# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 14:45:56 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-({[4-(4-chlorophenoxy)phenyl]sulfanyl}methyl)-N-hydroxytetrahydro-2H-pyran-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)C1(CCOCC1)CSc2ccc(Oc3ccc(Cl)cc3)cc2
#
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
 3BW  3BW  4-({[4-(4-chlorophenoxy)phenyl]sulfanyl}methyl)-N-hydroxytetrahydro-2H-pyran-4-carboxamide  ligand  46  26  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3BW
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
 3BW  C1   C   CR16  0  -0.284  -2.0243  -0.4913   1.5309
 3BW  C2   C   CR16  0  -0.265  -0.7255  -0.0390   1.6738
 3BW  C3   C   CR6   0  -0.099   0.2573  -0.3877   0.7432
 3BW  C8   C   CR6   0   0.371  -4.6161  -0.9958  -0.1343
 3BW  C9   C   CR16  0  -0.343  -4.3905   0.2473  -0.7134
 3BW  C10  C   CR16  0  -0.201  -5.4638   0.9950  -1.1790
 3BW  C11  C   CR6   0  -0.058  -6.7510   0.4997  -1.0661
 3BW  C12  C   CR16  0  -0.203  -6.9816  -0.7417  -0.4907
 3BW  C13  C   CR16  0  -0.331  -5.9137  -1.4871  -0.0234
 3BW  C16  C   CH2   0  -0.549   2.8752  -0.5592  -0.2350
 3BW  C19  C   CH2   0  -0.186   6.4341  -0.6574   1.3133
 3BW  C21  C   CH2   0  -0.179   6.6417  -0.7521  -1.0135
 3BW  C22  C   CH2   0  -0.443   5.1406  -0.8837  -1.2096
 3BW  C5   C   CR16  0  -0.290  -1.3933  -1.6555  -0.4767
 3BW  C4   C   CR16  0  -0.258  -0.0882  -1.2012  -0.3317
 3BW  C6   C   CR6   0   0.288  -2.3536  -1.3040   0.4538
 3BW  C23  C   C     0   0.567   4.4895   1.3350  -0.0993
 3BW  C18  C   CH2   0  -0.423   4.9162  -0.7430   1.2489
 3BW  C17  C   CT    0  -0.293   4.3600  -0.1975  -0.0730
 3BW  O24  O   O     0  -0.451   4.6586   1.9993   0.9050
 3BW  O20  O   O2    0  -0.479   7.0546  -1.2955   0.2181
 3BW  O26  O   OH1   0  -0.540   4.2335   3.2378  -1.4345
 3BW  O7   O   O2    0  -0.510  -3.6268  -1.8042   0.3310
 3BW  S15  S   S2    0   0.057   1.8674   0.2646   1.0287
 3BW  CL1  CL  CL    0  -0.135  -8.0885   1.4369  -1.6503
 3BW  H1   H   HCR6  0   0.281  -2.7747  -0.2213   2.2632
 3BW  H2   H   HCR6  0   0.272  -0.4750   0.5860   2.5223
 3BW  H3   H   HCR6  0   0.289  -3.3914   0.6487  -0.8171
 3BW  H4   H   HCR6  0   0.285  -5.2821   1.9609  -1.6303
 3BW  H5   H   HCR6  0   0.283  -7.9872  -1.1289  -0.3995
 3BW  H6   H   HCR6  0   0.280  -6.0893  -2.4549   0.4285
 3BW  H7   H   HCH2  0   0.287   2.5148  -0.2788  -1.2275
 3BW  H8   H   HCH2  0   0.295   2.7690  -1.6407  -0.1318
 3BW  H9   H   HCH2  0   0.206   6.7523   0.3916   1.3752
 3BW  H10  H   HCH2  0   0.241   6.7927  -1.1563   2.2150
 3BW  H11  H   HCH2  0   0.246   7.1675  -1.2977  -1.7983
 3BW  H12  H   HCH2  0   0.202   6.9437   0.3033  -1.0954
 3BW  H13  H   HCH2  0   0.247   4.8683  -0.5065  -2.1975
 3BW  H14  H   HCH2  0   0.255   4.8735  -1.9442  -1.2112
 3BW  H15  H   HNH1  0   0.412   4.0564   1.3744  -2.1288
