# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 01:12:00 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: (2R)-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
 EU1  EU1  (2R)-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_EU1
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
 EU1  C01  C   CH3   0  -0.418  -11.4749  -1.3752   1.7648
 EU1  C03  C   CR6   0   0.596   -9.6377  -0.3893   0.6673
 EU1  C05  C   CR16  0  -0.080   -7.6961  -0.0701   1.8190
 EU1  C06  C   CR6   0  -0.022   -7.0442   0.4810   0.7348
 EU1  C07  C   CH2   0  -0.274   -5.6204   0.9252   0.8188
 EU1  C09  C   CR6   0   0.376   -3.5209   0.2369  -0.0654
 EU1  C10  C   CR16  0  -0.327   -2.8088  -0.6806  -0.8426
 EU1  C11  C   CR16  0  -0.307   -1.4510  -0.5309  -1.0288
 EU1  C12  C   CR6   0   0.093   -0.7451   0.5385  -0.4626
 EU1  C13  C   CR16  0  -0.304   -1.4696   1.4305   0.3239
 EU1  C14  C   CR16  0  -0.362   -2.8385   1.2947   0.5245
 EU1  C15  C   C     0   0.133    0.7031   0.7122  -0.6814
 EU1  C16  C   CH2   0  -0.661    1.4636   1.5279   0.3191
 EU1  C17  C   C     0   0.581    2.9688   1.5012   0.2084
 EU1  C21  C   CH2   0  -0.440    5.5536  -0.2681  -0.2658
 EU1  C22  C   CT    0  -0.417    7.0772  -0.4447  -0.3282
 EU1  C23  C   CH3   0  -0.718    7.5914  -0.4912  -1.7660
 EU1  C24  C   C     0   0.595    7.4342  -1.6658   0.5343
 EU1  C32  C   CH2   0  -0.275    2.7956   0.3404  -1.9737
 EU1  C33  C   C1    0  -0.364    1.3386   0.1993  -1.7330
 EU1  C34  C   CR16  0  -0.111   -7.7656   0.5900  -0.4571
 EU1  C35  C   CR6   0  -0.197   -9.0673   0.1565  -0.4964
 EU1  N04  N   N     0  -0.458   -8.9590  -0.4910   1.7854
 EU1  N19  N   NT    0  -0.471    3.5264   0.9573  -0.8857
 EU1  N26  N   NH1   0  -0.367    8.1672  -2.6057  -0.0721
 EU1  O02  O   O2    0  -0.456  -10.8948  -0.8010   0.5988
 EU1  O08  O   O2    0  -0.467   -4.8431   0.0089   0.0621
 EU1  O18  O   O     0  -0.508    3.6434   1.9911   1.1088
 EU1  O25  O   O     0  -0.459    7.0285  -1.7633   1.6778
 EU1  O27  O   OH1   0  -0.534    8.6281  -3.6596   0.6520
 EU1  S28  S   S     0   1.218    7.9725   0.9567   0.4711
 EU1  CL1  CL  CL    0  -0.100  -10.0051   0.2727  -1.9370
 EU1  H1   H   HCH3  0   0.236  -11.5004  -0.6667   2.5928
 EU1  H2   H   HCH3  0   0.252  -12.4899  -1.6437   1.4865
 EU1  H3   H   HCH3  0   0.236  -10.9366  -2.2688   2.0811
 EU1  H4   H   HCR6  0   0.271   -7.1820  -0.1788   2.7681
 EU1  H5   H   HCH2  0   0.248   -5.5107   1.9385   0.4177
 EU1  H6   H   HCH2  0   0.250   -5.2911   0.9449   1.8630
 EU1  H7   H   HCR6  0   0.265   -3.3294  -1.5195  -1.2872
 EU1  H8   H   HCR6  0   0.253   -0.9279  -1.2766  -1.6140
 EU1  H9   H   HCR6  0   0.260   -0.9767   2.2722   0.7924
 EU1  H10  H   HCR6  0   0.284   -3.3438   2.0233   1.1438
 EU1  H11  H   HCH2  0   0.289    1.1658   2.5812   0.2597
 EU1  H12  H   HCH2  0   0.281    1.2163   1.2153   1.3371
 EU1  H13  H   HCH2  0   0.265    5.3768   1.8761  -0.6370
