# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 08:49:36 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: (2S)-4-[4-{4-[(5-chloro-6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxo-3,6-dihydropyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ncc(COc2ccc(cc2)C3=CCN(CC[C@@](C)(C(=O)NO)[S](C)(=O)=O)C(=O)C3)cc1Cl
#
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
 F64  F64  (2S)-4-[4-{4-[(5-chloro-6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxo-3,6-dihydropyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide  ligand  64  36  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F64
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
 F64  C01  C   CH3   0  -0.417  11.2035   2.5049  -1.5189
 F64  C03  C   CR6   0   0.596   9.5129   1.0545  -0.7536
 F64  C05  C   CR16  0  -0.082   7.5675   1.9412   0.0375
 F64  C06  C   CR6   0  -0.022   7.0170   0.7064   0.3140
 F64  C07  C   CH2   0  -0.273   5.6414   0.5783   0.8822
 F64  C09  C   CR6   0   0.374   3.4927  -0.1110   0.1327
 F64  C10  C   CR16  0  -0.325   2.7053  -0.6173  -0.9051
 F64  C11  C   CR16  0  -0.309   1.3503  -0.8000  -0.7277
 F64  C12  C   CR6   0   0.092   0.7198  -0.4996   0.4871
 F64  C13  C   CR16  0  -0.304   1.5213   0.0092   1.5058
 F64  C14  C   CR16  0  -0.362   2.8888   0.2001   1.3454
 F64  C15  C   C     0   0.137  -0.7289  -0.6946   0.6816
 F64  C16  C   CH2   0  -0.662  -1.3874   0.0618   1.7951
 F64  C17  C   C     0   0.573  -2.8968   0.0829   1.7932
 F64  C21  C   CH2   0  -0.442  -5.5226   0.2461   0.0102
 F64  C22  C   CT    0  -0.414  -7.0479   0.3726  -0.1131
 F64  C23  C   CH3   0  -0.722  -7.7187   0.5721   1.2451
 F64  C24  C   C     0   0.594  -7.3355   1.4748  -1.1448
 F64  C32  C   CH2   0  -0.279  -2.9179  -1.7158   0.0892
 F64  C33  C   C1    0  -0.363  -1.4547  -1.5232  -0.0668
 F64  C34  C   CR16  0  -0.112   7.7929  -0.4187   0.0222
 F64  C35  C   CR6   0  -0.196   9.0457  -0.2499  -0.5133
 F64  N04  N   N     0  -0.456   8.7829   2.1094  -0.4789
 F64  N19  N   NT    0  -0.469  -3.5491  -0.7941   1.0101
 F64  N26  N   NH1   0  -0.367  -8.1133   2.4747  -0.7171
 F64  O02  O   O2    0  -0.456  10.7255   1.1869  -1.2701
 F64  O08  O   O2    0  -0.467   4.8027   0.0540  -0.1371
 F64  O18  O   O     0  -0.509  -3.4909   0.8741   2.5157
 F64  O25  O   O     0  -0.460  -6.8400   1.4368  -2.2561
 F64  O27  O   OH1   0  -0.533  -8.5046   3.4363  -1.5940
 F64  S28  S   S     0   1.219  -7.8287  -1.1402  -0.8203
 F64  CL   CL  CL    0  -0.100  10.0473  -1.6007  -0.8876
 F64  H1   H   HCH3  0   0.235  11.2516   3.0937  -0.6028
 F64  H2   H   HCH3  0   0.252  12.2037   2.3835  -1.9249
 F64  H3   H   HCH3  0   0.235  10.5778   3.0272  -2.2430
 F64  H4   H   HCR6  0   0.271   7.0082   2.8474   0.2433
 F64  H5   H   HCH2  0   0.248   5.6412  -0.0873   1.7521
 F64  H6   H   HCH2  0   0.250   5.2831   1.5588   1.2126
 F64  H7   H   HCR6  0   0.265   3.1641  -0.8508  -1.8578
 F64  H8   H   HCR6  0   0.253   0.7724  -1.1665  -1.5665
