# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 04:44:32 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 4'-bromo-N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]biphenyl-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H](NC(=O)c1ccc(cc1)c2ccc(Br)cc2)C(=O)NO
#
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
 L58  L58  4'-bromo-N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]biphenyl-4-carboxamide  ligand  41  24  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L58
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
 L58  O2   O   O     0  -0.465   5.2133  -1.9647  -0.6399
 L58  C15  C   C     0   0.544   5.8328  -0.9167  -0.6583
 L58  N2   N   NH1   0  -0.368   7.0420  -0.7692  -1.2142
 L58  O3   O   OH1   0  -0.539   7.7396  -1.8539  -1.6440
 L58  C14  C   CH1   0  -0.256   5.2980   0.3686  -0.0316
 L58  C16  C   CH1   0   0.044   5.9704   0.5848   1.3417
 L58  O4   O   OH1   0  -0.656   5.8489  -0.5625   2.1493
 L58  C17  C   CH3   0  -0.693   5.4629   1.8346   2.0396
 L58  N1   N   NH1   0  -0.675   3.8656   0.2513   0.0611
 L58  C1   C   C     0   0.556   3.0247   1.2601  -0.2474
 L58  O1   O   O     0  -0.477   3.4115   2.3762  -0.5591
 L58  C2   C   CR6   0  -0.046   1.5669   0.9360  -0.1964
 L58  C7   C   CR16  0  -0.277   1.0469  -0.1522   0.5012
 L58  C6   C   CR16  0  -0.295  -0.3150  -0.4028   0.5039
 L58  C5   C   CR6   0   0.093  -1.1984   0.4252  -0.1892
 L58  C4   C   CR16  0  -0.298  -0.6731   1.5243  -0.8714
 L58  C3   C   CR16  0  -0.251   0.6859   1.7789  -0.8695
 L58  C8   C   CR6   0   0.099  -2.6473   0.1498  -0.2038
 L58  C13  C   CR16  0  -0.305  -3.2891  -0.3937   0.9091
 L58  C12  C   CR16  0  -0.211  -4.6511  -0.6509   0.9002
 L58  C11  C   CR6   0  -0.124  -5.3867  -0.3619  -0.2396
 L58  BR   BR  BR    0  -0.041  -7.2418  -0.7069  -0.2638
 L58  C10  C   CR16  0  -0.210  -4.7766   0.1769  -1.3626
 L58  C9   C   CR16  0  -0.305  -3.4141   0.4278  -1.3359
 L58  H12  H   HNH1  0   0.422   7.5545   0.1015  -1.2091
 L58  H13  H   HOH1  0   0.480   7.5326  -1.9565  -2.5826
 L58  H1   H   HCH1  0   0.295   5.5457   1.2230  -0.6665
 L58  H2   H   HCH1  0   0.242   7.0415   0.7043   1.1559
 L58  H17  H   HOH1  0   0.444   4.9369  -0.6300   2.4525
 L58  H15  H   HCH3  0   0.228   4.4106   1.7419   2.3152
 L58  H14  H   HCH3  0   0.249   6.0334   2.0110   2.9516
 L58  H16  H   HCH3  0   0.238   5.5651   2.7120   1.4019
 L58  H3   H   HNH1  0   0.406   3.5047  -0.6892   0.1223
 L58  H7   H   HCR6  0   0.258   1.6880  -0.8164   1.0669
 L58  H6   H   HCR6  0   0.265  -0.6855  -1.2679   1.0385
 L58  H5   H   HCR6  0   0.263  -1.3323   2.2036  -1.3965
 L58  H4   H   HCR6  0   0.264   1.0653   2.6423  -1.3987
 L58  H11  H   HCR6  0   0.268  -2.7306  -0.6070   1.8115
 L58  H10  H   HCR6  0   0.283  -5.1227  -1.0651   1.7809
 L58  H9   H   HCR6  0   0.283  -5.3440   0.3987  -2.2564
 L58  H8   H   HCR6  0   0.269  -2.9461   0.8290  -2.2255

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
 L58  C17  C16  single    1.519  0.020  1.519
 L58  O4   C16  single    1.408  0.020  1.408
 L58  C16  C14  single    1.544  0.020  1.544
 L58  O2   C15  double    1.218  0.020  1.218
 L58  O3   N2   single    1.359  0.020  1.359
 L58  C15  N2   single    1.339  0.020  1.339
 L58  C15  C14  single    1.527  0.020  1.527
 L58  C14  N1   single    1.440  0.020  1.440
 L58  N1   C1   single    1.349  0.020  1.349