 3BW  H16  H   HCR6  0   0.277  -1.6527  -2.2889  -1.3153
 3BW  H17  H   HCR6  0   0.273   0.6407  -1.4909  -1.0749
 3BW  H18  H   HCH2  0   0.243   4.6119  -1.7903   1.3352
 3BW  H19  H   HCH2  0   0.255   4.4938  -0.2226   2.1085
 3BW  H20  H   HOH1  0   0.479   5.1009   3.5846  -1.6790
 3BW  N25  N   NH1   0  -0.374   4.3871   1.8876  -1.3252

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
 3BW  CL1  C11  single    1.735  0.020  1.735
 3BW  C11  C10  aromatic  1.384  0.020  1.384
 3BW  C11  C12  aromatic  1.387  0.020  1.387
 3BW  C10  C9   aromatic  1.389  0.020  1.389
 3BW  C12  C13  aromatic  1.384  0.020  1.384
 3BW  C9   C8   aromatic  1.390  0.020  1.390
 3BW  C13  C8   aromatic  1.392  0.020  1.392
 3BW  C8   O7   single    1.360  0.020  1.360
 3BW  O7   C6   single    1.373  0.020  1.373
 3BW  C1   C6   aromatic  1.389  0.020  1.389
 3BW  C1   C2   aromatic  1.383  0.020  1.383
 3BW  C6   C5   aromatic  1.383  0.020  1.383
 3BW  C2   C3   aromatic  1.398  0.020  1.398
 3BW  C5   C4   aromatic  1.389  0.020  1.389
 3BW  C3   C4   aromatic  1.392  0.020  1.392
 3BW  C3   S15  single    1.761  0.020  1.761
 3BW  C22  C21  single    1.520  0.020  1.520
 3BW  C22  C17  single    1.540  0.020  1.540
 3BW  O24  C23  double    1.216  0.020  1.216
 3BW  C21  O20  single    1.408  0.020  1.408
 3BW  S15  C16  single    1.814  0.020  1.814
 3BW  C16  C17  single    1.537  0.020  1.537
 3BW  C17  C23  single    1.538  0.020  1.538
 3BW  C17  C18  single    1.534  0.020  1.534
 3BW  C23  N25  single    1.349  0.020  1.349
 3BW  O20  C19  single    1.411  0.020  1.411
 3BW  C18  C19  single    1.522  0.020  1.522
 3BW  N25  O26  single    1.363  0.020  1.363
 3BW  C1   H1   single    0.930  0.020  1.080
 3BW  C2   H2   single    0.930  0.020  1.080
 3BW  C9   H3   single    0.930  0.020  1.080
 3BW  C10  H4   single    0.930  0.020  1.080
 3BW  C12  H5   single    0.930  0.020  1.080
 3BW  C13  H6   single    0.930  0.020  1.080
 3BW  C16  H7   single    0.970  0.020  1.090
 3BW  C16  H8   single    0.970  0.020  1.090
 3BW  C19  H9   single    0.970  0.020  1.090
 3BW  C19  H10  single    0.970  0.020  1.090
 3BW  C21  H11  single    0.970  0.020  1.090
 3BW  C21  H12  single    0.970  0.020  1.090
 3BW  C22  H13  single    0.970  0.020  1.090
 3BW  C22  H14  single    0.970  0.020  1.090
 3BW  N25  H15  single    0.890  0.020  1.040
 3BW  C5   H16  single    0.930  0.020  1.080
 3BW  C4   H17  single    0.930  0.020  1.080
 3BW  C18  H18  single    0.970  0.020  1.090
 3BW  C18  H19  single    0.970  0.020  1.090
 3BW  O26  H20  single    0.850  0.020  0.980

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
 3BW  H1   C1   C6   120.40  3.000
 3BW  H1   C1   C2   119.97  3.000
 3BW  C6   C1   C2   119.62  3.000
 3BW  H2   C2   C3   120.19  3.000
 3BW  H2   C2   C1   119.14  3.000
