# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 12:13:07 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: (2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(O)c(cc1CC=C(C)C)C(=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
 BVL  BVL  (2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one  ligand  47  25  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BVL
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
 BVL  C2    C  CR16  0  -0.287   5.0919   1.5032  -0.1460
 BVL  C4    C  CR6   0   0.361   6.3342  -0.5291   0.1398
 BVL  C5    C  CR16  0  -0.360   5.1331  -1.2426   0.1855
 BVL  C6    C  CR16  0  -0.297   3.9287  -0.5801   0.0672
 BVL  O24   O  O     0  -0.505   0.3928   3.1292  -0.7083
 BVL  C9    C  C     0   0.425   0.2324   1.9509  -0.3494
 BVL  C8    C  C1    0  -0.400   1.3894   1.0727  -0.1698
 BVL  C1    C  CR6   0   0.129   3.8774   0.8086  -0.1023
 BVL  C3    C  CR16  0  -0.327   6.3053   0.8549  -0.0263
 BVL  O25   O  OH1   0  -0.618   7.5306  -1.1231   0.2477
 BVL  C10   C  CR6   0  -0.178  -1.1170   1.4401  -0.1150
 BVL  C11   C  CR6   0   0.379  -2.2270   2.2732  -0.3793
 BVL  O23   O  OH1   0  -0.627  -2.0879   3.5147  -0.8304
 BVL  C12   C  CR16  0  -0.486  -3.5233   1.8032  -0.1716
 BVL  C13   C  CR6   0   0.376  -3.7329   0.5221   0.3149
 BVL  O21   O  O2    0  -0.454  -4.9456   0.0118   0.5412
 BVL  C22   C  CH3   0  -0.442  -6.0923   0.8043   0.2866
 BVL  C14   C  CR6   0   0.063  -2.6452  -0.3301   0.6102
 BVL  C15   C  CR16  0  -0.354  -1.3798   0.1510   0.3824
 BVL  C16   C  CH2   0  -0.584  -2.8637  -1.7275   1.1351
 BVL  C17   C  C1    0  -0.247  -3.2665  -2.6822   0.0468
 BVL  C18   C  C     0   0.085  -2.5622  -3.7090  -0.4353
 BVL  C20   C  CH3   0  -0.705  -3.1153  -4.5705  -1.5342
 BVL  C19   C  CH3   0  -0.721  -1.1957  -4.1142   0.0315
 BVL  H2    H  HCR6  0   0.264   5.0830   2.5787  -0.2761
 BVL  H5    H  HCR6  0   0.280   5.1436  -2.3192   0.3107
 BVL  H6    H  HCR6  0   0.263   3.0184  -1.1644   0.1047
 BVL  H8    H  H     0   0.267   1.2203   0.0219   0.0180
 BVL  H7    H  H     0   0.265   2.7666   2.6199  -0.4165
 BVL  H3    H  HCR6  0   0.272   7.2314   1.4138  -0.0651
 BVL  HO25  H  HOH1  0   0.480   7.4318  -2.0782   0.3365
 BVL  HO23  H  HOH1  0   0.478  -1.1114   3.6826  -0.8864
 BVL  H12   H  HCR6  0   0.289  -4.3467   2.4699  -0.3922
 BVL  H22   H  HCH3  0   0.266  -6.9508   0.1933   0.5516
 BVL  H22A  H  HCH3  0   0.236  -6.0987   1.7109   0.8957
 BVL  H22B  H  HCH3  0   0.236  -6.1652   1.0820  -0.7673
 BVL  H15   H  HCR6  0   0.250  -0.5542  -0.5081   0.6164
 BVL  H16   H  HCH2  0   0.257  -1.9478  -2.0559   1.6266
 BVL  H16A  H  HCH2  0   0.257  -3.6342  -1.7176   1.9109
 BVL  H17   H  H     0   0.229  -4.2416  -2.4901  -0.3925
 BVL  H20   H  HCH3  0   0.231  -2.4445  -4.5848  -2.3974
 BVL  H20A  H  HCH3  0   0.232  -3.2121  -5.6077  -1.2027
 BVL  H20B  H  HCH3  0   0.236  -4.0949  -4.2324  -1.8708
