# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 15:44:05 2022
#   Inital geometry file: a 111 line input string
#   Ligand name: 3-({3,5-dibromo-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}amino)-3-oxopropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(Oc2c(Br)cc(NC(=O)CC(O)=O)cc2Br)ccc1O
#
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
 64L  64L  '3-({3,5-dibromo-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}amino)-3-oxopropanoic acid'  ligand  42  26  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_64L
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
 64L  C1   C   C      0   0.439   6.4336   0.4052   2.0451
 64L  C3   C   C      0   0.544   4.9570  -0.1613   0.0833
 64L  C4   C   C      0   0.400   2.5804   0.5025  -0.2394
 64L  C5   C   C1     0  -0.319   2.0386  -0.7541  -0.5160
 64L  C6   C   C      0  -0.168   0.6802  -0.8636  -0.7665
 64L  C7   C   C      0   0.383  -0.1696   0.2352  -0.7630
 64L  C8   C   CR6    0   0.381  -2.3754  -0.1501  -0.0476
 64L  C9   C   CR16   0  -0.334  -2.0168  -0.2418   1.2853
 64L  C10  C   CR16   0  -0.373  -3.0030  -0.5007   2.2271
 64L  C11  C   CR6    0   0.294  -4.3310  -0.6662   1.8529
 64L  C13  C   CR16   0  -0.384  -3.6973  -0.3209  -0.4281
 64L  C18  C   C1     0  -0.344   1.7396   1.6189  -0.2246
 64L  C17  C   C      0  -0.176   0.3901   1.4774  -0.4785
 64L  O4   O   O2     0  -0.494  -1.4833   0.1128  -1.0639
 64L  C12  C   CR6    0   0.069  -4.6948  -0.5836   0.5029
 64L  C16  C   CH3    0  -0.640  -6.7106   0.6295  -0.3354
 64L  C15  C   CH3    0  -0.648  -6.2741  -1.7337  -1.0945
 64L  O5   O   OH1    0  -0.635  -5.3013  -0.9069   2.7662
 64L  BR1  BR  BR     0   0.001  -0.0470  -2.5564  -1.1375
 64L  N    N   NH1    0  -0.740   3.9238   0.7300   0.0250
 64L  O3   O   O      0  -0.471   4.8281  -1.3467  -0.1654
 64L  C2   C   CH2    0  -0.746   6.2626   0.4475   0.4994
 64L  O2   O   OC    -1  -0.604   7.5267   0.8097   2.4716
 64L  O1   O   O      0  -0.592   5.4651  -0.0187   2.6990
 64L  H1   H   H      0   0.311   2.6659  -1.6296  -0.5330
 64L  H2   H   HCR6   0   0.281  -0.9933  -0.1161   1.6144
 64L  H3   H   HCR6   0   0.272  -2.7230  -0.5699   3.2725
 64L  H4   H   HCR6   0   0.260  -3.9502  -0.2442  -1.4796
 64L  H5   H   HCH1   0   0.247  -6.7196  -1.1166   0.8874
 64L  H6   H   H      0   0.302   2.1504   2.5972  -0.0089
 64L  H7   H   HCH3   0   0.232  -6.6367   1.3413   0.4873
 64L  H8   H   HCH3   0   0.219  -6.1790   1.0498  -1.1915
 64L  H9   H   HCH3   0   0.229  -7.7633   0.5394  -0.6089
 64L  H10  H   HCH3   0   0.232  -5.8468  -2.7024  -0.8332
 64L  H11  H   HCH3   0   0.233  -7.3275  -1.8862  -1.3333
 64L  H12  H   HCH3   0   0.218  -5.7843  -1.3862  -2.0058
 64L  H13  H   HOH1   0   0.474  -4.9216  -0.9410   3.6508
 64L  H14  H   HNH1   0   0.419   4.1574   1.6870   0.2406
 64L  H15  H   HCH2   0   0.265   6.3527   1.4849   0.1640
 64L  H16  H   HCH2   0   0.272   7.0767  -0.1072   0.0299
 64L  BR2  BR  BR     0   0.005  -0.7253   2.9874  -0.4535
 64L  C14  C   CH1    0  -0.316  -6.1319  -0.7334   0.0519

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
 64L  C16  C14  single    1.531  0.020  1.531
 64L  C14  C15  single    1.528  0.020  1.528
 64L  C14  C12  single    1.514  0.020  1.514
 64L  O5   C11  single    1.354  0.020  1.354
 64L  C12  C11  aromatic  1.401  0.020  1.401
 64L  C12  C13  aromatic  1.390  0.020  1.390
 64L  C11  C10  aromatic  1.390  0.020  1.390
 64L  C13  C8   aromatic  1.386  0.020  1.386
 64L  BR2  C17  single    1.878  0.020  1.878
 64L  C10  C9   aromatic  1.388  0.020  1.388
 64L  C8   C9   aromatic  1.383  0.020  1.383