 3BW  C3   C2   C1   120.67  3.000
 3BW  S15  C3   C4   124.67  3.000
 3BW  S15  C3   C2   116.27  3.000
 3BW  C4   C3   C2   119.05  3.000
 3BW  O7   C8   C13  116.18  3.000
 3BW  O7   C8   C9   123.79  3.000
 3BW  C13  C8   C9   120.02  3.000
 3BW  H3   C9   C10  118.81  3.000
 3BW  H3   C9   C8   121.46  3.000
 3BW  C10  C9   C8   119.73  3.000
 3BW  H4   C10  C11  120.67  3.000
 3BW  H4   C10  C9   119.41  3.000
 3BW  C11  C10  C9   119.92  3.000
 3BW  CL1  C11  C12  119.66  3.000
 3BW  C12  C11  C10  120.58  3.000
 3BW  CL1  C11  C10  119.76  3.000
 3BW  H5   C12  C13  119.75  3.000
 3BW  H5   C12  C11  120.66  3.000
 3BW  C13  C12  C11  119.59  3.000
 3BW  H6   C13  C12  119.84  3.000
 3BW  H6   C13  C8   120.00  3.000
 3BW  C12  C13  C8   120.16  3.000
 3BW  H8   C16  H7   107.94  3.000
 3BW  H8   C16  S15  109.27  3.000
 3BW  H7   C16  S15  109.45  3.000
 3BW  H8   C16  C17  108.49  3.000
 3BW  H7   C16  C17  110.74  3.000
 3BW  S15  C16  C17  110.88  3.000
 3BW  H10  C19  H9   107.15  3.000
 3BW  H10  C19  O20  106.86  3.000
 3BW  H9   C19  O20  110.39  3.000
 3BW  H10  C19  C18  109.70  3.000
 3BW  H9   C19  C18  110.20  3.000
 3BW  O20  C19  C18  112.35  3.000
 3BW  H12  C21  H11  107.08  3.000
 3BW  H12  C21  O20  110.78  3.000
 3BW  H11  C21  O20  107.15  3.000
 3BW  H12  C21  C22  110.15  3.000
 3BW  H11  C21  C22  109.87  3.000
 3BW  O20  C21  C22  111.66  3.000
 3BW  H14  C22  H13  105.83  3.000
 3BW  H14  C22  C17  108.02  3.000
 3BW  H13  C22  C17  112.79  3.000
 3BW  H14  C22  C21  108.99  3.000
 3BW  H13  C22  C21  109.46  3.000
 3BW  C17  C22  C21  111.52  3.000
 3BW  H16  C5   C6   120.24  3.000
 3BW  H16  C5   C4   119.82  3.000
 3BW  C6   C5   C4   119.94  3.000
 3BW  H17  C4   C5   118.30  3.000
 3BW  H17  C4   C3   121.37  3.000
 3BW  C5   C4   C3   120.32  3.000
 3BW  O7   C6   C5   119.41  3.000
 3BW  C5   C6   C1   120.39  3.000
 3BW  O7   C6   C1   120.15  3.000
 3BW  O24  C23  C17  122.81  3.000
 3BW  C17  C23  N25  114.67  3.000
 3BW  O24  C23  N25  122.51  3.000
 3BW  H19  C18  H18  106.68  3.000
 3BW  H19  C18  C17  111.67  3.000
 3BW  H18  C18  C17  107.90  3.000
 3BW  H19  C18  C19  109.05  3.000
 3BW  H18  C18  C19  109.15  3.000
 3BW  C17  C18  C19  112.22  3.000
 3BW  C18  C17  C23  109.78  3.000
 3BW  C18  C17  C22  107.08  3.000
 3BW  C23  C17  C22  112.86  3.000
 3BW  C18  C17  C16  110.94  3.000
 3BW  C23  C17  C16  108.30  3.000
 3BW  C22  C17  C16  107.88  3.000
 3BW  C21  O20  C19  112.05  3.000
 3BW  H20  O26  N25  105.95  3.000
 3BW  C6   O7   C8   119.25  3.000
 3BW  C16  S15  C3   103.11  3.000
 3BW  H15  N25  O26  113.76  3.000
 3BW  H15  N25  C23  122.71  3.000
 3BW  O26  N25  C23  119.16  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