 BVL  H19   H  HCH3  0   0.236  -1.1922  -5.1600   0.3482
 BVL  H19A  H  HCH3  0   0.237  -0.4771  -4.0375  -0.7884
 BVL  H19B  H  HCH3  0   0.238  -0.8166  -3.5174   0.8578
 BVL  C7    C  C1    0  -0.225   2.6422   1.5554  -0.2416

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
 BVL  C22  O21   single    1.417  0.020  1.417
 BVL  O21  C13   single    1.335  0.020  1.335
 BVL  C3   C2    aromatic  1.381  0.020  1.381
 BVL  C3   C4    aromatic  1.394  0.020  1.394
 BVL  O23  C11   single    1.328  0.020  1.328
 BVL  C12  C13   aromatic  1.386  0.020  1.386
 BVL  C12  C11   aromatic  1.394  0.020  1.394
 BVL  C2   C1    aromatic  1.400  0.020  1.400
 BVL  O25  C4    single    1.340  0.020  1.340
 BVL  C4   C5    aromatic  1.398  0.020  1.398
 BVL  C13  C14   aromatic  1.413  0.020  1.413
 BVL  C11  C10   aromatic  1.413  0.020  1.413
 BVL  C1   C7    single    1.450  0.020  1.450
 BVL  C1   C6    aromatic  1.400  0.020  1.400
 BVL  C5   C6    aromatic  1.380  0.020  1.380
 BVL  C14  C16   single    1.509  0.020  1.509
 BVL  C14  C15   aromatic  1.373  0.020  1.373
 BVL  C7   C8    double    1.345  0.020  1.345
 BVL  C16  C17   single    1.503  0.020  1.503
 BVL  C10  C15   aromatic  1.407  0.020  1.407
 BVL  C10  C9    single    1.462  0.020  1.462
 BVL  C9   C8    single    1.464  0.020  1.464
 BVL  C9   O24   double    1.242  0.020  1.242
 BVL  C20  C18   single    1.502  0.020  1.502
 BVL  C17  C18   double    1.335  0.020  1.335
 BVL  C18  C19   single    1.500  0.020  1.500
 BVL  C2   H2    single    0.930  0.020  1.080
 BVL  C5   H5    single    0.930  0.020  1.080
 BVL  C6   H6    single    0.930  0.020  1.080
 BVL  C8   H8    single    0.930  0.020  1.080
 BVL  C7   H7    single    0.930  0.020  1.080
 BVL  C3   H3    single    0.930  0.020  1.080
 BVL  O25  HO25  single    0.850  0.020  0.980
 BVL  O23  HO23  single    0.850  0.020  0.980
 BVL  C12  H12   single    0.930  0.020  1.080
 BVL  C22  H22   single    0.970  0.020  1.090
 BVL  C22  H22A  single    0.970  0.020  1.090
 BVL  C22  H22B  single    0.970  0.020  1.090
 BVL  C15  H15   single    0.930  0.020  1.080
 BVL  C16  H16   single    0.970  0.020  1.090
 BVL  C16  H16A  single    0.970  0.020  1.090
 BVL  C17  H17   single    0.930  0.020  1.080
 BVL  C20  H20   single    0.970  0.020  1.090
 BVL  C20  H20A  single    0.970  0.020  1.090
 BVL  C20  H20B  single    0.970  0.020  1.090
 BVL  C19  H19   single    0.970  0.020  1.090
 BVL  C19  H19A  single    0.970  0.020  1.090
 BVL  C19  H19B  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
 BVL  H2    C2   C3    118.92  3.000
 BVL  H2    C2   C1    119.29  3.000
 BVL  C3    C2   C1    121.79  3.000
 BVL  O25   C4   C3    117.91  3.000
 BVL  O25   C4   C5    122.57  3.000
 BVL  C3    C4   C5    119.52  3.000
 BVL  H5    C5   C6    119.69  3.000
 BVL  H5    C5   C4    120.16  3.000
 BVL  C6    C5   C4    120.15  3.000
