# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 19:52:42 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (2R)-3-(4-hydroxyphenyl)-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H](Cc1ccc(O)cc1)OC(=O)/C=C/c2ccc(O)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
 JUV  JUV  '(2R)-3-(4-hydroxyphenyl)-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanoic acid'  ligand  39  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 GRAND
;

data_comp_JUV
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
 JUV  C10  C  CR16   0  -0.327   5.9666   0.1291   0.9054
 JUV  C13  C  CH1    0  -0.071  -2.3900   1.5909   0.1812
 JUV  C15  C  CR6    0   0.124  -3.4314  -0.6075  -0.4946
 JUV  C17  C  CR16   0  -0.327  -2.7462  -2.8304  -1.1843
 JUV  C20  C  CR16   0  -0.370  -4.0618  -2.5557   0.8074
 JUV  C21  C  CR16   0  -0.295  -4.0755  -1.1844   0.5961
 JUV  C22  C  C      0   0.393  -2.4293   3.1196  -0.0463
 JUV  O01  O  O      0  -0.472  -0.1816   1.9393   1.6529
 JUV  C02  C  C      0   0.605  -0.0935   1.3119   0.6199
 JUV  C03  C  C1     0  -0.445   1.1465   0.7215   0.0940
 JUV  C04  C  C1     0  -0.215   2.3012   0.8607   0.7583
 JUV  C05  C  CR6    0   0.124   3.6006   0.3231   0.3899
 JUV  C06  C  CR16   0  -0.296   3.8118  -0.4821  -0.7344
 JUV  C07  C  CR16   0  -0.361   5.0654  -0.9731  -1.0395
 JUV  C08  C  CR6    0   0.358   6.1558  -0.6704  -0.2204
 JUV  O09  O  OH1    0  -0.621   7.3942  -1.1209  -0.4701
 JUV  C11  C  CR16   0  -0.289   4.7053   0.6126   1.1974
 JUV  O12  O  O2     0  -0.468  -1.1231   1.0355  -0.1653
 JUV  C14  C  CH2    0  -0.552  -3.4265   0.8829  -0.6881
 JUV  C16  C  CR16   0  -0.293  -2.7675  -1.4575  -1.3749
 JUV  C18  C  CR6    0   0.334  -3.3935  -3.3891  -0.0855
 JUV  O19  O  OH1    0  -0.636  -3.3451  -4.7305   0.0631
 JUV  O23  O  O      0  -0.590  -1.4956   3.6326  -0.6817
 JUV  O24  O  OC    -1  -0.612  -3.4407   3.6774   0.4200
 JUV  H1   H  HCR6   0   0.270   6.8069   0.3669   1.5454
 JUV  H2   H  HCH1   0   0.234  -2.6067   1.3798   1.2333
 JUV  H3   H  HCR6   0   0.258  -2.2262  -3.4715  -1.8856
 JUV  H4   H  HCR6   0   0.266  -4.5745  -2.9736   1.6668
 JUV  H5   H  HCR6   0   0.249  -4.6049  -0.5539   1.3016
 JUV  H6   H  H      0   0.266   1.0787   0.1674  -0.8344
 JUV  H7   H  H      0   0.262   2.2872   1.4360   1.6796
 JUV  H8   H  HCR6   0   0.259   2.9877  -0.7384  -1.3881
 JUV  H9   H  HCR6   0   0.278   5.2007  -1.5959  -1.9162
 JUV  H10  H  HOH1   0   0.479   7.4063  -1.6578  -1.2708
 JUV  H11  H  HCR6   0   0.262   4.5728   1.2342   2.0749
 JUV  H12  H  HCH2   0   0.257  -4.4012   1.2994  -0.4290
 JUV  H13  H  HCH2   0   0.248  -3.2479   1.1262  -1.7394
 JUV  H14  H  HCR6   0   0.243  -2.2589  -1.0422  -2.2366
 JUV  H15  H  HOH1   0   0.472  -3.8170  -4.9962   0.8597

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
 JUV  O09  C08  single    1.341  0.020  1.341
 JUV  C07  C08  aromatic  1.397  0.020  1.397
 JUV  C07  C06  aromatic  1.381  0.020  1.381
 JUV  C08  C10  aromatic  1.394  0.020  1.394
 JUV  C06  C05  aromatic  1.399  0.020  1.399
 JUV  C10  C11  aromatic  1.382  0.020  1.382
 JUV  C05  C11  aromatic  1.399  0.020  1.399
 JUV  C05  C04  single    1.454  0.020  1.454
 JUV  C04  C03  double    1.339  0.020  1.339