 EU1  H14  H   HCH2  0   0.266    5.2114   0.8943  -2.0697
 EU1  H15  H   HCH2  0   0.282    5.2319  -0.2380   0.7745
 EU1  H16  H   HCH3  0   0.289    7.3246   0.4115  -2.3087
 EU1  H17  H   HCH3  0   0.271    8.6753  -0.5891  -1.8298
 EU1  H18  H   HCH3  0   0.282    7.1350  -1.3303  -2.2921
 EU1  H19  H   HCH3  0   0.301    7.0963   0.5470   2.6452
 EU1  H20  H   HCH3  0   0.316    7.6541   2.2233   2.3872
 EU1  H21  H   HCH3  0   0.297    6.0846   1.6996   1.7268
 EU1  H22  H   HCH2  0   0.256    3.2209  -0.6508  -2.1666
 EU1  H23  H   HCH2  0   0.262    2.9619   0.9152  -2.8927
 EU1  H24  H   H     0   0.261    0.8054  -0.3507  -2.4990
 EU1  H25  H   HCR6  0   0.292   -7.3110   1.0157  -1.3428
 EU1  H26  H   HNH1  0   0.434    8.6122  -2.4842  -0.9692
 EU1  H27  H   HOH1  0   0.483    8.0116  -4.3870   0.4921
 EU1  H30  H   HCH2  0   0.282    5.1233  -1.1801  -0.6916
 EU1  C20  C   CH2   0  -0.319    4.9728   0.9368  -1.0068
 EU1  C29  C   CH3   0  -0.805    7.1001   1.3878   1.9598
 EU1  O30  O   OS    0  -0.670    9.2987   0.4506   0.8291
 EU1  O31  O   OS    0  -0.664    7.9075   2.1079  -0.4312

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
 EU1  C01  O02  single    1.423  0.020  1.423
 EU1  C03  C35  aromatic  1.406  0.020  1.406
 EU1  C03  N04  aromatic  1.312  0.020  1.312
 EU1  C03  O02  single    1.325  0.020  1.325
 EU1  C05  C06  aromatic  1.380  0.020  1.380
 EU1  C05  N04  aromatic  1.332  0.020  1.332
 EU1  C06  C07  single    1.494  0.020  1.494
 EU1  C06  C34  aromatic  1.397  0.020  1.397
 EU1  C07  O08  single    1.420  0.020  1.420
 EU1  C09  C10  aromatic  1.397  0.020  1.397
 EU1  C09  C14  aromatic  1.390  0.020  1.390
 EU1  C09  O08  single    1.348  0.020  1.348
 EU1  C10  C11  aromatic  1.379  0.020  1.379
 EU1  C11  C12  aromatic  1.401  0.020  1.401
 EU1  C12  C13  aromatic  1.393  0.020  1.393
 EU1  C12  C15  single    1.475  0.020  1.475
 EU1  C13  C14  aromatic  1.390  0.020  1.390
 EU1  C15  C16  single    1.498  0.020  1.498
 EU1  C15  C33  double    1.331  0.020  1.331
 EU1  C16  C17  single    1.509  0.020  1.509
 EU1  C17  N19  single    1.343  0.020  1.343
 EU1  C17  O18  double    1.227  0.020  1.227
 EU1  C20  C21  single    1.529  0.020  1.529
 EU1  C20  N19  single    1.452  0.020  1.452
 EU1  C21  C22  single    1.535  0.020  1.535
 EU1  C22  C23  single    1.528  0.020  1.528
 EU1  C22  C24  single    1.537  0.020  1.537
 EU1  C22  S28  single    1.845  0.020  1.845
 EU1  C24  N26  single    1.337  0.020  1.337
 EU1  C24  O25  double    1.217  0.020  1.217
 EU1  C29  S28  single    1.779  0.020  1.779
 EU1  C32  C33  single    1.483  0.020  1.483
 EU1  C32  N19  single    1.449  0.020  1.449
 EU1  C34  C35  aromatic  1.373  0.020  1.373
 EU1  C35  CL1  single    1.723  0.020  1.723
 EU1  N26  O27  single    1.359  0.020  1.359
 EU1  O30  S28  double    1.464  0.020  1.464
 EU1  O31  S28  double    1.464  0.020  1.464
 EU1  C01  H1   single    0.970  0.020  1.090
