# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 09:28:47 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c3ccc(F)cc3
#
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
 68P  68P  (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile  ligand  45  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_68P
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
 68P  C10  C  CR6   0   0.107  -0.4569  -1.2051  -0.2124
 68P  C13  C  CR16  0  -0.314   2.1075  -0.0870   1.2876
 68P  C15  C  CR16  0  -0.284  -0.4697  -2.0918  -1.2855
 68P  C17  C  CR16  0  -0.235   3.4700   0.1011   1.4578
 68P  C20  C  CR16  0  -0.399  -1.3505  -2.9617   1.2003
 68P  C21  C  CR6   0   0.516  -1.3487  -3.8107   0.1117
 68P  C22  C  CH3   0  -0.518  -4.8385   3.8787   0.7498
 68P  C24  C  CSP   0   0.056   5.6365   0.8315   0.6115
 68P  F01  F  F     0  -0.315  -1.7819  -5.0725   0.2669
 68P  O02  O  O     0  -0.520   0.1591   0.5296  -1.7469
 68P  N03  N  NT    0  -0.408  -4.2513   2.7339   0.0886
 68P  N04  N  NS    0  -0.251   6.7693   0.9783   0.7633
 68P  C05  C  CR5   0   0.139   0.0911   0.2045  -0.3665
 68P  C06  C  CH2   0  -0.417  -0.7472   1.2603   0.3709
 68P  C07  C  CR56  0   0.137   1.5334   0.2759   0.0816
 68P  C08  C  CR56  0   0.032   2.2933   0.8210  -0.9384
 68P  C09  C  CH2   0  -0.445  -2.1705   1.3921  -0.1544
 68P  C11  C  CH2   0  -0.188   1.3981   1.1206  -2.0965
 68P  C12  C  CH2   0  -0.253  -2.9644   2.3982   0.6686
 68P  C14  C  CR16  0  -0.301   3.6505   1.0190  -0.7904
 68P  C16  C  CR16  0  -0.295  -0.9045  -1.6603   1.0265
 68P  C18  C  CR6   0   0.002   4.2333   0.6496   0.4238
 68P  C19  C  CR16  0  -0.395  -0.9171  -3.3970  -1.1319
 68P  C23  C  CH3   0  -0.527  -5.1745   1.6197   0.0874
 68P  H1   H  HCR6  0   0.265   1.5243  -0.5188   2.0905
 68P  H2   H  HCR6  0   0.267  -0.1322  -1.7720  -2.2606
 68P  H3   H  HCR6  0   0.285   3.9454  -0.1809   2.3872
 68P  H4   H  HCR6  0   0.281  -1.6954  -3.3034   2.1671
 68P  H5   H  HCH3  0   0.231  -4.1612   4.7326   0.6975
 68P  H6   H  HCH3  0   0.231  -5.7682   4.1600   0.2527
 68P  H7   H  HCH3  0   0.188  -5.0707   3.6999   1.8119
 68P  H9   H  HCH2  0   0.235  -0.7568   1.0349   1.4410
 68P  H10  H  HCH2  0   0.249  -0.2311   2.2213   0.2802
 68P  H11  H  HCH2  0   0.229  -2.1510   1.7225  -1.1949
 68P  H12  H  HCH2  0   0.231  -2.6618   0.4163  -0.1419
 68P  H13  H  HCH2  0   0.255   1.7556   0.6859  -3.0332
 68P  H14  H  HCH2  0   0.243   1.2936   2.2013  -2.2491
 68P  H15  H  HCH2  0   0.224  -2.3835   3.3230   0.7374
 68P  H16  H  HCH2  0   0.184  -3.0685   2.0237   1.7034
 68P  H17  H  HCR6  0   0.281   4.2511   1.4444  -1.5839
 68P  H18  H  HCR6  0   0.264  -0.9177  -1.0020   1.8854
 68P  H19  H  HCR6  0   0.280  -0.9281  -4.0796  -1.9715
 68P  H20  H  HCH3  0   0.233  -6.1108   1.9183  -0.3866
 68P  H21  H  HCH3  0   0.236  -4.7776   0.7798  -0.4826
 68P  H22  H  HCH3  0   0.188  -5.4149   1.2556   1.0995

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
 68P  F01  C21  single    1.343  0.020  1.343
 68P  C20  C21  aromatic  1.381  0.020  1.381
 68P  C20  C16  aromatic  1.387  0.020  1.387
 68P  C21  C19  aromatic  1.380  0.020  1.380
 68P  C16  C10  aromatic  1.394  0.020  1.394
 68P  C17  C13  aromatic  1.386  0.020  1.386
 68P  C17  C18  aromatic  1.397  0.020  1.397
 68P  N04  C24  triple    1.152  0.020  1.152
 68P  C19  C15  aromatic  1.388  0.020  1.388
 68P  C13  C07  aromatic  1.384  0.020  1.384
 68P  C24  C18  single    1.427  0.020  1.427
 68P  C18  C14  aromatic  1.397  0.020  1.397