 F64  H9   H   HCR6  0   0.262   1.0926   0.2653   2.4656
 F64  H10  H   HCR6  0   0.283   3.4529   0.5974   2.1779
 F64  H11  H   HCH2  0   0.290  -1.0828  -0.3493   2.7647
 F64  H12  H   HCH2  0   0.279  -1.0575   1.1038   1.8049
 F64  H13  H   HCH2  0   0.272  -5.3619  -0.5952   2.0075
 F64  H14  H   HCH2  0   0.260  -5.3284  -1.8012   0.7393
 F64  H15  H   HCH2  0   0.292  -5.1616   1.2272   0.3295
 F64  H16  H   HCH2  0   0.272  -5.0850   0.0657  -0.9734
 F64  H17  H   HCH3  0   0.283  -7.3175   1.4659   1.7240
 F64  H18  H   HCH3  0   0.272  -8.8015   0.6726   1.1681
 F64  H19  H   HCH3  0   0.291  -7.5271  -0.2643   1.9122
 F64  H20  H   HCH3  0   0.320  -7.3249  -2.5899  -2.5612
 F64  H21  H   HCH3  0   0.306  -6.7780  -0.9335  -2.9515
 F64  H22  H   HCH3  0   0.284  -5.8333  -1.9563  -1.8340
 F64  H23  H   HCH2  0   0.251  -3.3920  -1.6083  -0.8938
 F64  H24  H   HCH2  0   0.263  -3.1251  -2.7458   0.4041
 F64  H25  H   H     0   0.261  -1.0013  -2.1260  -0.8443
 F64  H26  H   HCR6  0   0.292   7.4189  -1.4154   0.2198
 F64  H27  H   HNH1  0   0.435  -8.6144   2.4716   0.1585
 F64  H28  H   HOH1  0   0.483  -7.8975   4.1785  -1.4701
 F64  C20  C   CH2   0  -0.321  -5.0001  -0.7950   1.0011
 F64  C29  C   CH3   0  -0.789  -6.8291  -1.6965  -2.1828
 F64  O30  O   OS    0  -0.664  -7.7946  -2.1861   0.2034
 F64  O31  O   OS    0  -0.669  -9.1373  -0.7273  -1.3287

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
 F64  CL   C35  single    1.723  0.020  1.723
 F64  C35  C34  aromatic  1.373  0.020  1.373
 F64  C35  C03  aromatic  1.406  0.020  1.406
 F64  O02  C03  single    1.325  0.020  1.325
 F64  O02  C01  single    1.424  0.020  1.424
 F64  C34  C06  aromatic  1.397  0.020  1.397
 F64  C03  N04  aromatic  1.312  0.020  1.312
 F64  C06  C07  single    1.494  0.020  1.494
 F64  C06  C05  aromatic  1.380  0.020  1.380
 F64  N04  C05  aromatic  1.331  0.020  1.331
 F64  C07  O08  single    1.420  0.020  1.420
 F64  C14  C13  aromatic  1.390  0.020  1.390
 F64  C14  C09  aromatic  1.390  0.020  1.390
 F64  C13  C12  aromatic  1.392  0.020  1.392
 F64  O08  C09  single    1.348  0.020  1.348
 F64  C09  C10  aromatic  1.398  0.020  1.398
 F64  C12  C15  single    1.475  0.020  1.475
 F64  C12  C11  aromatic  1.401  0.020  1.401
 F64  C16  C15  single    1.499  0.020  1.499
 F64  C16  C17  single    1.510  0.020  1.510
 F64  C15  C33  double    1.332  0.020  1.332
 F64  O18  C17  double    1.225  0.020  1.225
 F64  C17  N19  single    1.345  0.020  1.345
 F64  C10  C11  aromatic  1.379  0.020  1.379
 F64  C33  C32  single    1.484  0.020  1.484
 F64  N19  C32  single    1.448  0.020  1.448
 F64  N19  C20  single    1.451  0.020  1.451
 F64  C20  C21  single    1.529  0.020  1.529
 F64  O30  S28  double    1.464  0.020  1.464
 F64  O27  N26  single    1.359  0.020  1.359
 F64  N26  C24  single    1.337  0.020  1.337
 F64  S28  O31  double    1.463  0.020  1.463
 F64  S28  C29  single    1.779  0.020  1.779
 F64  S28  C22  single    1.843  0.020  1.843
 F64  C21  C22  single    1.535  0.020  1.535
