# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:41:07 2022
#   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  60  37  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

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   0.233  45.1682  14.2613   0.0066
 527  C2    C   CR5    0  -0.440  45.1814  15.8047   0.7662
 527  C3    C   CR5    0   0.433  45.6338  15.7079   2.0547
 527  C4    C   CR5    0  -0.140  45.9727  14.3635   2.4025
 527  C5    C   CR5    0  -0.205  45.7783  13.4558   1.4015
 527  C6    C   C      0   0.423  44.6841  16.9618  -0.0650
 527  O7    O   O      0  -0.591  44.2955  16.6318  -1.2029
 527  O8    O   OC    -1  -0.565  44.7050  18.0932   0.4440
 527  C9    C   CR6    0   0.103  46.0156  12.0097   1.3732
 527  C10   C   CR16   0  -0.409  47.2431  11.5036   1.7784
 527  C11   C   CR6    0   0.410  47.5126  10.1277   1.7554
 527  C12   C   CR16   0  -0.351  46.5038   9.2668   1.3008
 527  C13   C   CR16   0  -0.231  45.2852   9.7808   0.8830
 527  C14   C   CR16   0  -0.343  45.0229  11.1411   0.9129
 527  BR19  BR  BR     0  -0.038  46.5183  13.9362   4.1439
 527  O20   O   O2     0  -0.462  45.7407  16.7057   2.9469
 527  C21   C   CH2    0  -0.297  46.9404  17.4720   2.8387
 527  C22   C   C      0   0.366  47.0373  18.5254   3.9559
 527  O25   O   O      0  -0.617  48.0531  19.2431   3.8665
 527  O26   O   OC    -1  -0.590  46.1425  18.5635   4.8134
 527  N29   N   NH1    0  -0.703  48.7595   9.6907   2.1269
 527  C30   C   CH1    0  -0.088  49.0708   8.3130   2.4268
 527  C31   C   CH2    0  -0.440  50.5825   8.1509   2.5191
 527  C32   C   CH2    0  -0.312  50.9642   6.7172   2.8448
 527  N33   N   N      0  -0.574  50.2995   6.2972   4.0811
 527  C34   C   CH2    0  -0.307  48.8383   6.3706   4.0107
 527  C35   C   CH2    0  -0.436  48.4256   7.8042   3.7168
 527  S46   S   S      0   1.369  50.9731   5.0369   4.9066
 527  O47   O   OS     0  -0.657  50.1929   4.8371   6.1182
 527  O48   O   OS     0  -0.657  52.3976   5.3076   5.0285
 527  C49   C   CH2    0  -0.718  50.7769   3.5682   3.8758
 527  C50   C   CR6    0   0.125  51.4158   2.3936   4.5469
 527  C53   C   CR16   0  -0.280  52.7604   2.1064   4.3273
 527  C54   C   CR16   0  -0.241  53.3617   1.0321   4.9666
 527  C55   C   CR16   0  -0.259  52.6246   0.2378   5.8356
 527  C56   C   CR16   0  -0.241  51.2836   0.5206   6.0598
 527  C57   C   CR16   0  -0.280  50.6828   1.5962   5.4212
 527  H10   H   HCR6   0   0.254  48.0243  12.1840   2.0966
 527  H12   H   HCR6   0   0.263  46.6610   8.1971   1.2662
 527  H13   H   HCR6   0   0.252  44.5205   9.0970   0.5370
 527  H14   H   HCR6   0   0.246  44.0585  11.5228   0.6041
 527  H211  H   HCH2   0   0.223  46.9742  17.9678   1.8643
 527  H212  H   HCH2   0   0.212  47.8146  16.8119   2.8988
 527  HN29  H   HNH1   0   0.377  49.3047  10.3634   2.6453
 527  H30   H   HCH1   0   0.238  48.7218   7.6918   1.5936
 527  H311  H   HCH2   0   0.238  50.9776   8.8143   3.2950
 527  H312  H   HCH2   0   0.259  51.0508   8.4324   1.5742
 527  H321  H   HCH2   0   0.277  52.0428   6.6466   2.9674
 527  H322  H   HCH2   0   0.240  50.6788   6.0615   2.0121
 527  H341  H   HCH2   0   0.276  48.4097   6.0519   4.9577
 527  H342  H   HCH2   0   0.238  48.4542   5.7055   3.2262
 527  H351  H   HCH2   0   0.254  47.3365   7.8439   3.6470
 527  H352  H   HCH2   0   0.235  48.7240   8.4489   4.5482
 527  H491  H   HCH2   0   0.321  51.2390   3.7891   2.9120
