# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 18:24:55 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: N-[2-(5-methoxy-2-phenyl-1H-indol-3-yl)ethyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2[nH]c(c(CCNC(C)=O)c2c1)c3ccccc3
#
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
 JEY  JEY  N-[2-(5-methoxy-2-phenyl-1H-indol-3-yl)ethyl]acetamide  ligand  43  23  .  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_JEY
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
 JEY  C4   C  CH2   0  -0.601  -0.8477   0.8115   0.9387
 JEY  C3   C  CH2   0  -0.231  -0.9840   1.8674  -0.1563
 JEY  C2   C  C     0   0.522  -1.9032   4.1271  -0.3783
 JEY  O2   O  O     0  -0.513  -1.3817   4.2923  -1.4748
 JEY  C1   C  CH3   0  -0.777  -2.7559   5.1907   0.2673
 JEY  N1   N  NH1   0  -0.636  -1.7515   2.9957   0.3257
 JEY  C10  C  CR6   0   0.388   3.6747   0.4013   0.0804
 JEY  C11  C  CR16  0  -0.489   2.3586   0.6847   0.4112
 JEY  C12  C  CR56  0   0.087   1.3873  -0.3039   0.2344
 JEY  C13  C  CH3   0  -0.433   5.9244   1.1707  -0.0371
 JEY  C14  C  CR16  0  -0.303  -2.2414  -2.9327  -0.9611
 JEY  C15  C  CR16  0  -0.242  -3.4981  -3.5189  -0.9403
 JEY  C16  C  CR16  0  -0.260  -4.3120  -3.3874   0.1774
 JEY  C17  C  CR16  0  -0.242  -3.8573  -2.6726   1.2779
 JEY  C18  C  CR16  0  -0.313  -2.5976  -2.0918   1.2625
 JEY  C19  C  CR6   0   0.044  -1.7775  -2.2069   0.1389
 JEY  N2   N  NR15  0  -0.743   0.6240  -2.3196  -0.3652
 JEY  C5   C  CR5   0  -0.031  -0.0224  -0.3462   0.4833
 JEY  C6   C  CR5   0   0.292  -0.4427  -1.6037   0.1142
 JEY  C7   C  CR56  0   0.325   1.7575  -1.5601  -0.2871
 JEY  C8   C  CR16  0  -0.301   3.0750  -1.8491  -0.6147
 JEY  C9   C  CR16  0  -0.406   4.0290  -0.8630  -0.4281
 JEY  H1   H  HCH2  0   0.249  -0.3930   1.2683   1.8241
 JEY  H2   H  HCH2  0   0.258  -1.8444   0.4829   1.2380
 JEY  H3   H  HCH2  0   0.239   0.0029   2.2087  -0.4754
 JEY  H4   H  HCH2  0   0.235  -1.4659   1.4224  -1.0320
 JEY  H5   H  HCH3  0   0.247  -3.1383   4.9096   1.2466
 JEY  H6   H  HCH3  0   0.264  -2.1747   6.1065   0.3738
 JEY  H7   H  HCH3  0   0.265  -3.6032   5.4189  -0.3795
 JEY  H8   H  HNH1  0   0.402  -2.2330   2.9014   1.2049
 JEY  H9   H  HCR6  0   0.247   2.0980   1.6600   0.8062
 JEY  H10  H  HCH3  0   0.255   6.4573   2.0904   0.1942
 JEY  H11  H  HCH3  0   0.223   6.3545   0.3607   0.5586
 JEY  H12  H  HCH3  0   0.223   6.0699   0.9408  -1.0964
 JEY  H13  H  HCR6  0   0.258  -1.6224  -3.0264  -1.8451
 JEY  H14  H  HCR6  0   0.260  -3.8439  -4.0751  -1.8018
 JEY  H15  H  HCR6  0   0.260  -5.2926  -3.8448   0.1936
 JEY  H16  H  HCR6  0   0.260  -4.4804  -2.5784   2.1578
 JEY  H17  H  HCR6  0   0.260  -2.2397  -1.5688   2.1399
 JEY  H18  H  HNR5  0   0.406   0.5949  -3.2985  -0.5982
 JEY  H19  H  HCR6  0   0.263   3.3630  -2.8158  -1.0072
