# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 23:39:40 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-({[4-(4-chlorophenoxy)phenyl]sulfonyl}methyl)-N-hydroxytetrahydro-2H-pyran-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)C1(CCOCC1)C[S](=O)(=O)c2ccc(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
 RS1  RS1  4-({[4-(4-chlorophenoxy)phenyl]sulfonyl}methyl)-N-hydroxytetrahydro-2H-pyran-4-carboxamide  ligand  48  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RS1
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
 RS1  C1    C   CR16  0  -0.209   0.9816   1.3181  -6.4934
 RS1  C2    C   CR6   0  -0.040  -0.3158   1.4164  -6.9737
 RS1  C3    C   CR16  0  -0.209  -1.3303   0.6180  -6.4691
 RS1  C4    C   CR16  0  -0.303  -1.0428  -0.2903  -5.4609
 RS1  C5    C   CR6   0   0.302   0.2525  -0.3910  -4.9815
 RS1  C6    C   CR16  0  -0.297   1.2668   0.4065  -5.4890
 RS1  O11   O   O2    0  -0.500   0.5391  -1.3270  -4.0164
 RS1  C12   C   CR6   0   0.389   0.6471  -0.9405  -2.7256
 RS1  C13   C   CR16  0  -0.330   0.3252   0.3374  -2.2757
 RS1  C14   C   CR16  0  -0.217   0.4720   0.6423  -0.9335
 RS1  C15   C   CR6   0  -0.195   0.9325  -0.3240  -0.0506
 RS1  C16   C   CR16  0  -0.221   1.2458  -1.6036  -0.4961
 RS1  C17   C   CR16  0  -0.315   1.1022  -1.9113  -1.8340
 RS1  S22   S   S     0   1.216   1.1410   0.0909   1.6528
 RS1  O23   O   OS    0  -0.652   1.3968   1.5265   1.7437
 RS1  O24   O   OS    0  -0.660   2.1168  -0.8355   2.2288
 RS1  C25   C   CH2   0  -0.600  -0.4751  -0.2770   2.3576
 RS1  C26   C   CT    0  -0.281  -0.6715   0.1203   3.8340
 RS1  C29   C   CH2   0  -0.445  -1.9760  -0.5530   4.3093
 RS1  C30   C   CH2   0  -0.181  -2.3878  -0.0609   5.6872
 RS1  O31   O   O2    0  -0.479  -2.5633   1.3351   5.7130
 RS1  C32   C   CH2   0  -0.189  -1.3775   2.0171   5.3651
 RS1  C33   C   CH2   0  -0.427  -0.8762   1.6343   3.9811
 RS1  C40   C   C     0   0.550   0.5504  -0.3357   4.6484
 RS1  N41   N   NH1   0  -0.362   0.6362  -1.6678   4.8240
 RS1  O42   O   O     0  -0.449   1.3824   0.4384   5.0793
 RS1  O43   O   OH1   0  -0.541   1.7638  -2.2088   5.3591
 RS1  CL2   CL  CL    0  -0.122  -0.6738   2.5546  -8.2289
 RS1  H1    H   HCR6  0   0.290   1.7672   1.9434  -6.8944
 RS1  H3    H   HCR6  0   0.289  -2.3384   0.7003  -6.8512
 RS1  H4    H   HCR6  0   0.288  -1.8258  -0.9185  -5.0567
 RS1  H6    H   HCR6  0   0.291   2.2773   0.3183  -5.1111
 RS1  H13   H   HCR6  0   0.296  -0.0336   1.1014  -2.9516
 RS1  H14   H   HCR6  0   0.291   0.2251   1.6384  -0.5914
 RS1  H16   H   HCR6  0   0.289   1.6102  -2.3596   0.1862
 RS1  H17   H   HCR6  0   0.288   1.3512  -2.9002  -2.1956
 RS1  H251  H   HCH2  0   0.317  -0.6174  -1.3498   2.2055
 RS1  H252  H   HCH2  0   0.324  -1.2099   0.2431   1.7398
 RS1  H291  H   HCH2  0   0.260  -2.7642  -0.3135   3.5896
 RS1  H292  H   HCH2  0   0.253  -1.9035  -1.6421   4.3246
 RS1  H301  H   HCH2  0   0.248  -3.3396  -0.5127   5.9695