 F64  C24  O25  double    1.217  0.020  1.217
 F64  C24  C22  single    1.537  0.020  1.537
 F64  C22  C23  single    1.528  0.020  1.528
 F64  C01  H1   single    0.970  0.020  1.090
 F64  C01  H2   single    0.970  0.020  1.090
 F64  C01  H3   single    0.970  0.020  1.090
 F64  C05  H4   single    0.930  0.020  1.080
 F64  C07  H5   single    0.970  0.020  1.090
 F64  C07  H6   single    0.970  0.020  1.090
 F64  C10  H7   single    0.930  0.020  1.080
 F64  C11  H8   single    0.930  0.020  1.080
 F64  C13  H9   single    0.930  0.020  1.080
 F64  C14  H10  single    0.930  0.020  1.080
 F64  C16  H11  single    0.970  0.020  1.090
 F64  C16  H12  single    0.970  0.020  1.090
 F64  C20  H13  single    0.970  0.020  1.090
 F64  C20  H14  single    0.970  0.020  1.090
 F64  C21  H15  single    0.970  0.020  1.090
 F64  C21  H16  single    0.970  0.020  1.090
 F64  C23  H17  single    0.970  0.020  1.090
 F64  C23  H18  single    0.970  0.020  1.090
 F64  C23  H19  single    0.970  0.020  1.090
 F64  C29  H20  single    0.970  0.020  1.090
 F64  C29  H21  single    0.970  0.020  1.090
 F64  C29  H22  single    0.970  0.020  1.090
 F64  C32  H23  single    0.970  0.020  1.090
 F64  C32  H24  single    0.970  0.020  1.090
 F64  C33  H25  single    0.930  0.020  1.080
 F64  C34  H26  single    0.930  0.020  1.080
 F64  N26  H27  single    0.860  0.020  1.020
 F64  O27  H28  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
 F64  H3   C01  H2   109.50  3.000
 F64  H3   C01  H1   108.95  3.000
 F64  H2   C01  H1   109.50  3.000
 F64  H3   C01  O02  111.52  3.000
 F64  H2   C01  O02  105.72  3.000
 F64  H1   C01  O02  111.59  3.000
 F64  O02  C03  N04  120.70  3.000
 F64  N04  C03  C35  121.69  3.000
 F64  O02  C03  C35  117.61  3.000
 F64  H4   C05  N04  116.04  3.000
 F64  H4   C05  C06  120.25  3.000
 F64  N04  C05  C06  123.71  3.000
 F64  C34  C06  C07  121.44  3.000
 F64  C07  C06  C05  121.35  3.000
 F64  C34  C06  C05  117.20  3.000
 F64  H6   C07  H5   107.72  3.000
 F64  H6   C07  O08  110.72  3.000
 F64  H5   C07  O08  110.22  3.000
 F64  H6   C07  C06  109.84  3.000
 F64  H5   C07  C06  110.76  3.000
 F64  O08  C07  C06  107.61  3.000
 F64  O08  C09  C14  124.72  3.000
 F64  O08  C09  C10  116.32  3.000
 F64  C14  C09  C10  118.96  3.000
 F64  H7   C10  C11  120.06  3.000
 F64  H7   C10  C09  119.52  3.000
 F64  C11  C10  C09  120.41  3.000
 F64  H8   C11  C12  120.27  3.000
 F64  H8   C11  C10  118.02  3.000
 F64  C12  C11  C10  121.69  3.000
 F64  C15  C12  C13  121.15  3.000
 F64  C15  C12  C11  121.87  3.000
 F64  C13  C12  C11  116.97  3.000
 F64  H9   C13  C14  117.36  3.000
 F64  H9   C13  C12  120.49  3.000
 F64  C14  C13  C12  122.14  3.000
 F64  H10  C14  C13  118.35  3.000
 F64  H10  C14  C09  121.83  3.000
 F64  C13  C14  C09  119.82  3.000
 F64  C33  C15  C16  119.48  3.000
 F64  C33  C15  C12  122.93  3.000
 F64  C16  C15  C12  117.58  3.000
 F64  H12  C16  H11  105.41  3.000
 F64  H12  C16  C17  106.77  3.000
 F64  H11  C16  C17  106.51  3.000