 EU1  C01  H2   single    0.970  0.020  1.090
 EU1  C01  H3   single    0.970  0.020  1.090
 EU1  C05  H4   single    0.930  0.020  1.080
 EU1  C07  H5   single    0.970  0.020  1.090
 EU1  C07  H6   single    0.970  0.020  1.090
 EU1  C10  H7   single    0.930  0.020  1.080
 EU1  C11  H8   single    0.930  0.020  1.080
 EU1  C13  H9   single    0.930  0.020  1.080
 EU1  C14  H10  single    0.930  0.020  1.080
 EU1  C16  H11  single    0.970  0.020  1.090
 EU1  C16  H12  single    0.970  0.020  1.090
 EU1  C20  H13  single    0.970  0.020  1.090
 EU1  C20  H14  single    0.970  0.020  1.090
 EU1  C21  H15  single    0.970  0.020  1.090
 EU1  C23  H16  single    0.970  0.020  1.090
 EU1  C23  H17  single    0.970  0.020  1.090
 EU1  C23  H18  single    0.970  0.020  1.090
 EU1  C29  H19  single    0.970  0.020  1.090
 EU1  C29  H20  single    0.970  0.020  1.090
 EU1  C29  H21  single    0.970  0.020  1.090
 EU1  C32  H22  single    0.970  0.020  1.090
 EU1  C32  H23  single    0.970  0.020  1.090
 EU1  C33  H24  single    0.930  0.020  1.080
 EU1  C34  H25  single    0.930  0.020  1.080
 EU1  N26  H26  single    0.860  0.020  1.020
 EU1  O27  H27  single    0.850  0.020  0.980
 EU1  C21  H30  single    0.970  0.020  1.090

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
 EU1  H3   C01  H2   109.46  3.000
 EU1  H3   C01  H1   108.90  3.000
 EU1  H2   C01  H1   109.48  3.000
 EU1  H3   C01  O02  111.54  3.000
 EU1  H2   C01  O02  105.70  3.000
 EU1  H1   C01  O02  111.69  3.000
 EU1  O02  C03  N04  120.73  3.000
 EU1  O02  C03  C35  117.56  3.000
 EU1  N04  C03  C35  121.71  3.000
 EU1  H4   C05  N04  116.09  3.000
 EU1  H4   C05  C06  120.23  3.000
 EU1  N04  C05  C06  123.67  3.000
 EU1  C34  C06  C07  121.12  3.000
 EU1  C34  C06  C05  117.22  3.000
 EU1  C07  C06  C05  121.66  3.000
 EU1  H6   C07  H5   107.60  3.000
 EU1  H6   C07  O08  110.80  3.000
 EU1  H5   C07  O08  110.30  3.000
 EU1  H6   C07  C06  110.22  3.000
 EU1  H5   C07  C06  110.49  3.000
 EU1  O08  C07  C06  107.45  3.000
 EU1  O08  C09  C14  124.76  3.000
 EU1  O08  C09  C10  116.20  3.000
 EU1  C14  C09  C10  119.04  3.000
 EU1  H7   C10  C11  120.15  3.000
 EU1  H7   C10  C09  119.47  3.000
 EU1  C11  C10  C09  120.38  3.000
 EU1  H8   C11  C12  120.05  3.000
 EU1  H8   C11  C10  118.30  3.000
 EU1  C12  C11  C10  121.64  3.000
 EU1  C15  C12  C13  121.28  3.000
 EU1  C15  C12  C11  121.65  3.000
 EU1  C13  C12  C11  117.07  3.000
 EU1  H9   C13  C14  117.52  3.000
 EU1  H9   C13  C12  120.39  3.000
 EU1  C14  C13  C12  122.09  3.000
 EU1  H10  C14  C13  118.48  3.000
 EU1  H10  C14  C09  121.75  3.000
 EU1  C13  C14  C09  119.77  3.000
 EU1  C33  C15  C16  119.66  3.000
 EU1  C33  C15  C12  122.71  3.000
 EU1  C16  C15  C12  117.61  3.000
 EU1  H12  C16  H11  105.29  3.000
 EU1  H12  C16  C17  106.79  3.000
 EU1  H11  C16  C17  106.50  3.000
 EU1  H12  C16  C15  110.57  3.000
 EU1  H11  C16  C15  110.42  3.000
 EU1  C17  C16  C15  116.59  3.000