 RS1  H302  H   HCH2  0   0.205  -1.6450  -0.3740   6.4363
 RS1  H321  H   HCH2  0   0.242  -1.6069   3.0836   5.3874
 RS1  H322  H   HCH2  0   0.209  -0.5986   1.8357   6.1164
 RS1  H331  H   HCH2  0   0.262   0.0347   2.1872   3.7633
 RS1  H332  H   HCH2  0   0.244  -1.6196   1.9399   3.2391
 RS1  HN    H   HNH1  0   0.413   0.0482  -2.3266   4.3343
 RS1  HO    H   HOH1  0   0.470   2.4386  -2.1768   4.6650

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
 RS1  C1   C2    aromatic  1.387  0.020  1.387
 RS1  C1   C6    aromatic  1.386  0.020  1.386
 RS1  C1   H1    single    0.930  0.020  1.080
 RS1  C2   C3    aromatic  1.386  0.020  1.386
 RS1  C2   CL2   single    1.732  0.020  1.732
 RS1  C3   C4    aromatic  1.387  0.020  1.387
 RS1  C3   H3    single    0.930  0.020  1.080
 RS1  C4   C5    aromatic  1.385  0.020  1.385
 RS1  C4   H4    single    0.930  0.020  1.080
 RS1  C5   C6    aromatic  1.387  0.020  1.387
 RS1  C5   O11   single    1.375  0.020  1.375
 RS1  C6   H6    single    0.930  0.020  1.080
 RS1  O11  C12   single    1.352  0.020  1.352
 RS1  C12  C13   aromatic  1.393  0.020  1.393
 RS1  C12  C17   aromatic  1.394  0.020  1.394
 RS1  C13  C14   aromatic  1.384  0.020  1.384
 RS1  C13  H13   single    0.930  0.020  1.080
 RS1  C14  C15   aromatic  1.388  0.020  1.388
 RS1  C14  H14   single    0.930  0.020  1.080
 RS1  C15  C16   aromatic  1.391  0.020  1.391
 RS1  C15  S22   single    1.766  0.020  1.766
 RS1  C16  C17   aromatic  1.380  0.020  1.380
 RS1  C16  H16   single    0.930  0.020  1.080
 RS1  C17  H17   single    0.930  0.020  1.080
 RS1  S22  O23   double    1.461  0.020  1.461
 RS1  S22  O24   double    1.464  0.020  1.464
 RS1  S22  C25   single    1.801  0.020  1.801
 RS1  C25  C26   single    1.542  0.020  1.542
 RS1  C25  H251  single    0.970  0.020  1.090
 RS1  C25  H252  single    0.970  0.020  1.090
 RS1  C26  C29   single    1.543  0.020  1.543
 RS1  C26  C33   single    1.535  0.020  1.535
 RS1  C26  C40   single    1.538  0.020  1.538
 RS1  C29  C30   single    1.520  0.020  1.520
 RS1  C29  H291  single    0.970  0.020  1.090
 RS1  C29  H292  single    0.970  0.020  1.090
 RS1  C30  O31   single    1.407  0.020  1.407
 RS1  C30  H301  single    0.970  0.020  1.090
 RS1  C30  H302  single    0.970  0.020  1.090
 RS1  O31  C32   single    1.411  0.020  1.411
 RS1  C32  C33   single    1.521  0.020  1.521
 RS1  C32  H321  single    0.970  0.020  1.090
 RS1  C32  H322  single    0.970  0.020  1.090
 RS1  C33  H331  single    0.970  0.020  1.090
 RS1  C33  H332  single    0.970  0.020  1.090
 RS1  C40  N41   single    1.346  0.020  1.346
 RS1  C40  O42   double    1.215  0.020  1.215
 RS1  N41  O43   single    1.360  0.020  1.360
 RS1  N41  HN    single    0.860  0.020  1.020
 RS1  O43  HO    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
 RS1  H1    C1   C6    119.98  3.000
 RS1  H1    C1   C2    120.68  3.000
 RS1  C6    C1   C2    119.35  3.000
 RS1  CL2   C2   C3    119.41  3.000
 RS1  CL2   C2   C1    119.40  3.000