 68P  C10  C15  aromatic  1.392  0.020  1.392
 68P  C10  C05  single    1.520  0.020  1.520
 68P  C07  C05  single    1.512  0.020  1.512
 68P  C07  C08  aromatic  1.384  0.020  1.384
 68P  C14  C08  aromatic  1.380  0.020  1.380
 68P  C05  C06  single    1.537  0.020  1.537
 68P  C05  O02  single    1.420  0.020  1.420
 68P  C08  C11  single    1.494  0.020  1.494
 68P  C23  N03  single    1.447  0.020  1.447
 68P  C06  C09  single    1.523  0.020  1.523
 68P  O02  C11  single    1.417  0.020  1.417
 68P  C09  C12  single    1.523  0.020  1.523
 68P  C22  N03  single    1.447  0.020  1.447
 68P  N03  C12  single    1.451  0.020  1.451
 68P  C13  H1   single    0.930  0.020  1.080
 68P  C15  H2   single    0.930  0.020  1.080
 68P  C17  H3   single    0.930  0.020  1.080
 68P  C20  H4   single    0.930  0.020  1.080
 68P  C22  H5   single    0.970  0.020  1.090
 68P  C22  H6   single    0.970  0.020  1.090
 68P  C22  H7   single    0.970  0.020  1.090
 68P  C06  H9   single    0.970  0.020  1.090
 68P  C06  H10  single    0.970  0.020  1.090
 68P  C09  H11  single    0.970  0.020  1.090
 68P  C09  H12  single    0.970  0.020  1.090
 68P  C11  H13  single    0.970  0.020  1.090
 68P  C11  H14  single    0.970  0.020  1.090
 68P  C12  H15  single    0.970  0.020  1.090
 68P  C12  H16  single    0.970  0.020  1.090
 68P  C14  H17  single    0.930  0.020  1.080
 68P  C16  H18  single    0.930  0.020  1.080
 68P  C19  H19  single    0.930  0.020  1.080
 68P  C23  H20  single    0.970  0.020  1.090
 68P  C23  H21  single    0.970  0.020  1.090
 68P  C23  H22  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
 68P  C16  C10  C05  120.58  3.000
 68P  C05  C10  C15  121.05  3.000
 68P  C16  C10  C15  118.31  3.000
 68P  H1   C13  C07  121.84  3.000
 68P  H1   C13  C17  119.53  3.000
 68P  C07  C13  C17  118.63  3.000
 68P  H2   C15  C19  118.61  3.000
 68P  H2   C15  C10  120.29  3.000
 68P  C19  C15  C10  121.10  3.000
 68P  H3   C17  C18  119.88  3.000
 68P  H3   C17  C13  120.15  3.000
 68P  C18  C17  C13  119.96  3.000
 68P  H4   C20  C16  120.73  3.000
 68P  H4   C20  C21  120.72  3.000
 68P  C16  C20  C21  118.55  3.000
 68P  C19  C21  F01  119.13  3.000
 68P  C19  C21  C20  121.78  3.000
 68P  F01  C21  C20  119.09  3.000
 68P  H7   C22  H6   107.54  3.000
 68P  H7   C22  H5   107.70  3.000
 68P  H6   C22  H5   107.78  3.000
 68P  H7   C22  N03  113.44  3.000
 68P  H6   C22  N03  109.98  3.000
 68P  H5   C22  N03  110.21  3.000
 68P  C18  C24  N04  180.00  3.000
 68P  C11  O02  C05  112.17  3.000
 68P  C23  N03  C12  112.84  3.000
 68P  C12  N03  C22  111.13  3.000
 68P  C23  N03  C22  110.54  3.000
 68P  C07  C05  C06  110.22  3.000
 68P  C06  C05  O02  109.59  3.000
 68P  C07  C05  O02  103.39  3.000
 68P  O02  C05  C10  109.16  3.000
 68P  C06  C05  C10  113.07  3.000
 68P  C07  C05  C10  110.96  3.000
 68P  H10  C06  H9   105.44  3.000
 68P  H10  C06  C09  109.64  3.000
 68P  H9   C06  C09  110.32  3.000
 68P  H10  C06  C05  107.83  3.000
 68P  H9   C06  C05  109.43  3.000
 68P  C09  C06  C05  113.82  3.000
 68P  C08  C07  C05  108.90  3.000
 68P  C08  C07  C13  121.18  3.000
 68P  C05  C07  C13  129.90  3.000
 68P  C14  C08  C11  130.08  3.000
 68P  C11  C08  C07  108.74  3.000
 68P  C14  C08  C07  121.17  3.000
 68P  H12  C09  H11  106.81  3.000
 68P  H12  C09  C12  110.45  3.000
 68P  H11  C09  C12  108.93  3.000
 68P  H12  C09  C06  109.82  3.000
 68P  H11  C09  C06  109.77  3.000
 68P  C12  C09  C06  110.98  3.000
 68P  H14  C11  H13  107.69  3.000