 EU1  O18  C17  N19  122.09  3.000
 EU1  O18  C17  C16  119.16  3.000
 EU1  N19  C17  C16  118.74  3.000
 EU1  H30  C21  H15  106.16  3.000
 EU1  H30  C21  C22  106.17  3.000
 EU1  H15  C21  C22  109.58  3.000
 EU1  H30  C21  C20  108.59  3.000
 EU1  H15  C21  C20  109.20  3.000
 EU1  C22  C21  C20  116.62  3.000
 EU1  S28  C22  C24  104.34  3.000
 EU1  S28  C22  C23  105.52  3.000
 EU1  C24  C22  C23  115.20  3.000
 EU1  S28  C22  C21  112.13  3.000
 EU1  C24  C22  C21  107.41  3.000
 EU1  C23  C22  C21  112.07  3.000
 EU1  H18  C23  H17  108.59  3.000
 EU1  H18  C23  H16  107.19  3.000
 EU1  H17  C23  H16  106.83  3.000
 EU1  H18  C23  C22  109.67  3.000
 EU1  H17  C23  C22  113.11  3.000
 EU1  H16  C23  C22  111.23  3.000
 EU1  O25  C24  N26  123.52  3.000
 EU1  O25  C24  C22  120.89  3.000
 EU1  N26  C24  C22  115.55  3.000
 EU1  H23  C32  H22  105.53  3.000
 EU1  H23  C32  N19  109.25  3.000
 EU1  H22  C32  N19  108.76  3.000
 EU1  H23  C32  C33  109.56  3.000
 EU1  H22  C32  C33  108.89  3.000
 EU1  N19  C32  C33  114.47  3.000
 EU1  H24  C33  C32  114.64  3.000
 EU1  H24  C33  C15  121.28  3.000
 EU1  C32  C33  C15  124.08  3.000
 EU1  H25  C34  C35  119.93  3.000
 EU1  H25  C34  C06  120.77  3.000
 EU1  C35  C34  C06  119.30  3.000
 EU1  CL1  C35  C34  121.26  3.000
 EU1  CL1  C35  C03  119.83  3.000
 EU1  C34  C35  C03  118.91  3.000
 EU1  C05  N04  C03  119.19  3.000
 EU1  C32  N19  C20  115.72  3.000
 EU1  C32  N19  C17  125.09  3.000
 EU1  C20  N19  C17  119.17  3.000
 EU1  H26  N26  O27  114.68  3.000
 EU1  H26  N26  C24  124.08  3.000
 EU1  O27  N26  C24  119.30  3.000
 EU1  C03  O02  C01  118.02  3.000
 EU1  C09  O08  C07  118.58  3.000
 EU1  H27  O27  N26  106.20  3.000
 EU1  O31  S28  O30  117.56  3.000
 EU1  O31  S28  C29  107.67  3.000
 EU1  O30  S28  C29  108.87  3.000
 EU1  O31  S28  C22  107.98  3.000
 EU1  O30  S28  C22  106.43  3.000
 EU1  C29  S28  C22  107.98  3.000
 EU1  H14  C20  H13  106.49  3.000
 EU1  H14  C20  N19  107.46  3.000
 EU1  H13  C20  N19  109.25  3.000
 EU1  H14  C20  C21  111.01  3.000
 EU1  H13  C20  C21  112.01  3.000
 EU1  N19  C20  C21  110.44  3.000
 EU1  H21  C29  H20  109.81  3.000
 EU1  H21  C29  H19  110.76  3.000
 EU1  H20  C29  H19  110.38  3.000
 EU1  H21  C29  S28  110.37  3.000
 EU1  H20  C29  S28  105.35  3.000
 EU1  H19  C29  S28  110.04  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
 EU1  CONST_01  C06  C34  C35  C03     0.00   0.0  0
 EU1  CONST_02  C06  C05  N04  C03     0.00   0.0  0
 EU1  CONST_03  C35  C34  C06  C05     0.00   0.0  0
 EU1  CONST_04  C35  C03  N04  C05     0.00   0.0  0
 EU1  CONST_05  C12  C11  C10  C09     0.00   0.0  0
 EU1  CONST_06  C12  C13  C14  C09     0.00   0.0  0
 EU1  CONST_07  C13  C14  C09  C10     0.00   0.0  0
 EU1  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 EU1  CONST_09  C14  C09  C10  C11     0.00   0.0  0
 EU1  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 EU1  CONST_11  N04  C05  C06  C34     0.00   0.0  0
