00   0.0  0
 527  CONST_47  H53   C53  C54  C55   180.00   0.0  0
 527  CONST_49  HO8   O8   C6   C2    180.00   0.0  0
 527  CONST_50  HO26  O26  C22  C21   180.00   0.0  0
 527  Var_01    N33   C32  C31  C30   -56.64  30.0  1
 527  Var_02    N33   C34  C35  C30    56.13  30.0  1
 527  Var_03    C34   N33  C32  C31    59.93  30.0  1
 527  Var_04    C35   C34  N33  C32   -59.47  30.0  1
 527  Var_05    O7    C6   C2   S1      1.18  30.0  2
 527  Var_06    O47   S46  N33  C32   173.87  30.0  3
 527  Var_07    C50   C49  S46  N33   179.50  30.0  3
 527  Var_08    C53   C50  C49  S46   -89.01  30.0  2
 527  Var_09    C22   C21  O20  C3   -171.37  30.0  3
 527  Var_10    O25   C22  C21  O20   179.69  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
 527  chir_01  C30  N29  C31  C35  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
 527  plan-1  S1    0.020
 527  plan-1  C2    0.020
 527  plan-1  C3    0.020
 527  plan-1  C4    0.020
 527  plan-1  C5    0.020
 527  plan-1  C6    0.020
 527  plan-1  C9    0.020
 527  plan-1  BR19  0.020
 527  plan-1  O20   0.020
 527  plan-2  C5    0.020
 527  plan-2  C9    0.020
 527  plan-2  C10   0.020
 527  plan-2  C11   0.020
 527  plan-2  C12   0.020
 527  plan-2  C13   0.020
 527  plan-2  C14   0.020
 527  plan-2  N29   0.020
 527  plan-2  H10   0.020
 527  plan-2  H12   0.020
 527  plan-2  H13   0.020
 527  plan-2  H14   0.020
 527  plan-3  C49   0.020
 527  plan-3  C50   0.020
 527  plan-3  C53   0.020
 527  plan-3  C54   0.020
 527  plan-3  C55   0.020
 527  plan-3  C56   0.020
 527  plan-3  C57   0.020
 527  plan-3  H53   0.020
 527  plan-3  H54   0.020
 527  plan-3  H55   0.020
 527  plan-3  H56   0.020
 527  plan-3  H57   0.020
 527  plan-4  C11   0.020
 527  plan-4  N29   0.020
 527  plan-4  C30   0.020
 527  plan-4  HN29  0.020
 527  plan-5  C2    0.020
 527  plan-5  C6    0.020
 527  plan-5  O7    0.020
 527  plan-5  O8    0.020
 527  plan-5  HO8   0.020
 527  plan-6  C21   0.020
 527  plan-6  C22   0.020
 527  plan-6  O25   0.020
 527  plan-6  O26   0.020
 527  plan-6  HO26  0.020

