# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 13:33:04 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: ethyl 5-hydroxy-4-[(4-methylpiperidin-1-yl)methyl]-2-phenyl-1-benzofuran-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(oc2ccc(O)c(CN3CCC(C)CC3)c12)c4ccccc4
#
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
 I28  I28  'ethyl 5-hydroxy-4-[(4-methylpiperidin-1-yl)methyl]-2-phenyl-1-benzofuran-3-carboxylate'  ligand  56  29  .  2021-08-11  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_I28
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
 I28  O1   O  O     0  -0.449   0.0490  -0.9039  -2.2753
 I28  C2   C  C     0   0.458  -0.2422  -0.7935  -1.1083
 I28  C3   C  CR5   0  -0.191  -0.6376   0.4834  -0.4855
 I28  C4   C  CR5   0   0.406  -1.8327   0.7080   0.1306
 I28  C5   C  CR6   0   0.013  -2.9699  -0.1548   0.4310
 I28  C6   C  CR16  0  -0.298  -3.3775  -1.1385  -0.4710
 I28  C7   C  CR16  0  -0.238  -4.4457  -1.9674  -0.1684
 I28  C8   C  CR16  0  -0.256  -5.1271  -1.8185   1.0326
 I28  C9   C  CR16  0  -0.243  -4.7390  -0.8293   1.9267
 I28  C10  C  CR16  0  -0.290  -3.6694   0.0010   1.6296
 I28  O11  O  O     0  -0.459  -1.9500   2.0029   0.4967
 I28  C12  C  CR56  0   0.315  -0.8180   2.6366   0.1080
 I28  C13  C  CR16  0  -0.345  -0.5309   3.9746   0.3017
 I28  C14  C  CR16  0  -0.360   0.6919   4.4097  -0.1634
 I28  C15  C  CR6   0   0.312   1.6064   3.5291  -0.7698
 I28  O16  O  OH1   0  -0.635   2.7774   4.0976  -1.1390
 I28  C17  C  CR6   0  -0.130   1.3176   2.1773  -0.9448
 I28  C18  C  CH2   0  -0.350   2.3083   1.1756  -1.4707
 I28  N19  N  NT    0  -0.408   2.4711   0.0657  -0.5518
 I28  C20  C  CH2   0  -0.273   3.0034   0.4918   0.7322
 I28  C21  C  CH2   0  -0.412   3.0835  -0.6722   1.7041
 I28  C22  C  CH1   0  -0.238   3.9538  -1.7945   1.1504
 I28  C23  C  CH3   0  -0.654   4.0083  -2.9876   2.0929
 I28  C24  C  CH2   0  -0.429   3.4322  -2.1792  -0.2291
 I28  C25  C  CH2   0  -0.283   3.2987  -0.9717  -1.1444
 I28  C26  C  CR56  0   0.175   0.0502   1.7478  -0.5184
 I28  O27  O  O2    0  -0.444  -0.3479  -1.8070  -0.2673
 I28  C28  C  CH2   0  -0.197  -0.2238  -3.1332  -0.8008
 I28  C29  C  CH3   0  -0.690  -0.3142  -4.1033   0.3505
 I28  H1   H  HCR6  0   0.258  -2.8876  -1.2404  -1.4308
 I28  H2   H  HCR6  0   0.264  -4.7556  -2.7214  -0.8797
 I28  H3   H  HCR6  0   0.263  -5.9621  -2.4658   1.2666
 I28  H4   H  HCR6  0   0.263  -5.2675  -0.7059   2.8627
 I28  H5   H  HCR6  0   0.261  -3.3706   0.7583   2.3427
 I28  H6   H  HCR6  0   0.275  -1.2225   4.6483   0.7893
 I28  H7   H  HCR6  0   0.270   0.9732   5.4485  -0.0482
 I28  H8   H  HOH1  0   0.470   3.3266   3.4817  -1.6342
 I28  H9   H  HCH2  0   0.266   1.9605   0.7799  -2.4277
 I28  H10  H  HCH2  0   0.198   3.2850   1.6411  -1.6918