 BVL  H6    C6   C1    120.59  3.000
 BVL  H6    C6   C5    118.17  3.000
 BVL  C1    C6   C5    121.24  3.000
 BVL  C10   C9   C8    120.03  3.000
 BVL  C8    C9   O24   120.17  3.000
 BVL  C10   C9   O24   119.80  3.000
 BVL  H8    C8   C7    120.28  3.000
 BVL  H8    C8   C9    118.75  3.000
 BVL  C7    C8   C9    120.97  3.000
 BVL  C7    C1   C6    123.62  3.000
 BVL  C6    C1   C2    117.66  3.000
 BVL  C7    C1   C2    118.72  3.000
 BVL  H3    C3   C4    119.94  3.000
 BVL  H3    C3   C2    120.42  3.000
 BVL  C4    C3   C2    119.64  3.000
 BVL  HO25  O25  C4    110.79  3.000
 BVL  C15   C10  C11   117.38  3.000
 BVL  C15   C10  C9    123.33  3.000
 BVL  C11   C10  C9    119.29  3.000
 BVL  C12   C11  O23   117.58  3.000
 BVL  C12   C11  C10   120.25  3.000
 BVL  O23   C11  C10   122.17  3.000
 BVL  HO23  O23  C11   106.28  3.000
 BVL  H12   C12  C13   121.73  3.000
 BVL  H12   C12  C11   117.99  3.000
 BVL  C13   C12  C11   120.28  3.000
 BVL  C14   C13  O21   115.68  3.000
 BVL  C14   C13  C12   120.95  3.000
 BVL  O21   C13  C12   123.37  3.000
 BVL  C22   O21  C13   119.40  3.000
 BVL  H22B  C22  H22A  109.06  3.000
 BVL  H22B  C22  H22   109.00  3.000
 BVL  H22A  C22  H22   109.03  3.000
 BVL  H22B  C22  O21   111.69  3.000
 BVL  H22A  C22  O21   111.64  3.000
 BVL  H22   C22  O21   106.33  3.000
 BVL  C16   C14  C15   121.06  3.000
 BVL  C15   C14  C13   117.61  3.000
 BVL  C16   C14  C13   121.32  3.000
 BVL  H15   C15  C14   117.00  3.000
 BVL  H15   C15  C10   119.49  3.000
 BVL  C14   C15  C10   123.51  3.000
 BVL  H16A  C16  H16   105.95  3.000
 BVL  H16A  C16  C17   109.31  3.000
 BVL  H16   C16  C17   111.12  3.000
 BVL  H16A  C16  C14   109.91  3.000
 BVL  H16   C16  C14   108.32  3.000
 BVL  C17   C16  C14   112.05  3.000
 BVL  H17   C17  C18   117.60  3.000
 BVL  H17   C17  C16   114.90  3.000
 BVL  C18   C17  C16   127.49  3.000
 BVL  C19   C18  C20   114.10  3.000
 BVL  C19   C18  C17   125.17  3.000
 BVL  C20   C18  C17   120.73  3.000
 BVL  H20B  C20  H20A  107.96  3.000
 BVL  H20B  C20  H20   108.16  3.000
 BVL  H20A  C20  H20   106.34  3.000
 BVL  H20B  C20  C18   112.28  3.000
 BVL  H20A  C20  C18   110.79  3.000
 BVL  H20   C20  C18   111.06  3.000
 BVL  H19B  C19  H19A  107.60  3.000
 BVL  H19B  C19  H19   107.69  3.000
 BVL  H19A  C19  H19   106.41  3.000
 BVL  H19B  C19  C18   113.94  3.000
 BVL  H19A  C19  C18   110.28  3.000
 BVL  H19   C19  C18   110.59  3.000
 BVL  H7    C7   C1    115.00  3.000
 BVL  H7    C7   C8    117.86  3.000
 BVL  C1    C7   C8    127.13  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
 BVL  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 BVL  CONST_02  C5   C6   C1   C2      0.00   0.0  0
 BVL  CONST_03  C1   C2   C3   C4      0.00   0.0  0
 BVL  CONST_04  C1   C6   C5   C4      0.00   0.0  0