 L58  C1   O1   double    1.222  0.020  1.222
 L58  C1   C2   single    1.494  0.020  1.494
 L58  C7   C2   aromatic  1.393  0.020  1.393
 L58  C7   C6   aromatic  1.385  0.020  1.385
 L58  C2   C3   aromatic  1.393  0.020  1.393
 L58  C6   C5   aromatic  1.395  0.020  1.395
 L58  C3   C4   aromatic  1.383  0.020  1.383
 L58  C5   C4   aromatic  1.396  0.020  1.396
 L58  C5   C8   single    1.475  0.020  1.475
 L58  C13  C8   aromatic  1.395  0.020  1.395
 L58  C13  C12  aromatic  1.386  0.020  1.386
 L58  C8   C9   aromatic  1.395  0.020  1.395
 L58  C12  C11  aromatic  1.387  0.020  1.387
 L58  C9   C10  aromatic  1.386  0.020  1.386
 L58  C11  C10  aromatic  1.387  0.020  1.387
 L58  C11  BR   single    1.887  0.020  1.887
 L58  N2   H12  single    0.860  0.020  1.020
 L58  O3   H13  single    0.850  0.020  0.980
 L58  C14  H1   single    0.970  0.020  1.090
 L58  C16  H2   single    0.970  0.020  1.090
 L58  O4   H17  single    0.850  0.020  0.980
 L58  C17  H15  single    0.970  0.020  1.090
 L58  C17  H14  single    0.970  0.020  1.090
 L58  C17  H16  single    0.970  0.020  1.090
 L58  N1   H3   single    0.860  0.020  1.020
 L58  C7   H7   single    0.930  0.020  1.080
 L58  C6   H6   single    0.930  0.020  1.080
 L58  C4   H5   single    0.930  0.020  1.080
 L58  C3   H4   single    0.930  0.020  1.080
 L58  C13  H11  single    0.930  0.020  1.080
 L58  C12  H10  single    0.930  0.020  1.080
 L58  C10  H9   single    0.930  0.020  1.080
 L58  C9   H8   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
 L58  C14  C15  N2   113.20  3.000
 L58  C14  C15  O2   122.70  3.000
 L58  N2   C15  O2   124.10  3.000
 L58  H12  N2   O3   115.40  3.000
 L58  H12  N2   C15  123.43  3.000
 L58  O3   N2   C15  120.45  3.000
 L58  H13  O3   N2   106.36  3.000
 L58  H1   C14  N1   109.06  3.000
 L58  H1   C14  C16  107.97  3.000
 L58  N1   C14  C16  112.78  3.000
 L58  H1   C14  C15  109.90  3.000
 L58  N1   C14  C15  107.83  3.000
 L58  C16  C14  C15  109.29  3.000
 L58  H2   C16  C17  108.39  3.000
 L58  H2   C16  O4   105.73  3.000
 L58  C17  C16  O4   112.22  3.000
 L58  H2   C16  C14  106.89  3.000
 L58  O4   C16  C14  111.00  3.000
 L58  C17  C16  C14  112.23  3.000
 L58  H17  O4   C16  108.61  3.000
 L58  H16  C17  H14  108.08  3.000
 L58  H16  C17  H15  107.85  3.000
 L58  H14  C17  H15  107.87  3.000
 L58  H16  C17  C16  111.25  3.000
 L58  H14  C17  C16  110.05  3.000
 L58  H15  C17  C16  111.61  3.000
 L58  H3   N1   C1   119.19  3.000
 L58  H3   N1   C14  115.82  3.000
 L58  C1   N1   C14  122.98  3.000
 L58  C2   C1   O1   121.05  3.000
 L58  C2   C1   N1   115.99  3.000
 L58  O1   C1   N1   122.97  3.000
 L58  C3   C2   C7   118.59  3.000
 L58  C3   C2   C1   117.99  3.000
 L58  C7   C2   C1   123.41  3.000
 L58  H7   C7   C6   118.06  3.000
 L58  H7   C7   C2   121.32  3.000
 L58  C6   C7   C2   120.62  3.000
 L58  H6   C6   C5   120.19  3.000
 L58  H6   C6   C7   118.84  3.000
 L58  C5   C6   C7   120.96  3.000
 L58  C8   C5   C4   120.78  3.000
 L58  C8   C5   C6   121.08  3.000
 L58  C4   C5   C6   118.14  3.000
 L58  H5   C4   C3   118.93  3.000
 L58  H5   C4   C5   120.13  3.000
 L58  C3   C4   C5   120.94  3.000
 L58  H4   C3   C4   119.42  3.000
 L58  H4   C3   C2   119.86  3.000
 L58  C4   C3   C2   120.73  3.000
 L58  C9   C8   C13  118.17  3.000
 L58  C9   C8   C5   120.71  3.000
 L58  C13  C8   C5   121.12  3.000
 L58  H11  C13  C12  118.41  3.000