 I28  H12  H  HCH2  0   0.184   4.0087   0.9374   0.6150
 I28  H13  H  HCH2  0   0.242   2.3609   1.2717   1.1443
 I28  H14  H  HCH2  0   0.226   3.4781  -0.3183   2.6603
 I28  H15  H  HCH2  0   0.212   2.0735  -1.0522   1.8937
 I28  H16  H  HCH1  0   0.209   4.9716  -1.3999   1.0298
 I28  H17  H  HCH3  0   0.211   3.0108  -3.4059   2.2505
 I28  H18  H  HCH3  0   0.225   4.6413  -3.7839   1.6969
 I28  H19  H  HCH3  0   0.225   4.4043  -2.7027   3.0694
 I28  H20  H  HCH2  0   0.228   4.0912  -2.9129  -0.7007
 I28  H21  H  HCH2  0   0.220   2.4544  -2.6573  -0.1172
 I28  H22  H  HCH2  0   0.234   2.8477  -1.2725  -2.0929
 I28  H23  H  HCH2  0   0.192   4.3065  -0.5844  -1.3811
 I28  H24  H  HCH2  0   0.244  -1.0244  -3.3075  -1.5244
 I28  H25  H  HCH2  0   0.239   0.7273  -3.2352  -1.3263
 I28  H26  H  HCH3  0   0.233   0.4963  -3.9551   1.0650
 I28  H27  H  HCH3  0   0.237  -1.2634  -4.0136   0.8787
 I28  H28  H  HCH3  0   0.241  -0.2389  -5.1205  -0.0325

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
 I28  C28  C29  single    1.508  0.020  1.508
 I28  C28  O27  single    1.435  0.020  1.435
 I28  O27  C2   single    1.321  0.020  1.321
 I28  C2   O1   double    1.208  0.020  1.208
 I28  C2   C3   single    1.475  0.020  1.475
 I28  C18  N19  single    1.450  0.020  1.450
 I28  C18  C17  single    1.504  0.020  1.504
 I28  C7   C8   aromatic  1.389  0.020  1.389
 I28  C7   C6   aromatic  1.386  0.020  1.386
 I28  C20  C21  single    1.519  0.020  1.519
 I28  C20  N19  single    1.454  0.020  1.454
 I28  C8   C9   aromatic  1.389  0.020  1.389
 I28  C6   C5   aromatic  1.395  0.020  1.395
 I28  C3   C4   aromatic  1.363  0.020  1.363
 I28  C3   C26  aromatic  1.440  0.020  1.440
 I28  C9   C10  aromatic  1.386  0.020  1.386
 I28  C5   C10  aromatic  1.397  0.020  1.397
 I28  C5   C4   single    1.459  0.020  1.459
 I28  C21  C22  single    1.524  0.020  1.524
 I28  N19  C25  single    1.453  0.020  1.453
 I28  C4   O11  aromatic  1.351  0.020  1.351
 I28  C17  C26  aromatic  1.405  0.020  1.405
 I28  C17  C15  aromatic  1.393  0.020  1.393
 I28  C26  C12  aromatic  1.392  0.020  1.392
 I28  O16  C15  single    1.353  0.020  1.353
 I28  C15  C14  aromatic  1.407  0.020  1.407
 I28  O11  C12  aromatic  1.354  0.020  1.354
 I28  C12  C13  aromatic  1.382  0.020  1.382
 I28  C22  C23  single    1.521  0.020  1.521
 I28  C22  C24  single    1.524  0.020  1.524
 I28  C25  C24  single    1.521  0.020  1.521
 I28  C14  C13  aromatic  1.379  0.020  1.379
 I28  C6   H1   single    0.930  0.020  1.080
 I28  C7   H2   single    0.930  0.020  1.080
 I28  C8   H3   single    0.930  0.020  1.080
 I28  C9   H4   single    0.930  0.020  1.080
 I28  C10  H5   single    0.930  0.020  1.080
 I28  C13  H6   single    0.930  0.020  1.080