 JEY  H20  H  HCR6  0   0.274   5.0551  -1.0907  -0.6821
 JEY  O1   O  O2    0  -0.483   4.5689   1.4015   0.2770

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
 JEY  C16  C17  aromatic  1.389  0.020  1.389
 JEY  C16  C15  aromatic  1.389  0.020  1.389
 JEY  C17  C18  aromatic  1.387  0.020  1.387
 JEY  C15  C14  aromatic  1.387  0.020  1.387
 JEY  C18  C19  aromatic  1.396  0.020  1.396
 JEY  O2   C2   double    1.225  0.020  1.225
 JEY  C14  C19  aromatic  1.397  0.020  1.397
 JEY  C19  C6   single    1.465  0.020  1.465
 JEY  C1   C2   single    1.508  0.020  1.508
 JEY  C2   N1   single    1.341  0.020  1.341
 JEY  N1   C3   single    1.447  0.020  1.447
 JEY  C3   C4   single    1.527  0.020  1.527
 JEY  C4   C5   single    1.493  0.020  1.493
 JEY  C6   C5   aromatic  1.376  0.020  1.376
 JEY  C6   N2   aromatic  1.371  0.020  1.371
 JEY  C5   C12  aromatic  1.432  0.020  1.432
 JEY  N2   C7   aromatic  1.367  0.020  1.367
 JEY  C12  C7   aromatic  1.410  0.020  1.410
 JEY  C12  C11  aromatic  1.397  0.020  1.397
 JEY  C7   C8   aromatic  1.388  0.020  1.388
 JEY  C11  C10  aromatic  1.386  0.020  1.386
 JEY  C8   C9   aromatic  1.385  0.020  1.385
 JEY  C10  C9   aromatic  1.408  0.020  1.408
 JEY  C10  O1   single    1.356  0.020  1.356
 JEY  O1   C13  single    1.410  0.020  1.410
 JEY  C4   H1   single    0.970  0.020  1.090
 JEY  C4   H2   single    0.970  0.020  1.090
 JEY  C3   H3   single    0.970  0.020  1.090
 JEY  C3   H4   single    0.970  0.020  1.090
 JEY  C1   H5   single    0.970  0.020  1.090
 JEY  C1   H6   single    0.970  0.020  1.090
 JEY  C1   H7   single    0.970  0.020  1.090
 JEY  N1   H8   single    0.860  0.020  1.020
 JEY  C11  H9   single    0.930  0.020  1.080
 JEY  C13  H10  single    0.970  0.020  1.090
 JEY  C13  H11  single    0.970  0.020  1.090
 JEY  C13  H12  single    0.970  0.020  1.090
 JEY  C14  H13  single    0.930  0.020  1.080
 JEY  C15  H14  single    0.930  0.020  1.080
 JEY  C16  H15  single    0.930  0.020  1.080
 JEY  C17  H16  single    0.930  0.020  1.080
 JEY  C18  H17  single    0.930  0.020  1.080
 JEY  N2   H18  single    0.860  0.020  1.020
 JEY  C8   H19  single    0.930  0.020  1.080
 JEY  C9   H20  single    0.930  0.020  1.080

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
 JEY  H2   C4   H1   106.44  3.000
 JEY  H2   C4   C5   110.79  3.000
 JEY  H1   C4   C5   109.92  3.000
 JEY  H2   C4   C3   108.86  3.000
 JEY  H1   C4   C3   109.17  3.000
 JEY  C5   C4   C3   111.51  3.000
 JEY  H4   C3   H3   106.94  3.000
 JEY  H4   C3   N1   110.49  3.000
 JEY  H3   C3   N1   109.44  3.000
 JEY  H4   C3   C4   109.39  3.000
 JEY  H3   C3   C4   110.18  3.000
 JEY  N1   C3   C4   110.34  3.000
 JEY  N1   C2   C1   115.73  3.000
 JEY  N1   C2   O2   122.37  3.000
 JEY  C1   C2   O2   121.90  3.000
 JEY  H7   C1   H6   107.26  3.000
 JEY  H7   C1   H5   108.36  3.000
