# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 00:43:22 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: ~{N}-(2-cycloheptylethyl)-2-(1~{H}-indol-3-yl)-~{N}-methyl-ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCC1CCCCCC1)CCc2c[nH]c3ccccc23
#
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
 IA4  IA4  "~{N}-(2-cycloheptylethyl)-2-(1~{H}-indol-3-yl)-~{N}-methyl-ethanamine"
  ligand  52  22  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IA4
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
 IA4  C01  C  CH3   0  -0.527  19.0387  45.2608  41.3128
 IA4  C03  C  CH2   0  -0.271  19.9146  43.0558  40.9538
 IA4  C04  C  CH2   0  -0.425  20.3757  42.6918  42.3607
 IA4  C05  C  CH1   0  -0.220  21.4709  41.6203  42.3997
 IA4  C06  C  CH2   0  -0.418  21.6659  41.1250  43.8371
 IA4  C07  C  CH2   0  -0.442  22.4617  39.8235  43.9501
 IA4  C08  C  CH2   0  -0.423  23.9788  39.9786  44.0569
 IA4  C09  C  CH2   0  -0.438  24.5942  41.0633  43.1715
 IA4  C10  C  CH2   0  -0.431  23.9722  41.2061  41.7822
 IA4  C11  C  CH2   0  -0.418  22.7546  42.1291  41.7400
 IA4  C12  C  CH2   0  -0.289  18.0380  43.8544  39.6641
 IA4  C13  C  CH2   0  -0.530  17.3242  42.5377  39.3793
 IA4  C14  C  CR5   0   0.007  16.2727  42.1558  40.3707
 IA4  C15  C  CR15  0  -0.075  15.7231  42.9100  41.3690
 IA4  C17  C  CR56  0   0.351  14.6619  40.9525  41.4761
 IA4  C18  C  CR56  0   0.026  15.6034  40.8889  40.4241
 IA4  C19  C  CR16  0  -0.367  15.7167  39.7061  39.6842
 IA4  C20  C  CR16  0  -0.267  14.9070  38.6339  40.0063
 IA4  C21  C  CR16  0  -0.283  13.9782  38.7186  41.0572
 IA4  C22  C  CR16  0  -0.306  13.8422  39.8737  41.8042
 IA4  N02  N  NT    0  -0.407  18.7286  43.8973  40.9407
 IA4  N16  N  NR15  0  -0.692  14.7567  42.1955  42.0261
 IA4  H1   H  HCH3  0   0.233  19.4890  45.2984  42.3045
 IA4  H2   H  HCH3  0   0.187  19.7337  45.7546  40.6142
 IA4  H3   H  HCH3  0   0.230  18.1245  45.8555  41.3481
 IA4  H4   H  HCH2  0   0.226  19.6825  42.1218  40.4367
 IA4  H5   H  HCH2  0   0.192  20.7307  43.5263  40.3803
 IA4  H6   H  HCH2  0   0.213  20.7286  43.5774  42.9002
 IA4  H7   H  HCH2  0   0.216  19.5009  42.3268  42.9078
 IA4  H8   H  HCH1  0   0.201  21.1130  40.7600  41.8167
 IA4  H9   H  HCH2  0   0.210  22.1214  41.9121  44.4496
 IA4  H10  H  HCH2  0   0.220  20.6728  40.9583  44.2647
 IA4  H11  H  HCH2  0   0.225  22.1172  39.2639  44.8235
 IA4  H12  H  HCH2  0   0.212  22.2161  39.1936  43.0892
 IA4  H13  H  HCH2  0   0.214  24.2495  40.1874  45.0957
 IA4  H14  H  HCH2  0   0.214  24.4378  39.0145  43.8198
 IA4  H15  H  HCH2  0   0.224  25.6632  40.8566  43.0748
 IA4  H16  H  HCH2  0   0.211  24.5322  42.0319  43.6779
 IA4  H17  H  HCH2  0   0.212  23.7226  40.2229  41.3682
 IA4  H18  H  HCH2  0   0.224  24.7226  41.6257  41.1070
 IA4  H19  H  HCH2  0   0.225  22.5413  42.3628  40.6934