 I28  C14  H7   single    0.930  0.020  1.080
 I28  O16  H8   single    0.850  0.020  0.980
 I28  C18  H9   single    0.970  0.020  1.090
 I28  C18  H10  single    0.970  0.020  1.090
 I28  C20  H12  single    0.970  0.020  1.090
 I28  C20  H13  single    0.970  0.020  1.090
 I28  C21  H14  single    0.970  0.020  1.090
 I28  C21  H15  single    0.970  0.020  1.090
 I28  C22  H16  single    0.970  0.020  1.090
 I28  C23  H17  single    0.970  0.020  1.090
 I28  C23  H18  single    0.970  0.020  1.090
 I28  C23  H19  single    0.970  0.020  1.090
 I28  C24  H20  single    0.970  0.020  1.090
 I28  C24  H21  single    0.970  0.020  1.090
 I28  C25  H22  single    0.970  0.020  1.090
 I28  C25  H23  single    0.970  0.020  1.090
 I28  C28  H24  single    0.970  0.020  1.090
 I28  C28  H25  single    0.970  0.020  1.090
 I28  C29  H26  single    0.970  0.020  1.090
 I28  C29  H27  single    0.970  0.020  1.090
 I28  C29  H28  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
 I28  O27  C2   C3   111.96  3.000
 I28  C3   C2   O1   123.49  3.000
 I28  O27  C2   O1   124.35  3.000
 I28  C26  C3   C4   106.53  3.000
 I28  C26  C3   C2   128.51  3.000
 I28  C4   C3   C2   124.65  3.000
 I28  O11  C4   C5   116.33  3.000
 I28  O11  C4   C3   110.89  3.000
 I28  C5   C4   C3   132.77  3.000
 I28  C10  C5   C6   119.15  3.000
 I28  C10  C5   C4   120.08  3.000
 I28  C6   C5   C4   120.76  3.000
 I28  H1   C6   C7   119.10  3.000
 I28  H1   C6   C5   120.48  3.000
 I28  C7   C6   C5   120.38  3.000
 I28  H2   C7   C8   120.18  3.000
 I28  H2   C7   C6   119.61  3.000
 I28  C8   C7   C6   120.20  3.000
 I28  H3   C8   C9   120.16  3.000
 I28  H3   C8   C7   120.10  3.000
 I28  C9   C8   C7   119.74  3.000
 I28  H4   C9   C10  119.60  3.000
 I28  H4   C9   C8   120.12  3.000
 I28  C10  C9   C8   120.28  3.000
 I28  H5   C10  C9   119.40  3.000
 I28  H5   C10  C5   120.35  3.000
 I28  C9   C10  C5   120.24  3.000
 I28  C12  O11  C4   107.35  3.000
 I28  C26  C12  C13  123.49  3.000
 I28  C13  C12  O11  125.90  3.000
 I28  C26  C12  O11  110.60  3.000
 I28  H6   C13  C14  121.51  3.000
 I28  H6   C13  C12  122.23  3.000
 I28  C14  C13  C12  116.26  3.000
 I28  H7   C14  C15  118.53  3.000
 I28  H7   C14  C13  119.83  3.000
 I28  C15  C14  C13  121.63  3.000
 I28  C17  C15  O16  123.55  3.000
 I28  O16  C15  C14  114.66  3.000
 I28  C17  C15  C14  121.78  3.000
 I28  H8   O16  C15  111.44  3.000
 I28  C26  C17  C18  119.80  3.000
 I28  C26  C17  C15  116.46  3.000
 I28  C18  C17  C15  123.62  3.000
 I28  H10  C18  H9   105.01  3.000
 I28  H10  C18  N19  110.50  3.000
 I28  H9   C18  N19  108.28  3.000
 I28  H10  C18  C17  111.83  3.000
 I28  H9   C18  C17  109.75  3.000
 I28  N19  C18  C17  111.23  3.000
 I28  C25  N19  C20  111.15  3.000