 64L  C8   O4   single    1.378  0.020  1.378
 64L  O4   C7   single    1.353  0.020  1.353
 64L  C17  C7   aromatic  1.392  0.020  1.392
 64L  C17  C18  aromatic  1.380  0.020  1.380
 64L  C7   C6   aromatic  1.389  0.020  1.389
 64L  C18  C4   aromatic  1.398  0.020  1.398
 64L  C6   BR1  single    1.879  0.020  1.879
 64L  C6   C5   aromatic  1.386  0.020  1.386
 64L  C4   C5   aromatic  1.396  0.020  1.396
 64L  C4   N    single    1.388  0.020  1.388
 64L  C2   C3   single    1.499  0.020  1.499
 64L  C2   C1   single    1.556  0.020  1.556
 64L  N    C3   single    1.366  0.020  1.366
 64L  C3   O3   double    1.218  0.020  1.218
 64L  C1   O1   deloc     1.243  0.020  1.243
 64L  C1   O2   deloc     1.241  0.020  1.241
 64L  C5   H1   single    0.930  0.020  1.080
 64L  C9   H2   single    0.930  0.020  1.080
 64L  C10  H3   single    0.930  0.020  1.080
 64L  C13  H4   single    0.930  0.020  1.080
 64L  C14  H5   single    0.970  0.020  1.090
 64L  C18  H6   single    0.930  0.020  1.080
 64L  C16  H7   single    0.970  0.020  1.090
 64L  C16  H8   single    0.970  0.020  1.090
 64L  C16  H9   single    0.970  0.020  1.090
 64L  C15  H10  single    0.970  0.020  1.090
 64L  C15  H11  single    0.970  0.020  1.090
 64L  C15  H12  single    0.970  0.020  1.090
 64L  O5   H13  single    0.850  0.020  0.980
 64L  N    H14  single    0.860  0.020  1.020
 64L  C2   H15  single    0.970  0.020  1.090
 64L  C2   H16  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
 64L  O1   C1   O2   128.06  3.000
 64L  O2   C1   C2   115.43  3.000
 64L  O1   C1   C2   116.51  3.000
 64L  C2   C3   O3   122.95  3.000
 64L  O3   C3   N    123.12  3.000
 64L  C2   C3   N    113.92  3.000
 64L  N    C4   C18  116.70  3.000
 64L  N    C4   C5   124.12  3.000
 64L  C18  C4   C5   119.18  3.000
 64L  H1   C5   C6   120.25  3.000
 64L  H1   C5   C4   120.58  3.000
 64L  C6   C5   C4   119.17  3.000
 64L  BR1  C6   C7   118.44  3.000
 64L  BR1  C6   C5   119.09  3.000
 64L  C7   C6   C5   122.47  3.000
 64L  O4   C7   C17  121.10  3.000
 64L  C17  C7   C6   117.42  3.000
 64L  O4   C7   C6   121.45  3.000
 64L  O4   C8   C13  116.01  3.000
 64L  O4   C8   C9   123.75  3.000
 64L  C13  C8   C9   120.23  3.000
 64L  H2   C9   C10  119.16  3.000
 64L  H2   C9   C8   122.03  3.000
 64L  C10  C9   C8   118.81  3.000
 64L  H3   C10  C11  119.91  3.000
 64L  H3   C10  C9   118.85  3.000
 64L  C11  C10  C9   121.24  3.000
 64L  O5   C11  C12  118.32  3.000
 64L  C12  C11  C10  120.05  3.000
 64L  O5   C11  C10  121.63  3.000
 64L  H4   C13  C12  119.71  3.000
 64L  H4   C13  C8   118.68  3.000
 64L  C12  C13  C8   121.60  3.000
 64L  H6   C18  C17  120.01  3.000
 64L  H6   C18  C4   119.70  3.000
 64L  C17  C18  C4   120.28  3.000
 64L  BR2  C17  C18  119.72  3.000
 64L  C18  C17  C7   121.48  3.000
 64L  BR2  C17  C7   118.79  3.000
 64L  C8   O4   C7   118.81  3.000
 64L  C14  C12  C13  120.04  3.000
 64L  C13  C12  C11  118.06  3.000
 64L  C14  C12  C11  121.87  3.000
 64L  H9   C16  H8   107.76  3.000
 64L  H9   C16  H7   107.96  3.000
 64L  H8   C16  H7   107.90  3.000
 64L  H9   C16  C14  110.77  3.000
 64L  H8   C16  C14  110.92  3.000
 64L  H7   C16  C14  111.39  3.000
 64L  H12  C15  H11  107.16  3.000
 64L  H12  C15  H10  107.89  3.000
 64L  H11  C15  H10  107.86  3.000
 64L  H12  C15  C14  112.10  3.000
 64L  H11  C15  C14  110.22  3.000
 64L  H10  C15  C14  111.43  3.000
 64L  H13  O5   C11  110.07  3.000
 64L  H14  N    C4   114.86  3.000
 64L  H14  N    C3   115.79  3.000
 64L  C4   N    C3   129.30  3.000
 64L  H16  C2   H15  106.78  3.000