 JEY  H6   C1   H5   108.45  3.000
 JEY  H7   C1   C2   109.46  3.000
 JEY  H6   C1   C2   109.44  3.000
 JEY  H5   C1   C2   113.68  3.000
 JEY  H8   N1   C2   118.90  3.000
 JEY  H8   N1   C3   118.12  3.000
 JEY  C2   N1   C3   122.88  3.000
 JEY  C9   C10  C11  120.57  3.000
 JEY  C9   C10  O1   123.28  3.000
 JEY  C11  C10  O1   116.15  3.000
 JEY  H9   C11  C12  121.04  3.000
 JEY  H9   C11  C10  119.94  3.000
 JEY  C12  C11  C10  119.02  3.000
 JEY  C7   C12  C5   107.25  3.000
 JEY  C7   C12  C11  119.66  3.000
 JEY  C5   C12  C11  133.09  3.000
 JEY  H12  C13  H11  108.64  3.000
 JEY  H12  C13  H10  108.57  3.000
 JEY  H11  C13  H10  108.53  3.000
 JEY  H12  C13  O1   112.21  3.000
 JEY  H11  C13  O1   112.20  3.000
 JEY  H10  C13  O1   106.56  3.000
 JEY  H13  C14  C19  119.85  3.000
 JEY  H13  C14  C15  119.57  3.000
 JEY  C19  C14  C15  120.58  3.000
 JEY  H14  C15  C16  120.13  3.000
 JEY  H14  C15  C14  119.66  3.000
 JEY  C16  C15  C14  120.20  3.000
 JEY  H15  C16  C17  120.16  3.000
 JEY  H15  C16  C15  120.20  3.000
 JEY  C17  C16  C15  119.64  3.000
 JEY  H16  C17  C18  119.70  3.000
 JEY  H16  C17  C16  120.03  3.000
 JEY  C18  C17  C16  120.26  3.000
 JEY  H17  C18  C19  119.87  3.000
 JEY  H17  C18  C17  119.57  3.000
 JEY  C19  C18  C17  120.53  3.000
 JEY  C6   C19  C18  120.99  3.000
 JEY  C6   C19  C14  120.21  3.000
 JEY  C18  C19  C14  118.78  3.000
 JEY  H18  N2   C7   125.28  3.000
 JEY  H18  N2   C6   124.48  3.000
 JEY  C7   N2   C6   109.58  3.000
 JEY  C6   C5   C12  106.32  3.000
 JEY  C12  C5   C4   125.04  3.000
 JEY  C6   C5   C4   128.43  3.000
 JEY  C5   C6   N2   109.47  3.000
 JEY  N2   C6   C19  119.98  3.000
 JEY  C5   C6   C19  130.54  3.000
 JEY  C8   C7   N2   131.15  3.000
 JEY  C8   C7   C12  121.48  3.000
 JEY  N2   C7   C12  107.37  3.000
 JEY  H19  C8   C9   120.11  3.000
 JEY  H19  C8   C7   121.60  3.000
 JEY  C9   C8   C7   118.29  3.000
 JEY  H20  C9   C8   118.17  3.000
 JEY  H20  C9   C10  120.85  3.000
 JEY  C8   C9   C10  120.98  3.000
 JEY  C13  O1   C10  118.73  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
 JEY  CONST_01  C5   C12  C11  C10   180.00   0.0  0
 JEY  CONST_02  C7   C12  C11  C10     0.00   0.0  0
 JEY  CONST_03  C7   C8   C9   C10     0.00   0.0  0
 JEY  CONST_04  C6   C5   C12  C11   180.00   0.0  0
 JEY  CONST_05  N2   C7   C12  C11   180.00   0.0  0
 JEY  CONST_06  C8   C7   C12  C11     0.00   0.0  0
 JEY  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 JEY  CONST_08  C19  C6   C5   C12   180.00   0.0  0
 JEY  CONST_09  N2   C6   C5   C12     0.00   0.0  0
 JEY  CONST_10  C6   N2   C7   C12     0.00   0.0  0
 JEY  CONST_11  C9   C8   C7   C12     0.00   0.0  0
 JEY  CONST_12  C9   C10  C11  C12     0.00   0.0  0
 JEY  CONST_13  C17  C16  C15  C14     0.00   0.0  0
 JEY  CONST_14  C17  C18  C19  C14     0.00   0.0  0