 IA4  H20  H  HCH2  0   0.201  23.0315  43.0818  42.2081
 IA4  H21  H  HCH2  0   0.206  18.7196  44.0695  38.8233
 IA4  H22  H  HCH2  0   0.226  17.2941  44.6560  39.6593
 IA4  H23  H  HCH2  0   0.242  16.8747  42.6254  38.3842
 IA4  H24  H  HCH2  0   0.232  18.0467  41.7214  39.2830
 IA4  H25  H  HCR5  0   0.273  15.9539  43.9173  41.6767
 IA4  H26  H  HCR6  0   0.238  16.4292  39.6298  38.8711
 IA4  H27  H  HCR6  0   0.240  14.9852  37.7128  39.4431
 IA4  H28  H  HCR6  0   0.244  13.3566  37.8627  41.2868
 IA4  H29  H  HCR6  0   0.254  13.1263  39.9368  42.6142
 IA4  H31  H  HNR5  0   0.403  14.2213  42.5331  42.8082

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
 IA4  C13  C12  single    1.525  0.020  1.525
 IA4  C13  C14  single    1.495  0.020  1.495
 IA4  C15  C14  aromatic  1.367  0.020  1.367
 IA4  C15  N16  aromatic  1.370  0.020  1.370
 IA4  C12  N02  single    1.452  0.020  1.452
 IA4  C14  C18  aromatic  1.434  0.020  1.434
 IA4  N16  C17  aromatic  1.363  0.020  1.363
 IA4  C03  N02  single    1.454  0.020  1.454
 IA4  C03  C04  single    1.525  0.020  1.525
 IA4  C18  C17  aromatic  1.413  0.020  1.413
 IA4  C18  C19  aromatic  1.400  0.020  1.400
 IA4  C01  N02  single    1.447  0.020  1.447
 IA4  C17  C22  aromatic  1.394  0.020  1.394
 IA4  C19  C20  aromatic  1.382  0.020  1.382
 IA4  C22  C21  aromatic  1.382  0.020  1.382
 IA4  C05  C04  single    1.533  0.020  1.533
 IA4  C05  C11  single    1.530  0.020  1.530
 IA4  C05  C06  single    1.533  0.020  1.533
 IA4  C20  C21  aromatic  1.405  0.020  1.405
 IA4  C10  C11  single    1.529  0.020  1.529
 IA4  C10  C09  single    1.529  0.020  1.529
 IA4  C07  C06  single    1.530  0.020  1.530
 IA4  C07  C08  single    1.529  0.020  1.529
 IA4  C08  C09  single    1.529  0.020  1.529
 IA4  C01  H1   single    0.970  0.020  1.090
 IA4  C01  H2   single    0.970  0.020  1.090
 IA4  C01  H3   single    0.970  0.020  1.090
 IA4  C03  H4   single    0.970  0.020  1.090
 IA4  C03  H5   single    0.970  0.020  1.090
 IA4  C04  H6   single    0.970  0.020  1.090
 IA4  C04  H7   single    0.970  0.020  1.090
 IA4  C05  H8   single    0.970  0.020  1.090
 IA4  C06  H9   single    0.970  0.020  1.090
 IA4  C06  H10  single    0.970  0.020  1.090
 IA4  C07  H11  single    0.970  0.020  1.090
 IA4  C07  H12  single    0.970  0.020  1.090
 IA4  C08  H13  single    0.970  0.020  1.090
 IA4  C08  H14  single    0.970  0.020  1.090
 IA4  C09  H15  single    0.970  0.020  1.090
 IA4  C09  H16  single    0.970  0.020  1.090
 IA4  C10  H17  single    0.970  0.020  1.090
 IA4  C10  H18  single    0.970  0.020  1.090
 IA4  C11  H19  single    0.970  0.020  1.090
 IA4  C11  H20  single    0.970  0.020  1.090
 IA4  C12  H21  single    0.970  0.020  1.090
 IA4  C12  H22  single    0.970  0.020  1.090
 IA4  C13  H23  single    0.970  0.020  1.090