 BVL  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 BVL  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 BVL  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 BVL  CONST_08  C13  C14  C15  C10     0.00   0.0  0
 BVL  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 BVL  CONST_10  C14  C15  C10  C11     0.00   0.0  0
 BVL  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 BVL  CONST_12  C15  C10  C11  C12     0.00   0.0  0
 BVL  CONST_13  O25  C4   C3   C2    180.00   0.0  0
 BVL  CONST_14  C7   C1   C6   C5    180.00   0.0  0
 BVL  CONST_15  O25  C4   C5   C6    180.00   0.0  0
 BVL  CONST_16  C12  C11  C10  C9    180.00   0.0  0
 BVL  CONST_17  C14  C15  C10  C9    180.00   0.0  0
 BVL  CONST_18  C3   C2   C1   C7    180.00   0.0  0
 BVL  CONST_19  C16  C14  C15  C10   180.00   0.0  0
 BVL  CONST_20  O21  C13  C12  C11   180.00   0.0  0
 BVL  CONST_21  C13  C12  C11  O23   180.00   0.0  0
 BVL  CONST_22  C15  C10  C11  O23   180.00   0.0  0
 BVL  CONST_23  C16  C14  C13  C12   180.00   0.0  0
 BVL  CONST_24  C15  C14  C13  O21   180.00   0.0  0
 BVL  CONST_25  H6   C6   C1   C2    180.00   0.0  0
 BVL  CONST_26  H2   C2   C3   C4    180.00   0.0  0
 BVL  CONST_27  H3   C3   C4   C5    180.00   0.0  0
 BVL  CONST_28  H5   C5   C6   C1    180.00   0.0  0
 BVL  CONST_29  H12  C12  C11  C10   180.00   0.0  0
 BVL  CONST_30  H15  C15  C10  C11   180.00   0.0  0
 BVL  Var_01    C8   C7   C1   C2   -177.02  30.0  2
 BVL  Var_02    C11  C10  C9   O24     3.82  30.0  2
 BVL  Var_03    C17  C16  C14  C13    77.63  30.0  2
 BVL  Var_04    C14  C13  O21  C22   179.29  30.0  2
 BVL  Var_05    C1   C7   C8   C9   -179.18   0.0  2
 BVL  Var_06    C10  C9   C8   C7   -172.92  30.0  1
 BVL  Var_07    C18  C17  C16  C14   112.53  30.0  3
 BVL  Var_08    H22  C22  O21  C13  -179.33  30.0  3
 BVL  Var_09    C20  C18  C17  C16  -179.93   0.0  2
 BVL  Var_10    H20  C20  C18  C17   122.85  30.0  3
 BVL  Var_11    H19  C19  C18  C17   124.23  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
 BVL  plan-1  C2   0.020
 BVL  plan-1  C4   0.020
 BVL  plan-1  C5   0.020
 BVL  plan-1  C6   0.020
 BVL  plan-1  C1   0.020
 BVL  plan-1  C3   0.020
 BVL  plan-1  O25  0.020
 BVL  plan-1  H2   0.020
 BVL  plan-1  H5   0.020
 BVL  plan-1  H6   0.020
 BVL  plan-1  H3   0.020
 BVL  plan-1  C7   0.020
 BVL  plan-2  C9   0.020
 BVL  plan-2  C10  0.020
 BVL  plan-2  C11  0.020
 BVL  plan-2  O23  0.020
 BVL  plan-2  C12  0.020
 BVL  plan-2  C13  0.020
 BVL  plan-2  O21  0.020
 BVL  plan-2  C14  0.020
 BVL  plan-2  C15  0.020
 BVL  plan-2  C16  0.020
 BVL  plan-2  H12  0.020
 BVL  plan-2  H15  0.020
 BVL  plan-3  O24  0.020
 BVL  plan-3  C9   0.020
 BVL  plan-3  C8   0.020
 BVL  plan-3  C10  0.020
 BVL  plan-4  C9   0.020
 BVL  plan-4  C8   0.020
 BVL  plan-4  C1   0.020
 BVL  plan-4  H8   0.020
 BVL  plan-4  H7   0.020
 BVL  plan-4  C7   0.020
 BVL  plan-5  C16  0.020
 BVL  plan-5  C17  0.020
 BVL  plan-5  C18  0.020
 BVL  plan-5  C20  0.020
 BVL  plan-5  C19  0.020
 BVL  plan-5  H17  0.020