 JUV  C14  C15  single    1.503  0.020  1.503
 JUV  C14  C13  single    1.527  0.020  1.527
 JUV  C03  C02  single    1.471  0.020  1.471
 JUV  O23  C22  deloc     1.240  0.020  1.240
 JUV  C16  C15  aromatic  1.392  0.020  1.392
 JUV  C16  C17  aromatic  1.386  0.020  1.386
 JUV  O12  C13  single    1.426  0.020  1.426
 JUV  O12  C02  single    1.324  0.020  1.324
 JUV  C15  C21  aromatic  1.392  0.020  1.392
 JUV  C13  C22  single    1.546  0.020  1.546
 JUV  C17  C18  aromatic  1.392  0.020  1.392
 JUV  C22  O24  deloc     1.246  0.020  1.246
 JUV  C02  O01  double    1.212  0.020  1.212
 JUV  C21  C20  aromatic  1.388  0.020  1.388
 JUV  C18  C20  aromatic  1.392  0.020  1.392
 JUV  C18  O19  single    1.350  0.020  1.350
 JUV  C10  H1   single    0.930  0.020  1.080
 JUV  C13  H2   single    0.970  0.020  1.090
 JUV  C17  H3   single    0.930  0.020  1.080
 JUV  C20  H4   single    0.930  0.020  1.080
 JUV  C21  H5   single    0.930  0.020  1.080
 JUV  C03  H6   single    0.930  0.020  1.080
 JUV  C04  H7   single    0.930  0.020  1.080
 JUV  C06  H8   single    0.930  0.020  1.080
 JUV  C07  H9   single    0.930  0.020  1.080
 JUV  O09  H10  single    0.850  0.020  0.980
 JUV  C11  H11  single    0.930  0.020  1.080
 JUV  C14  H12  single    0.970  0.020  1.090
 JUV  C14  H13  single    0.970  0.020  1.090
 JUV  C16  H14  single    0.930  0.020  1.080
 JUV  O19  H15  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
 JUV  H1   C10  C11  120.44  3.000
 JUV  H1   C10  C08  119.87  3.000
 JUV  C11  C10  C08  119.69  3.000
 JUV  H2   C13  C14  108.87  3.000
 JUV  H2   C13  O12  109.53  3.000
 JUV  C14  C13  O12  106.50  3.000
 JUV  H2   C13  C22  109.09  3.000
 JUV  O12  C13  C22  111.84  3.000
 JUV  C14  C13  C22  110.94  3.000
 JUV  C16  C15  C14  121.50  3.000
 JUV  C16  C15  C21  117.59  3.000
 JUV  C14  C15  C21  120.90  3.000
 JUV  H3   C17  C18  119.78  3.000
 JUV  H3   C17  C16  120.30  3.000
 JUV  C18  C17  C16  119.92  3.000
 JUV  H4   C20  C18  120.30  3.000
 JUV  H4   C20  C21  119.79  3.000
 JUV  C18  C20  C21  119.91  3.000
 JUV  H5   C21  C20  118.71  3.000
 JUV  H5   C21  C15  119.66  3.000
 JUV  C20  C21  C15  121.63  3.000
 JUV  O24  C22  O23  128.15  3.000
 JUV  O24  C22  C13  114.10  3.000
 JUV  O23  C22  C13  117.72  3.000
 JUV  O12  C02  C03  111.09  3.000
 JUV  O12  C02  O01  123.86  3.000
 JUV  C03  C02  O01  125.03  3.000
 JUV  H6   C03  C04  122.15  3.000
 JUV  H6   C03  C02  117.33  3.000
 JUV  C04  C03  C02  120.52  3.000
 JUV  H7   C04  C05  114.98  3.000
 JUV  H7   C04  C03  117.68  3.000
 JUV  C05  C04  C03  127.33  3.000
 JUV  C11  C05  C06  117.64  3.000
 JUV  C11  C05  C04  118.89  3.000
 JUV  C06  C05  C04  123.47  3.000
 JUV  H8   C06  C07  118.27  3.000
 JUV  H8   C06  C05  120.44  3.000
 JUV  C07  C06  C05  121.29  3.000
 JUV  H9   C07  C08  120.10  3.000
 JUV  H9   C07  C06  119.76  3.000
 JUV  C08  C07  C06  120.14  3.000
 JUV  O09  C08  C07  122.60  3.000
 JUV  C07  C08  C10  119.47  3.000
 JUV  O09  C08  C10  117.93  3.000
 JUV  H10  O09  C08  110.69  3.000
 JUV  H11  C11  C05  119.33  3.000
 JUV  H11  C11  C10  118.91  3.000
 JUV  C05  C11  C10  121.76  3.000
 JUV  C02  O12  C13  117.74  3.000
 JUV  H13  C14  H12  106.81  3.000
 JUV  H13  C14  C15  110.17  3.000