 RS1  C3    C2   C1    121.18  3.000
 RS1  H3    C3   C4    119.99  3.000
 RS1  H3    C3   C2    120.66  3.000
 RS1  C4    C3   C2    119.34  3.000
 RS1  H4    C4   C5    120.35  3.000
 RS1  H4    C4   C3    120.11  3.000
 RS1  C5    C4   C3    119.54  3.000
 RS1  O11   C5   C6    119.74  3.000
 RS1  O11   C5   C4    119.18  3.000
 RS1  C6    C5   C4    121.04  3.000
 RS1  H6    C6   C5    120.55  3.000
 RS1  H6    C6   C1    119.91  3.000
 RS1  C5    C6   C1    119.54  3.000
 RS1  C12   O11  C5    119.50  3.000
 RS1  C17   C12  C13   120.52  3.000
 RS1  C17   C12  O11   115.95  3.000
 RS1  C13   C12  O11   123.53  3.000
 RS1  H13   C13  C14   119.06  3.000
 RS1  H13   C13  C12   121.55  3.000
 RS1  C14   C13  C12   119.40  3.000
 RS1  H14   C14  C15   121.05  3.000
 RS1  H14   C14  C13   119.03  3.000
 RS1  C15   C14  C13   119.92  3.000
 RS1  S22   C15  C16   119.92  3.000
 RS1  S22   C15  C14   119.31  3.000
 RS1  C16   C15  C14   120.77  3.000
 RS1  H16   C16  C17   119.39  3.000
 RS1  H16   C16  C15   121.12  3.000
 RS1  C17   C16  C15   119.49  3.000
 RS1  H17   C17  C16   120.25  3.000
 RS1  H17   C17  C12   119.85  3.000
 RS1  C16   C17  C12   119.90  3.000
 RS1  C25   S22  O24   108.36  3.000
 RS1  C25   S22  O23   109.48  3.000
 RS1  O24   S22  O23   118.74  3.000
 RS1  C25   S22  C15   102.91  3.000
 RS1  O24   S22  C15   108.04  3.000
 RS1  O23   S22  C15   108.16  3.000
 RS1  H252  C25  H251  107.53  3.000
 RS1  H252  C25  C26   109.48  3.000
 RS1  H251  C25  C26   111.70  3.000
 RS1  H252  C25  S22   106.57  3.000
 RS1  H251  C25  S22   105.25  3.000
 RS1  C26   C25  S22   115.88  3.000
 RS1  C40   C26  C33   110.35  3.000
 RS1  C40   C26  C29   112.29  3.000
 RS1  C33   C26  C29   106.75  3.000
 RS1  C40   C26  C25   109.24  3.000
 RS1  C33   C26  C25   111.28  3.000
 RS1  C29   C26  C25   106.87  3.000
 RS1  H292  C29  H291  106.00  3.000
 RS1  H292  C29  C30   109.17  3.000
 RS1  H291  C29  C30   109.29  3.000
 RS1  H292  C29  C26   112.55  3.000
 RS1  H291  C29  C26   108.12  3.000
 RS1  C30   C29  C26   111.53  3.000
 RS1  H302  C30  H301  107.15  3.000
 RS1  H302  C30  O31   110.73  3.000
 RS1  H301  C30  O31   107.30  3.000
 RS1  H302  C30  C29   110.01  3.000
 RS1  H301  C30  C29   109.69  3.000
 RS1  O31   C30  C29   111.81  3.000
 RS1  C32   O31  C30   111.72  3.000
 RS1  H322  C32  H321  107.27  3.000
 RS1  H322  C32  C33   110.33  3.000
 RS1  H321  C32  C33   109.50  3.000
 RS1  H322  C32  O31   110.35  3.000
 RS1  H321  C32  O31   106.90  3.000
 RS1  C33   C32  O31   112.30  3.000
 RS1  H332  C33  H331  106.93  3.000
 RS1  H332  C33  C32   108.84  3.000
 RS1  H331  C33  C32   109.29  3.000
 RS1  H332  C33  C26   107.53  3.000
 RS1  H331  C33  C26   111.75  3.000
 RS1  C32   C33  C26   112.30  3.000
 RS1  O42   C40  N41   122.71  3.000
 RS1  O42   C40  C26   122.88  3.000
 RS1  N41   C40  C26   114.40  3.000
 RS1  HN    N41  O43   114.46  3.000
 RS1  HN    N41  C40   123.04  3.000
