# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 16:53:58 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  40  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_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   5.9569   0.1976   0.9254
 JUV  C13  C  CH1   0  -0.057  -2.3966   1.5480   0.1364
 JUV  C15  C  CR6   0   0.115  -3.3996  -0.6560  -0.5331
 JUV  C17  C  CR16  0  -0.326  -2.6571  -2.8584  -1.2186
 JUV  C20  C  CR16  0  -0.370  -3.9927  -2.6143   0.7655
 JUV  C21  C  CR16  0  -0.290  -4.0379  -1.2442   0.5542
 JUV  C22  C  C     0   0.517  -2.4375   3.0465  -0.1090
 JUV  O01  O  O     0  -0.456  -0.2106   2.0762   1.5343
 JUV  C02  C  C     0   0.608  -0.0942   1.3664   0.5618
 JUV  C03  C  C1    0  -0.447   1.1397   0.7400   0.0871
 JUV  C04  C  C1    0  -0.208   2.2950   0.9300   0.7411
 JUV  C05  C  CR6   0   0.121   3.5908   0.3688   0.4051
 JUV  C06  C  CR16  0  -0.295   3.7955  -0.4983  -0.6739
 JUV  C07  C  CR16  0  -0.361   5.0463  -1.0085  -0.9541
 JUV  C08  C  CR6   0   0.362   6.1400  -0.6634  -0.1557
 JUV  O09  O  OH1   0  -0.619   7.3744  -1.1320  -0.3855
 JUV  C11  C  CR16  0  -0.286   4.6982   0.7003   1.1933
 JUV  O12  O  O2    0  -0.468  -1.1277   1.0437  -0.2232
 JUV  C14  C  CH2   0  -0.560  -3.4348   0.8332  -0.7334
 JUV  C16  C  CR16  0  -0.287  -2.7085  -1.4872  -1.4101
 JUV  C18  C  CR6   0   0.340  -3.2997  -3.4315  -0.1237
 JUV  O19  O  OH1   0  -0.633  -3.2224  -4.7699   0.0240
 JUV  O23  O  O     0  -0.426  -1.6585   3.6410  -0.8047
 JUV  O24  O  OH1   0  -0.588  -3.4720   3.5962   0.5050
 JUV  H1   H  HCR6  0   0.271   6.7997   0.4672   1.5493
 JUV  H2   H  HCH1  0   0.288  -2.6087   1.3488   1.1914
 JUV  H3   H  HCR6  0   0.261  -2.1182  -3.4876  -1.9161
 JUV  H4   H  HCR6  0   0.270  -4.5013  -3.0443   1.6211
 JUV  H5   H  HCR6  0   0.254  -4.5875  -0.6257   1.2547
 JUV  H6   H  H     0   0.277   1.0724   0.1201  -0.7982
 JUV  H7   H  H     0   0.269   2.2828   1.5690   1.6192
 JUV  H8   H  HCR6  0   0.264   2.9690  -0.7864  -1.3110
 JUV  H9   H  HCR6  0   0.280   5.1779  -1.6795  -1.7947
 JUV  H10  H  HOH1  0   0.480   7.3826  -1.7062  -1.1601
 JUV  H11  H  HCR6  0   0.264   4.5697   1.3700   2.0350
 JUV  H12  H  HCH2  0   0.280  -4.4192   1.2256  -0.4717
 JUV  H13  H  HCH2  0   0.273  -3.2615   1.0821  -1.7831
 JUV  H14  H  HCR6  0   0.248  -2.2042  -1.0597  -2.2681
 JUV  H15  H  HOH1  0   0.473  -3.6995  -5.0496   0.8130
 JUV  H16  H  HOH1  0   0.489  -3.5258   4.5420   0.2984

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    1.340  0.020  1.340
 JUV  C07  C08  aromatic  1.397  0.020  1.397
 JUV  C07  C06  aromatic  1.380  0.020  1.380
 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    1.452  0.020  1.452
 JUV  C04  C03  double    1.341  0.020  1.341
 JUV  C14  C15  single    1.503  0.020  1.503
 JUV  C14  C13  single    1.531  0.020  1.531
 JUV  C03  C02  single    1.463  0.020  1.463
 JUV  O23  C22  double    1.202  0.020  1.202
 JUV  C16  C15  aromatic  1.392  0.020  1.392
 JUV  C16  C17  aromatic  1.385  0.020  1.385
 JUV  O12  C13  single    1.412  0.020  1.412
 JUV  O12  C02  single    1.337  0.020  1.337
 JUV  C15  C21  aromatic  1.391  0.020  1.391