 JUV  H12  C14  C15  110.18  3.000
 JUV  H13  C14  C13  109.47  3.000
 JUV  H12  C14  C13  107.11  3.000
 JUV  C15  C14  C13  112.88  3.000
 JUV  H14  C16  C17  118.80  3.000
 JUV  H14  C16  C15  119.53  3.000
 JUV  C17  C16  C15  121.67  3.000
 JUV  O19  C18  C20  122.77  3.000
 JUV  O19  C18  C17  117.95  3.000
 JUV  C20  C18  C17  119.28  3.000
 JUV  H15  O19  C18  110.32  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
 JUV  CONST_01  C06  C07  C08  C10     0.00   0.0  0
 JUV  CONST_02  C06  C05  C11  C10     0.00   0.0  0
 JUV  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 JUV  CONST_04  C18  C20  C21  C15     0.00   0.0  0
 JUV  CONST_05  C21  C15  C16  C17     0.00   0.0  0
 JUV  CONST_06  C21  C20  C18  C17     0.00   0.0  0
 JUV  CONST_07  C16  C15  C21  C20     0.00   0.0  0
 JUV  CONST_08  C16  C17  C18  C20     0.00   0.0  0
 JUV  CONST_09  C08  C07  C06  C05     0.00   0.0  0
 JUV  CONST_10  C08  C10  C11  C05     0.00   0.0  0
 JUV  CONST_11  C11  C10  C08  C07     0.00   0.0  0
 JUV  CONST_12  C11  C05  C06  C07     0.00   0.0  0
 JUV  CONST_13  C04  C05  C11  C10   180.00   0.0  0
 JUV  CONST_14  C14  C15  C16  C17   180.00   0.0  0
 JUV  CONST_15  C14  C15  C21  C20   180.00   0.0  0
 JUV  CONST_16  O19  C18  C20  C21   180.00   0.0  0
 JUV  CONST_17  C07  C06  C05  C04   180.00   0.0  0
 JUV  CONST_18  O09  C08  C07  C06   180.00   0.0  0
 JUV  CONST_19  C11  C10  C08  O09   180.00   0.0  0
 JUV  CONST_20  O19  C18  C17  C16   180.00   0.0  0
 JUV  CONST_21  H9   C07  C08  C10   180.00   0.0  0
 JUV  CONST_22  H3   C17  C16  C15   180.00   0.0  0
 JUV  CONST_23  H4   C20  C21  C15   180.00   0.0  0
 JUV  CONST_24  H14  C16  C15  C21   180.00   0.0  0
 JUV  CONST_25  H1   C10  C11  C05   180.00   0.0  0
 JUV  CONST_26  H11  C11  C05  C06   180.00   0.0  0
 JUV  CONST_27  H8   C06  C07  C08   180.00   0.0  0
 JUV  CONST_28  H5   C21  C15  C16   180.00   0.0  0
 JUV  Var_01    C16  C15  C14  C13   -98.52  30.0  2
 JUV  Var_02    C06  C05  C04  C03    -2.28  30.0  2
 JUV  Var_03    C05  C04  C03  C02   178.83   0.0  2
 JUV  Var_04    C03  C02  O12  C13  -177.27  30.0  3
 JUV  Var_05    C04  C03  C02  O01    -0.43  30.0  1

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
 JUV  chir_01  C13  C14  O12  C22  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
 JUV  plan-1  C10  0.020
 JUV  plan-1  C04  0.020
 JUV  plan-1  C05  0.020
 JUV  plan-1  C06  0.020
 JUV  plan-1  C07  0.020
 JUV  plan-1  C08  0.020
 JUV  plan-1  O09  0.020
 JUV  plan-1  C11  0.020
 JUV  plan-1  H1   0.020
 JUV  plan-1  H8   0.020
 JUV  plan-1  H9   0.020
 JUV  plan-1  H11  0.020
 JUV  plan-2  C15  0.020
 JUV  plan-2  C17  0.020
 JUV  plan-2  C20  0.020
 JUV  plan-2  C21  0.020
 JUV  plan-2  C14  0.020
 JUV  plan-2  C16  0.020
 JUV  plan-2  C18  0.020
 JUV  plan-2  O19  0.020
 JUV  plan-2  H3   0.020
 JUV  plan-2  H4   0.020
 JUV  plan-2  H5   0.020
 JUV  plan-2  H14  0.020
 JUV  plan-3  C13  0.020
 JUV  plan-3  C22  0.020
 JUV  plan-3  O23  0.020
 JUV  plan-3  O24  0.020
 JUV  plan-4  C02  0.020
 JUV  plan-4  C03  0.020
 JUV  plan-4  C04  0.020
 JUV  plan-4  C05  0.020
 JUV  plan-4  H6   0.020
 JUV  plan-4  H7   0.020
 JUV  plan-5  O01  0.020
 JUV  plan-5  C02  0.020
 JUV  plan-5  C03  0.020
 JUV  plan-5  O12  0.020