 JEY  CONST_17  C18  C17  C16  C15     0.00   0.0  0
 JEY  CONST_18  C18  C19  C14  C15     0.00   0.0  0
 JEY  CONST_19  C6   C19  C14  C15   180.00   0.0  0
 JEY  CONST_20  C19  C18  C17  C16     0.00   0.0  0
 JEY  CONST_21  C19  C14  C15  C16     0.00   0.0  0
 JEY  CONST_22  C6   C19  C18  C17   180.00   0.0  0
 JEY  CONST_25  C7   N2   C6   C19   180.00   0.0  0
 JEY  CONST_26  C5   C12  C7   N2      0.00   0.0  0
 JEY  CONST_27  C9   C8   C7   N2    180.00   0.0  0
 JEY  CONST_28  C7   N2   C6   C5      0.00   0.0  0
 JEY  CONST_29  C8   C7   C12  C5    180.00   0.0  0
 JEY  CONST_30  C7   C12  C5   C6      0.00   0.0  0
 JEY  CONST_31  C8   C7   N2   C6    180.00   0.0  0
 JEY  CONST_32  C19  C6   C5   C4      0.00   0.0  0
 JEY  CONST_33  N2   C6   C5   C4    180.00   0.0  0
 JEY  CONST_34  C7   C12  C5   C4    180.00   0.0  0
 JEY  CONST_35  C11  C12  C5   C4      0.00   0.0  0
 JEY  CONST_36  C12  C11  C10  O1    180.00   0.0  0
 JEY  CONST_37  C8   C9   C10  O1    180.00   0.0  0
 JEY  CONST_38  H19  C8   C9   C10   180.00   0.0  0
 JEY  CONST_39  H20  C9   C10  C11   180.00   0.0  0
 JEY  CONST_40  H18  N2   C7   C12   180.00   0.0  0
 JEY  CONST_41  H15  C16  C15  C14   180.00   0.0  0
 JEY  CONST_42  H17  C18  C19  C14   180.00   0.0  0
 JEY  CONST_43  H16  C17  C16  C15   180.00   0.0  0
 JEY  CONST_44  H13  C14  C15  C16   180.00   0.0  0
 JEY  CONST_45  H14  C15  C16  C17   180.00   0.0  0
 JEY  CONST_46  H9   C11  C12  C5      0.00   0.0  0
 JEY  CONST_47  O2   C2   N1   C3      0.00   0.0  0
 JEY  CONST_48  C1   C2   N1   C3    180.00   0.0  0
 JEY  CONST_49  H8   N1   C2   O2    180.00   0.0  0
 JEY  Var_01    C6   C5   C4   C3   -104.64  30.0  2
 JEY  Var_02    C9   C10  O1   C13    -0.20  30.0  2
 JEY  Var_03    C5   C4   C3   N1   -178.18  30.0  3
 JEY  Var_04    H10  C13  O1   C10  -179.96  30.0  3
 JEY  Var_05    C2   N1   C3   C4    172.65  30.0  1
 JEY  Var_06    H5   C1   C2   O2   -179.04  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
 JEY  plan-1  C14  0.020
 JEY  plan-1  C15  0.020
 JEY  plan-1  C16  0.020
 JEY  plan-1  C17  0.020
 JEY  plan-1  C18  0.020
 JEY  plan-1  C19  0.020
 JEY  plan-1  C6   0.020
 JEY  plan-1  H13  0.020
 JEY  plan-1  H14  0.020
 JEY  plan-1  H15  0.020
 JEY  plan-1  H16  0.020
 JEY  plan-1  H17  0.020
 JEY  plan-2  C4   0.020
 JEY  plan-2  C10  0.020
 JEY  plan-2  C11  0.020
 JEY  plan-2  C12  0.020
 JEY  plan-2  C19  0.020
 JEY  plan-2  N2   0.020
 JEY  plan-2  C5   0.020
 JEY  plan-2  C6   0.020
 JEY  plan-2  C7   0.020
 JEY  plan-2  C8   0.020
 JEY  plan-2  C9   0.020
 JEY  plan-2  H9   0.020
 JEY  plan-2  H18  0.020
 JEY  plan-2  H19  0.020
 JEY  plan-2  H20  0.020
 JEY  plan-2  O1   0.020
 JEY  plan-3  C3   0.020
 JEY  plan-3  C2   0.020
 JEY  plan-3  O2   0.020
 JEY  plan-3  C1   0.020
 JEY  plan-3  N1   0.020
 JEY  plan-3  H8   0.020