 JUV  C13  C22  single    1.519  0.020  1.519
 JUV  C17  C18  aromatic  1.393  0.020  1.393
 JUV  C22  O24  single    1.323  0.020  1.323
 JUV  C02  O01  double    1.210  0.020  1.210
 JUV  C21  C20  aromatic  1.387  0.020  1.387
 JUV  C18  C20  aromatic  1.392  0.020  1.392
 JUV  C18  O19  single    1.349  0.020  1.349
 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
 JUV  O24  H16  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  120.46  3.000
 JUV  H1   C10  C08  119.90  3.000
 JUV  C11  C10  C08  119.65  3.000
 JUV  H2   C13  C14  109.34  3.000
 JUV  H2   C13  O12  110.77  3.000
 JUV  C14  C13  O12  107.33  3.000
 JUV  H2   C13  C22  109.27  3.000
 JUV  O12  C13  C22  109.60  3.000
 JUV  C14  C13  C22  110.51  3.000
 JUV  C16  C15  C14  121.28  3.000
 JUV  C16  C15  C21  117.88  3.000
 JUV  C14  C15  C21  120.82  3.000
 JUV  H3   C17  C18  119.79  3.000
 JUV  H3   C17  C16  120.29  3.000
 JUV  C18  C17  C16  119.92  3.000
 JUV  H4   C20  C18  120.31  3.000
 JUV  H4   C20  C21  119.78  3.000
 JUV  C18  C20  C21  119.91  3.000
 JUV  H5   C21  C20  118.79  3.000
 JUV  H5   C21  C15  119.76  3.000
 JUV  C20  C21  C15  121.45  3.000
 JUV  O24  C22  O23  124.76  3.000
 JUV  O24  C22  C13  110.86  3.000
 JUV  O23  C22  C13  124.34  3.000
 JUV  O12  C02  C03  110.98  3.000
 JUV  O12  C02  O01  122.63  3.000
 JUV  C03  C02  O01  126.39  3.000
 JUV  H6   C03  C04  122.23  3.000
 JUV  H6   C03  C02  117.26  3.000
 JUV  C04  C03  C02  120.51  3.000
 JUV  H7   C04  C05  115.13  3.000
 JUV  H7   C04  C03  117.90  3.000
 JUV  C05  C04  C03  126.98  3.000
 JUV  C11  C05  C06  117.74  3.000
 JUV  C11  C05  C04  118.99  3.000
 JUV  C06  C05  C04  123.27  3.000
 JUV  H8   C06  C07  118.32  3.000
 JUV  H8   C06  C05  120.46  3.000
 JUV  C07  C06  C05  121.23  3.000
 JUV  H9   C07  C08  120.07  3.000
 JUV  H9   C07  C06  119.78  3.000
 JUV  C08  C07  C06  120.15  3.000
 JUV  O09  C08  C07  122.45  3.000
 JUV  C07  C08  C10  119.53  3.000
 JUV  O09  C08  C10  118.02  3.000
 JUV  H10  O09  C08  110.71  3.000
 JUV  H11  C11  C05  119.35  3.000
 JUV  H11  C11  C10  118.93  3.000
 JUV  C05  C11  C10  121.72  3.000
 JUV  C02  O12  C13  117.31  3.000
 JUV  H13  C14  H12  106.95  3.000
 JUV  H13  C14  C15  110.49  3.000
 JUV  H12  C14  C15  110.20  3.000
 JUV  H13  C14  C13  109.38  3.000
 JUV  H12  C14  C13  107.90  3.000
 JUV  C15  C14  C13  111.77  3.000
 JUV  H14  C16  C17  118.87  3.000
 JUV  H14  C16  C15  119.65  3.000
 JUV  C17  C16  C15  121.49  3.000
 JUV  O19  C18  C20  122.75  3.000
 JUV  O19  C18  C17  117.90  3.000
 JUV  C20  C18  C17  119.35  3.000
 JUV  H15  O19  C18  110.45  3.000
 JUV  H16  O24  C22  110.48  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  CONST_29  H16  O24  C22  C13  180.00   0.0  0
 JUV  Var_01    C16  C15  C14  C13  -97.77  30.0  2
 JUV  Var_02    C06  C05  C04  C03   -1.39  30.0  2
 JUV  Var_03    C05  C04  C03  C02  179.28   0.0  2
 JUV  Var_04    C03  C02  O12  C13  178.26  30.0  3
 JUV  Var_05    C04  C03  C02  O01   -0.24  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
 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-3  H16  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