 I28  C25  N19  C18  110.60  3.000
 I28  C20  N19  C18  112.11  3.000
 I28  H13  C20  H12  106.69  3.000
 I28  H13  C20  C21  109.70  3.000
 I28  H12  C20  C21  109.20  3.000
 I28  H13  C20  N19  109.12  3.000
 I28  H12  C20  N19  110.94  3.000
 I28  C21  C20  N19  111.09  3.000
 I28  H15  C21  H14  107.08  3.000
 I28  H15  C21  C22  109.50  3.000
 I28  H14  C21  C22  110.48  3.000
 I28  H15  C21  C20  109.15  3.000
 I28  H14  C21  C20  109.31  3.000
 I28  C22  C21  C20  111.22  3.000
 I28  H16  C22  C24  107.97  3.000
 I28  H16  C22  C23  108.46  3.000
 I28  C24  C22  C23  112.03  3.000
 I28  H16  C22  C21  107.73  3.000
 I28  C24  C22  C21  108.61  3.000
 I28  C23  C22  C21  111.89  3.000
 I28  H19  C23  H18  107.73  3.000
 I28  H19  C23  H17  107.57  3.000
 I28  H18  C23  H17  107.60  3.000
 I28  H19  C23  C22  111.26  3.000
 I28  H18  C23  C22  111.60  3.000
 I28  H17  C23  C22  110.90  3.000
 I28  H21  C24  H20  106.83  3.000
 I28  H21  C24  C25  109.27  3.000
 I28  H20  C24  C25  109.03  3.000
 I28  H21  C24  C22  108.88  3.000
 I28  H20  C24  C22  110.70  3.000
 I28  C25  C24  C22  111.98  3.000
 I28  H23  C25  H22  106.68  3.000
 I28  H23  C25  C24  109.09  3.000
 I28  H22  C25  C24  109.88  3.000
 I28  H23  C25  N19  110.88  3.000
 I28  H22  C25  N19  108.39  3.000
 I28  C24  C25  N19  111.79  3.000
 I28  C17  C26  C12  120.29  3.000
 I28  C12  C26  C3   104.63  3.000
 I28  C17  C26  C3   134.96  3.000
 I28  C28  O27  C2   117.74  3.000
 I28  H25  C28  H24  107.74  3.000
 I28  H25  C28  C29  111.08  3.000
 I28  H24  C28  C29  111.03  3.000
 I28  H25  C28  O27  109.92  3.000
 I28  H24  C28  O27  109.28  3.000
 I28  C29  C28  O27  107.79  3.000
 I28  H28  C29  H27  107.90  3.000
 I28  H28  C29  H26  107.81  3.000
 I28  H27  C29  H26  108.57  3.000
 I28  H28  C29  C28  109.15  3.000
 I28  H27  C29  C28  111.66  3.000
 I28  H26  C29  C28  111.61  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
 I28  CONST_03  C12  O11  C4   C3     0.00   0.0  0
 I28  CONST_04  C15  C17  C26  C3   180.00   0.0  0
 I28  CONST_05  O11  C12  C26  C3     0.00   0.0  0
 I28  CONST_06  C13  C12  C26  C3   180.00   0.0  0
 I28  CONST_07  C17  C26  C3   C4   180.00   0.0  0
 I28  CONST_08  C12  C26  C3   C4     0.00   0.0  0
 I28  CONST_09  C7   C6   C5   C4   180.00   0.0  0
 I28  CONST_10  C9   C10  C5   C4   180.00   0.0  0
 I28  CONST_11  C26  C12  O11  C4     0.00   0.0  0
 I28  CONST_12  C13  C12  O11  C4   180.00   0.0  0
 I28  CONST_13  C8   C7   C6   C5     0.00   0.0  0
 I28  CONST_14  C8   C9   C10  C5     0.00   0.0  0
 I28  CONST_15  C26  C3   C4   C5   180.00   0.0  0
 I28  CONST_16  C12  O11  C4   C5   180.00   0.0  0
 I28  CONST_17  C9   C8   C7   C6     0.00   0.0  0
 I28  CONST_18  C9   C10  C5   C6     0.00   0.0  0