 L58  H11  C13  C8   120.29  3.000
 L58  C12  C13  C8   121.28  3.000
 L58  H10  C12  C11  121.18  3.000
 L58  H10  C12  C13  119.62  3.000
 L58  C11  C12  C13  119.19  3.000
 L58  C10  C11  BR   119.54  3.000
 L58  BR   C11  C12  119.59  3.000
 L58  C10  C11  C12  120.87  3.000
 L58  H9   C10  C9   119.64  3.000
 L58  H9   C10  C11  121.20  3.000
 L58  C9   C10  C11  119.16  3.000
 L58  H8   C9   C10  118.46  3.000
 L58  H8   C9   C8   120.21  3.000
 L58  C10  C9   C8   121.33  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
 L58  CONST_01  C5   C6   C7   C2     0.00   0.0  0
 L58  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 L58  CONST_03  C4   C3   C2   C7     0.00   0.0  0
 L58  CONST_04  C4   C5   C6   C7     0.00   0.0  0
 L58  CONST_05  C8   C5   C6   C7   180.00   0.0  0
 L58  CONST_06  C3   C2   C7   C6     0.00   0.0  0
 L58  CONST_07  C3   C4   C5   C6     0.00   0.0  0
 L58  CONST_10  C12  C13  C8   C5   180.00   0.0  0
 L58  CONST_11  C10  C9   C8   C5   180.00   0.0  0
 L58  CONST_14  C8   C5   C4   C3   180.00   0.0  0
 L58  CONST_15  C11  C12  C13  C8     0.00   0.0  0
 L58  CONST_16  C11  C10  C9   C8     0.00   0.0  0
 L58  CONST_17  C10  C9   C8   C13    0.00   0.0  0
 L58  CONST_18  C10  C11  C12  C13    0.00   0.0  0
 L58  CONST_19  C9   C8   C13  C12    0.00   0.0  0
 L58  CONST_20  C9   C10  C11  C12    0.00   0.0  0
 L58  CONST_21  C6   C7   C2   C1   180.00   0.0  0
 L58  CONST_22  C4   C3   C2   C1   180.00   0.0  0
 L58  CONST_23  BR   C11  C12  C13  180.00   0.0  0
 L58  CONST_24  C9   C10  C11  BR   180.00   0.0  0
 L58  CONST_25  H6   C6   C7   C2   180.00   0.0  0
 L58  CONST_26  H5   C4   C3   C2   180.00   0.0  0
 L58  CONST_27  H4   C3   C2   C7   180.00   0.0  0
 L58  CONST_28  H7   C7   C6   C5   180.00   0.0  0
 L58  CONST_29  H11  C13  C8   C5     0.00   0.0  0
 L58  CONST_30  H8   C9   C8   C5     0.00   0.0  0
 L58  CONST_31  H10  C12  C13  C8   180.00   0.0  0
 L58  CONST_32  H9   C10  C9   C8   180.00   0.0  0
 L58  CONST_33  C2   C1   N1   C14  180.00   0.0  0
 L58  CONST_34  H3   N1   C1   C2     0.00   0.0  0
 L58  CONST_35  O3   N2   C15  O2     0.00   0.0  0
 L58  CONST_36  C14  C15  N2   O3   180.00   0.0  0
 L58  CONST_37  O1   C1   N1   C14    0.00   0.0  0
 L58  CONST_38  H12  N2   C15  O2   180.00   0.0  0
 L58  Var_01    C7   C2   C1   N1    19.55  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
 L58  chir_01  C14  C16  C15  N1   negativ
 L58  chir_02  C16  O4   C14  C17  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
 L58  plan-1  C1   0.020
 L58  plan-1  C2   0.020
 L58  plan-1  C7   0.020
 L58  plan-1  C6   0.020
 L58  plan-1  C5   0.020
 L58  plan-1  C4   0.020
 L58  plan-1  C3   0.020
 L58  plan-1  C8   0.020
 L58  plan-1  H7   0.020
 L58  plan-1  H6   0.020
 L58  plan-1  H5   0.020
 L58  plan-1  H4   0.020
 L58  plan-2  C5   0.020
 L58  plan-2  C8   0.020
 L58  plan-2  C13  0.020
 L58  plan-2  C12  0.020
 L58  plan-2  C11  0.020
 L58  plan-2  BR   0.020
 L58  plan-2  C10  0.020
 L58  plan-2  C9   0.020
 L58  plan-2  H11  0.020
 L58  plan-2  H10  0.020
 L58  plan-2  H9   0.020
 L58  plan-2  H8   0.020
 L58  plan-3  O2   0.020
 L58  plan-3  C15  0.020
 L58  plan-3  N2   0.020
 L58  plan-3  O3   0.020
 L58  plan-3  C14  0.020
 L58  plan-3  H12  0.020
 L58  plan-4  C14  0.020
 L58  plan-4  N1   0.020
 L58  plan-4  C1   0.020
 L58  plan-4  O1   0.020
 L58  plan-4  C2   0.020
 L58  plan-4  H3   0.020