 3BW  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 3BW  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 3BW  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 3BW  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 3BW  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 3BW  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 3BW  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 3BW  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 3BW  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 3BW  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 3BW  CONST_11  C13  C12  C11  C10     0.00   0.0  0
 3BW  CONST_12  C13  C8   C9   C10     0.00   0.0  0
 3BW  CONST_13  S15  C3   C2   C1    180.00   0.0  0
 3BW  CONST_14  O7   C6   C1   C2    180.00   0.0  0
 3BW  CONST_15  CL1  C11  C10  C9    180.00   0.0  0
 3BW  CONST_16  O7   C8   C9   C10   180.00   0.0  0
 3BW  CONST_17  O7   C8   C13  C12   180.00   0.0  0
 3BW  CONST_18  CL1  C11  C12  C13   180.00   0.0  0
 3BW  CONST_19  S15  C3   C4   C5    180.00   0.0  0
 3BW  CONST_20  O7   C6   C5   C4    180.00   0.0  0
 3BW  CONST_21  H16  C5   C6   C1    180.00   0.0  0
 3BW  CONST_22  H17  C4   C3   C2    180.00   0.0  0
 3BW  CONST_23  H1   C1   C2   C3    180.00   0.0  0
 3BW  CONST_24  H4   C10  C9   C8    180.00   0.0  0
 3BW  CONST_25  H5   C12  C13  C8    180.00   0.0  0
 3BW  CONST_26  H6   C13  C8   C9    180.00   0.0  0
 3BW  CONST_27  H3   C9   C10  C11   180.00   0.0  0
 3BW  CONST_28  H2   C2   C3   C4    180.00   0.0  0
 3BW  CONST_29  O26  N25  C23  C17   180.00   0.0  0
 3BW  CONST_30  H15  N25  C23  C17     0.00   0.0  0
 3BW  CONST_31  O26  N25  C23  O24     0.00   0.0  0
 3BW  Var_01    C22  C21  O20  C19   -59.78  30.0  1
 3BW  Var_02    C18  C19  O20  C21    58.29  30.0  1
 3BW  Var_03    O20  C21  C22  C17    57.83  30.0  1
 3BW  Var_04    O20  C19  C18  C17   -54.91  30.0  1
 3BW  Var_05    C5   C6   O7   C8   -104.19  30.0  2
 3BW  Var_06    C17  C16  S15  C3   -175.43  30.0  3
 3BW  Var_07    C4   C3   S15  C16    -7.21  30.0  2

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
 3BW  chir_01  C17  C22  C23  C18  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
 3BW  plan-1  C1   0.020
 3BW  plan-1  C2   0.020
 3BW  plan-1  C3   0.020
 3BW  plan-1  C5   0.020
 3BW  plan-1  C4   0.020
 3BW  plan-1  C6   0.020
 3BW  plan-1  O7   0.020
 3BW  plan-1  S15  0.020
 3BW  plan-1  H1   0.020
 3BW  plan-1  H2   0.020
 3BW  plan-1  H16  0.020
 3BW  plan-1  H17  0.020
 3BW  plan-2  C8   0.020
 3BW  plan-2  C9   0.020
 3BW  plan-2  C10  0.020
 3BW  plan-2  C11  0.020
 3BW  plan-2  C12  0.020
 3BW  plan-2  C13  0.020
 3BW  plan-2  O7   0.020
 3BW  plan-2  CL1  0.020
 3BW  plan-2  H3   0.020
 3BW  plan-2  H4   0.020
 3BW  plan-2  H5   0.020
 3BW  plan-2  H6   0.020
 3BW  plan-3  C23  0.020
 3BW  plan-3  C17  0.020
 3BW  plan-3  O24  0.020
 3BW  plan-3  O26  0.020
 3BW  plan-3  H15  0.020
 3BW  plan-3  N25  0.020