 F64  H12  C16  C15  110.80  3.000
 F64  H11  C16  C15  110.23  3.000
 F64  C17  C16  C15  116.46  3.000
 F64  O18  C17  N19  121.97  3.000
 F64  N19  C17  C16  118.47  3.000
 F64  O18  C17  C16  119.55  3.000
 F64  H16  C21  H15  106.21  3.000
 F64  H16  C21  C22  109.84  3.000
 F64  H15  C21  C22  106.12  3.000
 F64  H16  C21  C20  109.53  3.000
 F64  H15  C21  C20  108.00  3.000
 F64  C22  C21  C20  116.58  3.000
 F64  S28  C22  C24  104.58  3.000
 F64  C24  C22  C23  114.89  3.000
 F64  S28  C22  C23  105.20  3.000
 F64  C23  C22  C21  112.05  3.000
 F64  C24  C22  C21  107.39  3.000
 F64  S28  C22  C21  112.58  3.000
 F64  H19  C23  H18  106.82  3.000
 F64  H19  C23  H17  107.24  3.000
 F64  H18  C23  H17  108.72  3.000
 F64  H19  C23  C22  111.57  3.000
 F64  H18  C23  C22  112.66  3.000
 F64  H17  C23  C22  109.62  3.000
 F64  O25  C24  N26  123.52  3.000
 F64  O25  C24  C22  120.94  3.000
 F64  N26  C24  C22  115.50  3.000
 F64  H24  C32  H23  105.53  3.000
 F64  H24  C32  N19  109.45  3.000
 F64  H23  C32  N19  108.62  3.000
 F64  H24  C32  C33  109.77  3.000
 F64  H23  C32  C33  108.62  3.000
 F64  N19  C32  C33  114.46  3.000
 F64  H25  C33  C32  114.58  3.000
 F64  H25  C33  C15  121.43  3.000
 F64  C32  C33  C15  123.99  3.000
 F64  H26  C34  C35  119.97  3.000
 F64  H26  C34  C06  120.74  3.000
 F64  C35  C34  C06  119.28  3.000
 F64  CL   C35  C34  121.26  3.000
 F64  C34  C35  C03  118.93  3.000
 F64  CL   C35  C03  119.80  3.000
 F64  C05  N04  C03  119.19  3.000
 F64  C32  N19  C20  115.57  3.000
 F64  C20  N19  C17  119.28  3.000
 F64  C32  N19  C17  125.05  3.000
 F64  H27  N26  O27  114.78  3.000
 F64  H27  N26  C24  124.35  3.000
 F64  O27  N26  C24  119.36  3.000
 F64  C03  O02  C01  117.90  3.000
 F64  C09  O08  C07  118.40  3.000
 F64  H28  O27  N26  106.25  3.000
 F64  O31  S28  O30  117.73  3.000
 F64  O31  S28  C29  108.94  3.000
 F64  O30  S28  C29  107.40  3.000
 F64  C29  S28  C22  108.21  3.000
 F64  O31  S28  C22  106.29  3.000
 F64  O30  S28  C22  107.95  3.000
 F64  H14  C20  H13  106.95  3.000
 F64  H14  C20  N19  107.65  3.000
 F64  H13  C20  N19  109.07  3.000
 F64  H14  C20  C21  111.70  3.000
 F64  H13  C20  C21  111.14  3.000
 F64  N19  C20  C21  110.20  3.000
 F64  H22  C29  H21  110.64  3.000
 F64  H22  C29  H20  109.42  3.000
 F64  H21  C29  H20  110.63  3.000
 F64  H22  C29  S28  110.11  3.000
 F64  H21  C29  S28  110.45  3.000
 F64  H20  C29  S28  105.47  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
 F64  CONST_01  C06  C34  C35  C03     0.00   0.0  0
 F64  CONST_02  C06  C05  N04  C03     0.00   0.0  0
 F64  CONST_03  C35  C34  C06  C05     0.00   0.0  0
 F64  CONST_04  C35  C03  N04  C05     0.00   0.0  0
 F64  CONST_05  C12  C13  C14  C09     0.00   0.0  0
 F64  CONST_06  C12  C11  C10  C09     0.00   0.0  0
 F64  CONST_07  C13  C14  C09  C10     0.00   0.0  0
 F64  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 F64  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 F64  CONST_10  C14  C09  C10  C11     0.00   0.0  0