 68P  H14  C11  C08  111.26  3.000
 68P  H13  C11  C08  112.87  3.000
 68P  H14  C11  O02  111.24  3.000
 68P  H13  C11  O02  109.37  3.000
 68P  C08  C11  O02  104.42  3.000
 68P  H16  C12  H15  106.11  3.000
 68P  H16  C12  C09  109.33  3.000
 68P  H15  C12  C09  108.39  3.000
 68P  H16  C12  N03  111.66  3.000
 68P  H15  C12  N03  107.48  3.000
 68P  C09  C12  N03  113.53  3.000
 68P  H17  C14  C18  120.65  3.000
 68P  H17  C14  C08  121.58  3.000
 68P  C18  C14  C08  117.77  3.000
 68P  H18  C16  C20  117.87  3.000
 68P  H18  C16  C10  120.71  3.000
 68P  C20  C16  C10  121.42  3.000
 68P  C14  C18  C24  119.40  3.000
 68P  C14  C18  C17  121.28  3.000
 68P  C24  C18  C17  119.32  3.000
 68P  H19  C19  C21  120.46  3.000
 68P  H19  C19  C15  120.70  3.000
 68P  C21  C19  C15  118.85  3.000
 68P  H22  C23  H21  107.76  3.000
 68P  H22  C23  H20  107.58  3.000
 68P  H21  C23  H20  107.23  3.000
 68P  H22  C23  N03  113.13  3.000
 68P  H21  C23  N03  111.20  3.000
 68P  H20  C23  N03  109.70  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
 68P  CONST_01  C21  C20  C16  C10     0.00   0.0  0
 68P  CONST_02  C21  C19  C15  C10     0.00   0.0  0
 68P  CONST_03  C14  C18  C17  C13     0.00   0.0  0
 68P  CONST_04  C14  C08  C07  C13     0.00   0.0  0
 68P  CONST_05  C20  C21  C19  C15     0.00   0.0  0
 68P  CONST_06  C20  C16  C10  C15     0.00   0.0  0
 68P  CONST_07  C08  C07  C13  C17     0.00   0.0  0
 68P  CONST_08  C08  C14  C18  C17     0.00   0.0  0
 68P  CONST_09  C18  C17  C13  C07     0.00   0.0  0
 68P  CONST_10  C18  C14  C08  C07     0.00   0.0  0
 68P  CONST_11  C19  C21  C20  C16     0.00   0.0  0
 68P  CONST_12  C19  C15  C10  C16     0.00   0.0  0
 68P  CONST_13  C05  C10  C16  C20   180.00   0.0  0
 68P  CONST_14  C19  C15  C10  C05   180.00   0.0  0
 68P  CONST_15  C24  C18  C17  C13   180.00   0.0  0
 68P  CONST_16  F01  C21  C19  C15   180.00   0.0  0
 68P  CONST_17  C08  C14  C18  C24   180.00   0.0  0
 68P  CONST_18  C16  C20  C21  F01   180.00   0.0  0
 68P  CONST_19  H4   C20  C16  C10   180.00   0.0  0
 68P  CONST_20  H19  C19  C15  C10   180.00   0.0  0
 68P  CONST_21  H18  C16  C10  C15   180.00   0.0  0
 68P  CONST_22  H17  C14  C18  C17   180.00   0.0  0
 68P  CONST_23  H2   C15  C19  C21   180.00   0.0  0
 68P  CONST_24  H1   C13  C07  C05     0.00   0.0  0
 68P  CONST_25  H3   C17  C13  C07   180.00   0.0  0
 68P  Var_01    C07  C08  C11  O02    -8.70  30.0  1
 68P  Var_02    C08  C11  O02  C05    15.36  30.0  1
 68P  Var_03    C12  C09  C06  C05   176.91  30.0  3
 68P  Var_04    C09  C12  N03  C22  -168.29  30.0  3
 68P  Var_05    C06  C09  C12  N03   170.34  30.0  2
 68P  Var_06    H20  C23  N03  C22    56.65  30.0  3
 68P  Var_07    H5   C22  N03  C12    57.15  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
 68P  chir_01  C05  C07  C10  O02  positiv

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
 68P  plan-1  C10  0.020
 68P  plan-1  C15  0.020
 68P  plan-1  C20  0.020
 68P  plan-1  C21  0.020
 68P  plan-1  F01  0.020
 68P  plan-1  C05  0.020
 68P  plan-1  C16  0.020
 68P  plan-1  C19  0.020
 68P  plan-1  H2   0.020
 68P  plan-1  H4   0.020
 68P  plan-1  H18  0.020
 68P  plan-1  H19  0.020
 68P  plan-2  C13  0.020
 68P  plan-2  C17  0.020
 68P  plan-2  C24  0.020
 68P  plan-2  N04  0.020
 68P  plan-2  C05  0.020
 68P  plan-2  C07  0.020
 68P  plan-2  C08  0.020
 68P  plan-2  C11  0.020
 68P  plan-2  C14  0.020
 68P  plan-2  C18  0.020
 68P  plan-2  H1   0.020
 68P  plan-2  H3   0.020
 68P  plan-2  H17  0.020