 527  H492  H   HCH2   0   0.321  49.7050   3.4277   3.7250
 527  H53   H   HCR6   0   0.256  53.3367   2.7199   3.6458
 527  H54   H   HCR6   0   0.258  54.4063   0.8143   4.7858
 527  H55   H   HCR6   0   0.258  53.0927  -0.6018   6.3329
 527  H56   H   HCR6   0   0.258  50.7038  -0.0974   6.7328
 527  H57   H   HCR6   0   0.256  49.6354   1.8107   5.5942

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  1.720  0.020  1.720
 527  S1   C5    aromatic  1.722  0.020  1.722
 527  C2   C3    aromatic  1.369  0.020  1.369
 527  C2   C6    single    1.509  0.020  1.509
 527  C3   C4    aromatic  1.429  0.020  1.429
 527  C3   O20   single    1.343  0.020  1.343
 527  C4   C5    aromatic  1.365  0.020  1.365
 527  C4   BR19  single    1.874  0.020  1.874
 527  C5   C9    single    1.466  0.020  1.466
 527  C6   O7    deloc     1.247  0.020  1.247
 527  C6   O8    deloc     1.241  0.020  1.241
 527  C9   C10   aromatic  1.388  0.020  1.388
 527  C9   C14   aromatic  1.397  0.020  1.397
 527  C10  C11   aromatic  1.402  0.020  1.402
 527  C10  H10   single    0.930  0.020  1.080
 527  C11  C12   aromatic  1.402  0.020  1.402
 527  C11  N29   single    1.372  0.020  1.372
 527  C12  C13   aromatic  1.387  0.020  1.387
 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    1.428  0.020  1.428
 527  C21  C22   single    1.539  0.020  1.539
 527  C21  H211  single    0.970  0.020  1.090
 527  C21  H212  single    0.970  0.020  1.090
 527  C22  O25   deloc     1.247  0.020  1.247
 527  C22  O26   deloc     1.240  0.020  1.240
 527  N29  C30   single    1.444  0.020  1.444
 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    1.519  0.020  1.519
 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    1.650  0.020  1.650
 527  C34  C35   single    1.521  0.020  1.521
 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    1.805  0.020  1.805
 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  1.387  0.020  1.387
 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     93.40  3.000
 527  C6    C2   C3    132.97  3.000
 527  C6    C2   S1    116.24  3.000
 527  C3    C2   S1    110.77  3.000
 527  O20   C3   C4    121.23  3.000
 527  O20   C3   C2    126.80  3.000
 527  C4    C3   C2    111.95  3.000
 527  BR19  C4   C5    124.83  3.000
 527  BR19  C4   C3    120.63  3.000
 527  C5    C4   C3    114.41  3.000
 527  C9    C5   C4    130.32  3.000
 527  C9    C5   S1    120.20  3.000
 527  C4    C5   S1    109.47  3.000
 527  O8    C6   O7    128.38  3.000
 527  O8    C6   C2    117.89  3.000
 527  O7    C6   C2    113.73  3.000
 527  C14   C9   C10   119.85  3.000
 527  C14   C9   C5    120.32  3.000
 527  C10   C9   C5    119.81  3.000
 527  H10   C10  C11   118.83  3.000
 527  H10   C10  C9    119.62  3.000
 527  C11   C10  C9    121.53  3.000
 527  N29   C11  C12   123.09  3.000
 527  N29   C11  C10   118.86  3.000
 527  C12   C11  C10   118.00  3.000
 527  H12   C12  C13   118.98  3.000
 527  H12   C12  C11   120.86  3.000
 527  C13   C12  C11   120.15  3.000
 527  H13   C13  C14   119.56  3.000
 527  H13   C13  C12   118.86  3.000
 527  C14   C13  C12   121.57  3.000
 527  H14   C14  C13   120.58  3.000
 527  H14   C14  C9    120.53  3.000
 527  C13   C14  C9    118.88  3.000
 527  C21   O20  C3    114.55  3.000
 527  H212  C21  H211  107.27  3.000
 527  H212  C21  C22   108.78  3.000
 527  H211  C21  C22   109.55  3.000
 527  H212  C21  O20   110.03  3.000