 F64  CONST_11  N04  C03  C35  C34     0.00   0.0  0
 F64  CONST_12  N04  C05  C06  C34     0.00   0.0  0
 F64  CONST_13  C15  C12  C11  C10   180.00   0.0  0
 F64  CONST_14  C15  C12  C13  C14   180.00   0.0  0
 F64  CONST_15  C32  N19  C17  C16     0.00   0.0  0
 F64  CONST_16  O02  C03  N04  C05   180.00   0.0  0
 F64  CONST_17  CL   C35  C34  C06   180.00   0.0  0
 F64  CONST_18  C35  C34  C06  C07   180.00   0.0  0
 F64  CONST_19  N04  C05  C06  C07   180.00   0.0  0
 F64  CONST_20  O08  C09  C10  C11   180.00   0.0  0
 F64  CONST_21  O08  C09  C14  C13   180.00   0.0  0
 F64  CONST_22  O02  C03  C35  C34   180.00   0.0  0
 F64  CONST_23  CL   C35  C03  N04   180.00   0.0  0
 F64  CONST_24  C20  N19  C17  C16   180.00   0.0  0
 F64  CONST_25  O18  C17  N19  C32   180.00   0.0  0
 F64  CONST_26  H26  C34  C35  C03   180.00   0.0  0
 F64  CONST_27  H4   C05  N04  C03   180.00   0.0  0
 F64  CONST_28  H9   C13  C14  C09   180.00   0.0  0
 F64  CONST_29  H8   C11  C10  C09   180.00   0.0  0
 F64  CONST_30  H10  C14  C09  C10   180.00   0.0  0
 F64  CONST_31  H7   C10  C11  C12   180.00   0.0  0
 F64  CONST_32  O18  C17  N19  C20     0.00   0.0  0
 F64  CONST_33  O27  N26  C24  C22   180.00   0.0  0
 F64  CONST_34  O27  N26  C24  O25     0.00   0.0  0
 F64  CONST_35  H27  N26  C24  C22     0.00   0.0  0
 F64  Var_01    C16  C15  C12  C11  -159.63  30.0  2
 F64  Var_02    C17  C16  C15  C12   167.27  30.0  1
 F64  Var_03    C32  C33  C15  C12  -178.64  30.0  1
 F64  Var_04    N19  C17  C16  C15    14.72  30.0  1
 F64  Var_05    N19  C32  C33  C15     7.95  30.0  1
 F64  Var_06    C33  C32  N19  C17    -7.08  30.0  1
 F64  Var_07    C35  C03  O02  C01   179.86  30.0  2
 F64  Var_08    O08  C07  C06  C05   108.98  30.0  2
 F64  Var_09    C14  C09  O08  C07     0.23  30.0  2
 F64  Var_10    C21  C20  N19  C17    85.10  30.0  3
 F64  Var_11    N19  C20  C21  C22  -179.79  30.0  1
 F64  Var_12    H1   C01  O02  C03    60.44  30.0  3
 F64  Var_13    H20  C29  S28  C22   179.68  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
 F64  chir_01  C22  C21  C24  C23  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
 F64  plan-1  C09  0.020
 F64  plan-1  C10  0.020
 F64  plan-1  C11  0.020
 F64  plan-1  C12  0.020
 F64  plan-1  C13  0.020
 F64  plan-1  C14  0.020
 F64  plan-1  C15  0.020
 F64  plan-1  O08  0.020
 F64  plan-1  H7   0.020
 F64  plan-1  H8   0.020
 F64  plan-1  H9   0.020
 F64  plan-1  H10  0.020
 F64  plan-2  C03  0.020
 F64  plan-2  C05  0.020
 F64  plan-2  C06  0.020
 F64  plan-2  C07  0.020
 F64  plan-2  C34  0.020
 F64  plan-2  C35  0.020
 F64  plan-2  N04  0.020
 F64  plan-2  O02  0.020
 F64  plan-2  CL   0.020
 F64  plan-2  H4   0.020
 F64  plan-2  H26  0.020
 F64  plan-3  C22  0.020
 F64  plan-3  C24  0.020
 F64  plan-3  N26  0.020
 F64  plan-3  O25  0.020
 F64  plan-3  O27  0.020
 F64  plan-3  H27  0.020
 F64  plan-4  C16  0.020
 F64  plan-4  C17  0.020
 F64  plan-4  C32  0.020
 F64  plan-4  N19  0.020
 F64  plan-4  O18  0.020
 F64  plan-4  C20  0.020