 EU1  CONST_12  N04  C03  C35  C34     0.00   0.0  0
 EU1  CONST_13  C15  C12  C11  C10   180.00   0.0  0
 EU1  CONST_14  C15  C12  C13  C14   180.00   0.0  0
 EU1  CONST_15  C32  N19  C17  C16     0.00   0.0  0
 EU1  CONST_16  O02  C03  N04  C05   180.00   0.0  0
 EU1  CONST_17  CL1  C35  C34  C06   180.00   0.0  0
 EU1  CONST_18  N04  C05  C06  C07   180.00   0.0  0
 EU1  CONST_19  C35  C34  C06  C07   180.00   0.0  0
 EU1  CONST_20  O08  C09  C10  C11   180.00   0.0  0
 EU1  CONST_21  O08  C09  C14  C13   180.00   0.0  0
 EU1  CONST_22  O02  C03  C35  C34   180.00   0.0  0
 EU1  CONST_23  CL1  C35  C03  N04   180.00   0.0  0
 EU1  CONST_24  C20  N19  C17  C16   180.00   0.0  0
 EU1  CONST_25  O18  C17  N19  C32   180.00   0.0  0
 EU1  CONST_26  H25  C34  C35  C03   180.00   0.0  0
 EU1  CONST_27  H4   C05  N04  C03   180.00   0.0  0
 EU1  CONST_28  H8   C11  C10  C09   180.00   0.0  0
 EU1  CONST_29  H9   C13  C14  C09   180.00   0.0  0
 EU1  CONST_30  H10  C14  C09  C10   180.00   0.0  0
 EU1  CONST_31  H7   C10  C11  C12   180.00   0.0  0
 EU1  CONST_32  O18  C17  N19  C20     0.00   0.0  0
 EU1  CONST_33  O27  N26  C24  C22   180.00   0.0  0
 EU1  CONST_34  O27  N26  C24  O25     0.00   0.0  0
 EU1  CONST_35  H26  N26  C24  C22     0.00   0.0  0
 EU1  Var_01    C16  C15  C12  C11  -157.73  30.0  2
 EU1  Var_02    C17  C16  C15  C12   170.04  30.0  1
 EU1  Var_03    C32  C33  C15  C12  -179.18  30.0  1
 EU1  Var_04    N19  C17  C16  C15    11.26  30.0  1
 EU1  Var_05    N19  C32  C33  C15     6.88  30.0  1
 EU1  Var_06    C33  C32  N19  C17    -6.84  30.0  1
 EU1  Var_07    C35  C03  O02  C01   178.99  30.0  2
 EU1  Var_08    O08  C07  C06  C05   108.83  30.0  2
 EU1  Var_09    C10  C09  O08  C07  -178.74  30.0  2
 EU1  Var_10    C21  C20  N19  C17    83.82  30.0  2
 EU1  Var_11    N19  C20  C21  C22   178.71  30.0  2
 EU1  Var_12    H1   C01  O02  C03    61.39  30.0  3
 EU1  Var_13    H19  C29  S28  C22    61.79  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
 EU1  chir_01  C22  C23  C24  S28  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
 EU1  plan-1  C03  0.020
 EU1  plan-1  C05  0.020
 EU1  plan-1  C06  0.020
 EU1  plan-1  C07  0.020
 EU1  plan-1  C34  0.020
 EU1  plan-1  C35  0.020
 EU1  plan-1  N04  0.020
 EU1  plan-1  O02  0.020
 EU1  plan-1  CL1  0.020
 EU1  plan-1  H4   0.020
 EU1  plan-1  H25  0.020
 EU1  plan-2  C09  0.020
 EU1  plan-2  C10  0.020
 EU1  plan-2  C11  0.020
 EU1  plan-2  C12  0.020
 EU1  plan-2  C13  0.020
 EU1  plan-2  C14  0.020
 EU1  plan-2  C15  0.020
 EU1  plan-2  O08  0.020
 EU1  plan-2  H7   0.020
 EU1  plan-2  H8   0.020
 EU1  plan-2  H9   0.020
 EU1  plan-2  H10  0.020
 EU1  plan-3  C22  0.020
 EU1  plan-3  C24  0.020
 EU1  plan-3  N26  0.020
 EU1  plan-3  O25  0.020
 EU1  plan-3  O27  0.020
 EU1  plan-3  H26  0.020
 EU1  plan-4  C16  0.020
 EU1  plan-4  C17  0.020
 EU1  plan-4  C32  0.020
 EU1  plan-4  N19  0.020
 EU1  plan-4  O18  0.020
 EU1  plan-4  C20  0.020