 I28  CONST_20  C10  C9   C8   C7     0.00   0.0  0
 I28  CONST_21  C10  C5   C6   C7     0.00   0.0  0
 I28  CONST_23  C26  C3   C4   O11    0.00   0.0  0
 I28  CONST_24  C17  C26  C12  O11  180.00   0.0  0
 I28  CONST_25  C14  C13  C12  O11  180.00   0.0  0
 I28  CONST_26  C15  C17  C26  C12    0.00   0.0  0
 I28  CONST_27  C15  C14  C13  C12    0.00   0.0  0
 I28  CONST_28  C17  C26  C12  C13    0.00   0.0  0
 I28  CONST_29  C17  C15  C14  C13    0.00   0.0  0
 I28  CONST_30  C26  C17  C15  C14    0.00   0.0  0
 I28  CONST_31  C26  C12  C13  C14    0.00   0.0  0
 I28  CONST_32  C5   C4   C3   C2     0.00   0.0  0
 I28  CONST_33  O11  C4   C3   C2   180.00   0.0  0
 I28  CONST_34  C17  C26  C3   C2     0.00   0.0  0
 I28  CONST_35  C12  C26  C3   C2   180.00   0.0  0
 I28  CONST_36  C18  C17  C26  C3     0.00   0.0  0
 I28  CONST_37  C18  C17  C26  C12  180.00   0.0  0
 I28  CONST_38  O16  C15  C14  C13  180.00   0.0  0
 I28  CONST_39  C18  C17  C15  C14  180.00   0.0  0
 I28  CONST_40  C26  C17  C15  O16  180.00   0.0  0
 I28  CONST_41  H1   C6   C5   C4     0.00   0.0  0
 I28  CONST_42  H5   C10  C5   C4     0.00   0.0  0
 I28  CONST_43  H2   C7   C6   C5   180.00   0.0  0
 I28  CONST_44  H4   C9   C10  C5   180.00   0.0  0
 I28  CONST_45  H3   C8   C7   C6   180.00   0.0  0
 I28  CONST_46  H6   C13  C12  O11    0.00   0.0  0
 I28  CONST_47  H7   C14  C13  C12  180.00   0.0  0
 I28  Var_01    C22  C21  C20  N19   58.24  30.0  1
 I28  Var_02    C22  C24  C25  N19  -55.05  30.0  1
 I28  Var_03    C24  C25  N19  C20   57.53  30.0  1
 I28  Var_04    C25  N19  C20  C21  -59.16  30.0  1
 I28  Var_05    N19  C18  C17  C15  124.46  30.0  2
 I28  Var_06    C20  N19  C18  C17  -62.46  30.0  3
 I28  Var_07    C4   C3   C2   O1   120.61  30.0  2
 I28  Var_08    C29  C28  O27  C2   177.39  30.0  2
 I28  Var_09    H26  C29  C28  O27  -61.87  30.0  3

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
 I28  chir_01  C22  C21  C23  C24  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
 I28  plan-1  C4   0.020
 I28  plan-1  C5   0.020
 I28  plan-1  C6   0.020
 I28  plan-1  C7   0.020
 I28  plan-1  C8   0.020
 I28  plan-1  C9   0.020
 I28  plan-1  C10  0.020
 I28  plan-1  H1   0.020
 I28  plan-1  H2   0.020
 I28  plan-1  H3   0.020
 I28  plan-1  H4   0.020
 I28  plan-1  H5   0.020
 I28  plan-2  O1   0.020
 I28  plan-2  C2   0.020
 I28  plan-2  C3   0.020
 I28  plan-2  O27  0.020
 I28  plan-3  C2   0.020
 I28  plan-3  C3   0.020
 I28  plan-3  C4   0.020
 I28  plan-3  C5   0.020
 I28  plan-3  O11  0.020
 I28  plan-3  C12  0.020
 I28  plan-3  C13  0.020
 I28  plan-3  C14  0.020
 I28  plan-3  C15  0.020
 I28  plan-3  O16  0.020
 I28  plan-3  C17  0.020
 I28  plan-3  C18  0.020
 I28  plan-3  C26  0.020
 I28  plan-3  H6   0.020
 I28  plan-3  H7   0.020