 527  H211  C21  O20   109.68  3.000
 527  C22   C21  O20   111.43  3.000
 527  O26   C22  O25   128.30  3.000
 527  O26   C22  C21   118.53  3.000
 527  O25   C22  C21   113.16  3.000
 527  HN29  N29  C30   114.38  3.000
 527  HN29  N29  C11   114.68  3.000
 527  C30   N29  C11   123.77  3.000
 527  H30   C30  C35   108.56  3.000
 527  H30   C30  C31   107.56  3.000
 527  C35   C30  C31   109.40  3.000
 527  H30   C30  N29   108.31  3.000
 527  C35   C30  N29   113.68  3.000
 527  C31   C30  N29   109.15  3.000
 527  H312  C31  H311  107.60  3.000
 527  H312  C31  C32   108.74  3.000
 527  H311  C31  C32   109.23  3.000
 527  H312  C31  C30   110.24  3.000
 527  H311  C31  C30   109.68  3.000
 527  C32   C31  C30   111.27  3.000
 527  H322  C32  H321  107.73  3.000
 527  H322  C32  N33   110.55  3.000
 527  H321  C32  N33   109.64  3.000
 527  H322  C32  C31   109.62  3.000
 527  H321  C32  C31   109.55  3.000
 527  N33   C32  C31   109.72  3.000
 527  S46   N33  C34   118.00  3.000
 527  S46   N33  C32   117.12  3.000
 527  C34   N33  C32   113.43  3.000
 527  H342  C34  H341  107.88  3.000
 527  H342  C34  C35   109.76  3.000
 527  H341  C34  C35   109.74  3.000
 527  H342  C34  N33   110.67  3.000
 527  H341  C34  N33   109.67  3.000
 527  C35   C34  N33   109.10  3.000
 527  H352  C35  H351  107.41  3.000
 527  H352  C35  C34   109.57  3.000
 527  H351  C35  C34   108.50  3.000
 527  H352  C35  C30   109.27  3.000
 527  H351  C35  C30   110.77  3.000
 527  C34   C35  C30   111.24  3.000
 527  C49   S46  O48   107.79  3.000
 527  C49   S46  O47   107.79  3.000
 527  O48   S46  O47   118.73  3.000
 527  C49   S46  N33   106.94  3.000
 527  O48   S46  N33   107.42  3.000
 527  O47   S46  N33   107.61  3.000
 527  H492  C49  H491  108.65  3.000
 527  H492  C49  C50   112.36  3.000
 527  H491  C49  C50   111.98  3.000
 527  H492  C49  S46   106.88  3.000
 527  H491  C49  S46   107.07  3.000
 527  C50   C49  S46   109.65  3.000
 527  C57   C50  C53   119.30  3.000
 527  C57   C50  C49   120.44  3.000
 527  C53   C50  C49   120.24  3.000
 527  H53   C53  C54   119.87  3.000
 527  H53   C53  C50   119.75  3.000
 527  C54   C53  C50   120.38  3.000
 527  H54   C54  C55   120.11  3.000
 527  H54   C54  C53   119.81  3.000
 527  C55   C54  C53   120.08  3.000
 527  H55   C55  C56   120.10  3.000
 527  H55   C55  C54   120.10  3.000
 527  C56   C55  C54   119.80  3.000
 527  H56   C56  C57   119.79  3.000
 527  H56   C56  C55   120.09  3.000
 527  C57   C56  C55   120.11  3.000
 527  H57   C57  C56   119.92  3.000
 527  H57   C57  C50   119.74  3.000
 527  C56   C57  C50   120.34  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_37  C30   N29  C11  C10   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  Var_01    N33   C32  C31  C30   -55.96  30.0  1
 527  Var_02    N33   C34  C35  C30    56.81  30.0  1
 527  Var_03    C34   N33  C32  C31    59.19  30.0  1
 527  Var_04    C35   C34  N33  C32   -59.48  30.0  1
 527  Var_05    O7    C6   C2   S1      1.52  30.0  2
 527  Var_06    O47   S46  N33  C32   177.38  30.0  3
 527  Var_07    C50   C49  S46  N33   177.86  30.0  3
 527  Var_08    C53   C50  C49  S46   -88.85  30.0  2
 527  Var_09    C22   C21  O20  C3   -175.80  30.0  3
 527  Var_10    O25   C22  C21  O20  -177.79  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-6  C21   0.020
 527  plan-6  C22   0.020
 527  plan-6  O25   0.020
 527  plan-6  O26   0.020