 64L  H16  C2   C3   108.89  3.000
 64L  H15  C2   C3   111.82  3.000
 64L  H16  C2   C1   109.36  3.000
 64L  H15  C2   C1   108.74  3.000
 64L  C3   C2   C1   111.12  3.000
 64L  H5   C14  C15  107.12  3.000
 64L  H5   C14  C16  107.63  3.000
 64L  C15  C14  C16  110.97  3.000
 64L  H5   C14  C12  108.54  3.000
 64L  C15  C14  C12  112.13  3.000
 64L  C16  C14  C12  110.26  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
 64L  CONST_01  C7   C17  C18  C4      0.00   0.0  0
 64L  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 64L  CONST_03  C17  C7   C6   C5      0.00   0.0  0
 64L  CONST_04  C17  C18  C4   C5      0.00   0.0  0
 64L  CONST_05  C18  C17  C7   C6      0.00   0.0  0
 64L  CONST_06  C18  C4   C5   C6      0.00   0.0  0
 64L  CONST_07  C11  C12  C13  C8      0.00   0.0  0
 64L  CONST_08  C11  C10  C9   C8      0.00   0.0  0
 64L  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 64L  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 64L  CONST_11  C13  C12  C11  C10     0.00   0.0  0
 64L  CONST_12  C13  C8   C9   C10     0.00   0.0  0
 64L  CONST_13  BR2  C17  C18  C4    180.00   0.0  0
 64L  CONST_14  BR1  C6   C5   C4    180.00   0.0  0
 64L  CONST_15  O4   C7   C6   C5    180.00   0.0  0
 64L  CONST_16  BR2  C17  C7   C6    180.00   0.0  0
 64L  CONST_17  N    C4   C5   C6    180.00   0.0  0
 64L  CONST_18  C14  C12  C13  C8    180.00   0.0  0
 64L  CONST_19  O5   C11  C10  C9    180.00   0.0  0
 64L  CONST_20  C14  C12  C11  C10   180.00   0.0  0
 64L  CONST_21  O4   C8   C9   C10   180.00   0.0  0
 64L  CONST_22  O5   C11  C12  C13   180.00   0.0  0
 64L  CONST_23  O4   C7   C17  C18   180.00   0.0  0
 64L  CONST_24  BR1  C6   C7   C17   180.00   0.0  0
 64L  CONST_25  N    C4   C18  C17   180.00   0.0  0
 64L  CONST_26  C12  C13  C8   O4    180.00   0.0  0
 64L  CONST_27  H6   C18  C4   C5    180.00   0.0  0
 64L  CONST_28  H1   C5   C6   C7    180.00   0.0  0
 64L  CONST_29  H3   C10  C9   C8    180.00   0.0  0
 64L  CONST_30  H4   C13  C8   C9    180.00   0.0  0
 64L  CONST_31  H2   C9   C10  C11   180.00   0.0  0
 64L  CONST_32  C18  C4   N    C3    180.00   0.0  0
 64L  CONST_33  C5   C4   N    C3      0.00   0.0  0
 64L  CONST_34  H14  N    C4   C5    180.00   0.0  0
 64L  CONST_35  C2   C3   N    C4    180.00   0.0  0
 64L  CONST_36  O3   C3   N    C4      0.00   0.0  0
 64L  Var_01    C13  C8   O4   C7   -177.33  30.0  2
 64L  Var_02    C17  C7   O4   C8    -92.37  30.0  2
 64L  Var_03    C16  C14  C12  C11   105.42  30.0  2
 64L  Var_04    H7   C16  C14  C12   -56.66  30.0  3
 64L  Var_05    H10  C15  C14  C12    55.12  30.0  3
 64L  Var_06    N    C3   C2   C1     89.81  30.0  3
 64L  Var_07    O1   C1   C2   C3     -4.92  30.0  3

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
 64L  plan-1  C4   0.020
 64L  plan-1  C5   0.020
 64L  plan-1  C6   0.020
 64L  plan-1  C7   0.020
 64L  plan-1  C18  0.020
 64L  plan-1  C17  0.020
 64L  plan-1  O4   0.020
 64L  plan-1  BR1  0.020
 64L  plan-1  N    0.020
 64L  plan-1  H1   0.020
 64L  plan-1  H6   0.020
 64L  plan-1  BR2  0.020
 64L  plan-2  C8   0.020
 64L  plan-2  C9   0.020
 64L  plan-2  C10  0.020
 64L  plan-2  C11  0.020
 64L  plan-2  C13  0.020
 64L  plan-2  O4   0.020
 64L  plan-2  C12  0.020
 64L  plan-2  O5   0.020
 64L  plan-2  H2   0.020
 64L  plan-2  H3   0.020
 64L  plan-2  H4   0.020
 64L  plan-2  C14  0.020
 64L  plan-3  C3   0.020
 64L  plan-3  C4   0.020
 64L  plan-3  N    0.020
 64L  plan-3  O3   0.020
 64L  plan-3  C2   0.020
 64L  plan-3  H14  0.020
 64L  plan-4  C1   0.020
 64L  plan-4  C2   0.020
 64L  plan-4  O2   0.020
 64L  plan-4  O1   0.020