 RS1  O43   N41  C40   119.84  3.000
 RS1  HO    O43  N41   106.40  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
 RS1  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 RS1  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 RS1  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 RS1  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 RS1  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 RS1  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 RS1  CONST_07  C15  C14  C13  C12     0.00   0.0  0
 RS1  CONST_08  C15  C16  C17  C12     0.00   0.0  0
 RS1  CONST_09  C16  C17  C12  C13     0.00   0.0  0
 RS1  CONST_10  C16  C15  C14  C13     0.00   0.0  0
 RS1  CONST_11  C17  C12  C13  C14     0.00   0.0  0
 RS1  CONST_12  C17  C16  C15  C14     0.00   0.0  0
 RS1  CONST_13  O11  C5   C6   C1    180.00   0.0  0
 RS1  CONST_14  O11  C5   C4   C3    180.00   0.0  0
 RS1  CONST_15  CL2  C2   C3   C4    180.00   0.0  0
 RS1  CONST_16  CL2  C2   C1   C6    180.00   0.0  0
 RS1  CONST_17  C14  C13  C12  O11   180.00   0.0  0
 RS1  CONST_18  C16  C17  C12  O11   180.00   0.0  0
 RS1  CONST_19  S22  C15  C14  C13   180.00   0.0  0
 RS1  CONST_20  S22  C15  C16  C17   180.00   0.0  0
 RS1  CONST_21  H3   C3   C2   C1    180.00   0.0  0
 RS1  CONST_22  H6   C6   C1   C2    180.00   0.0  0
 RS1  CONST_23  H4   C4   C3   C2    180.00   0.0  0
 RS1  CONST_24  H1   C1   C2   C3    180.00   0.0  0
 RS1  CONST_25  H14  C14  C13  C12   180.00   0.0  0
 RS1  CONST_26  H16  C16  C17  C12   180.00   0.0  0
 RS1  CONST_27  H17  C17  C12  C13   180.00   0.0  0
 RS1  CONST_28  H13  C13  C14  C15   180.00   0.0  0
 RS1  CONST_29  O43  N41  C40  C26   180.00   0.0  0
 RS1  CONST_30  HN   N41  C40  C26     0.00   0.0  0
 RS1  CONST_31  O43  N41  C40  O42     0.00   0.0  0
 RS1  Var_01    O31  C30  C29  C26    57.96  30.0  1
 RS1  Var_02    O31  C32  C33  C26   -55.49  30.0  1
 RS1  Var_03    C33  C32  O31  C30    58.59  30.0  1
 RS1  Var_04    C13  C12  O11  C5      8.11  30.0  2
 RS1  Var_05    O23  S22  C15  C14   -26.87  30.0  2
 RS1  Var_06    C26  C25  S22  C15  -173.91  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
 RS1  chir_01  C26  C29  C33  C40  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
 RS1  plan-1  C1   0.020
 RS1  plan-1  C2   0.020
 RS1  plan-1  C3   0.020
 RS1  plan-1  C4   0.020
 RS1  plan-1  C5   0.020
 RS1  plan-1  C6   0.020
 RS1  plan-1  O11  0.020
 RS1  plan-1  CL2  0.020
 RS1  plan-1  H1   0.020
 RS1  plan-1  H3   0.020
 RS1  plan-1  H4   0.020
 RS1  plan-1  H6   0.020
 RS1  plan-2  O11  0.020
 RS1  plan-2  C12  0.020
 RS1  plan-2  C13  0.020
 RS1  plan-2  C14  0.020
 RS1  plan-2  C15  0.020
 RS1  plan-2  C16  0.020
 RS1  plan-2  C17  0.020
 RS1  plan-2  S22  0.020
 RS1  plan-2  H13  0.020
 RS1  plan-2  H14  0.020
 RS1  plan-2  H16  0.020
 RS1  plan-2  H17  0.020
 RS1  plan-3  C26  0.020
 RS1  plan-3  C40  0.020
 RS1  plan-3  N41  0.020
 RS1  plan-3  O42  0.020
 RS1  plan-3  O43  0.020
 RS1  plan-3  HN   0.020