 IA4  C13  H24  single    0.970  0.020  1.090
 IA4  C15  H25  single    0.930  0.020  1.080
 IA4  C19  H26  single    0.930  0.020  1.080
 IA4  C20  H27  single    0.930  0.020  1.080
 IA4  C21  H28  single    0.930  0.020  1.080
 IA4  C22  H29  single    0.930  0.020  1.080
 IA4  N16  H31  single    0.860  0.020  1.020

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
 IA4  H3   C01  H2   107.73  3.000
 IA4  H3   C01  H1   107.34  3.000
 IA4  H2   C01  H1   107.51  3.000
 IA4  H3   C01  N02  110.02  3.000
 IA4  H2   C01  N02  113.22  3.000
 IA4  H1   C01  N02  110.80  3.000
 IA4  H5   C03  H4   106.01  3.000
 IA4  H5   C03  N02  110.60  3.000
 IA4  H4   C03  N02  108.49  3.000
 IA4  H5   C03  C04  110.97  3.000
 IA4  H4   C03  C04  107.27  3.000
 IA4  N02  C03  C04  113.15  3.000
 IA4  H7   C04  H6   106.32  3.000
 IA4  H7   C04  C05  108.98  3.000
 IA4  H6   C04  C05  108.81  3.000
 IA4  H7   C04  C03  107.41  3.000
 IA4  H6   C04  C03  111.03  3.000
 IA4  C05  C04  C03  113.99  3.000
 IA4  H8   C05  C11  107.74  3.000
 IA4  H8   C05  C06  106.61  3.000
 IA4  C11  C05  C06  113.89  3.000
 IA4  H8   C05  C04  107.52  3.000
 IA4  C06  C05  C04  109.92  3.000
 IA4  C11  C05  C04  110.86  3.000
 IA4  H10  C06  H9   105.56  3.000
 IA4  H10  C06  C07  108.28  3.000
 IA4  H9   C06  C07  110.69  3.000
 IA4  H10  C06  C05  107.48  3.000
 IA4  H9   C06  C05  110.16  3.000
 IA4  C07  C06  C05  114.23  3.000
 IA4  H12  C07  H11  105.26  3.000
 IA4  H12  C07  C08  109.64  3.000
 IA4  H11  C07  C08  107.99  3.000
 IA4  H12  C07  C06  108.35  3.000
 IA4  H11  C07  C06  109.31  3.000
 IA4  C08  C07  C06  115.79  3.000
 IA4  H14  C08  H13  105.68  3.000
 IA4  H14  C08  C09  109.32  3.000
 IA4  H13  C08  C09  108.36  3.000
 IA4  H14  C08  C07  108.17  3.000
 IA4  H13  C08  C07  109.35  3.000
 IA4  C09  C08  C07  115.52  3.000
 IA4  H16  C09  H15  105.28  3.000
 IA4  H16  C09  C10  108.34  3.000
 IA4  H15  C09  C10  109.58  3.000
 IA4  H16  C09  C08  109.69  3.000
 IA4  H15  C09  C08  108.10  3.000
 IA4  C10  C09  C08  115.38  3.000
 IA4  H18  C10  H17  105.51  3.000
 IA4  H18  C10  C11  107.33  3.000
 IA4  H17  C10  C11  110.49  3.000
 IA4  H18  C10  C09  108.53  3.000
 IA4  H17  C10  C09  110.63  3.000
 IA4  C11  C10  C09  113.93  3.000
 IA4  H20  C11  H19  105.79  3.000
 IA4  H20  C11  C10  108.15  3.000
 IA4  H19  C11  C10  108.12  3.000
 IA4  H20  C11  C05  108.45  3.000
 IA4  H19  C11  C05  108.67  3.000
 IA4  C10  C11  C05  117.10  3.000
 IA4  H22  C12  H21  105.90  3.000
 IA4  H22  C12  N02  107.80  3.000
 IA4  H21  C12  N02  111.73  3.000
 IA4  H22  C12  C13  108.28  3.000
 IA4  H21  C12  C13  108.38  3.000
 IA4  N02  C12  C13  114.36  3.000
 IA4  H24  C13  H23  104.52  3.000
 IA4  H24  C13  C14  109.40  3.000
 IA4  H23  C13  C14  109.53  3.000
 IA4  H24  C13  C12  110.58  3.000
 IA4  H23  C13  C12  107.02  3.000
 IA4  C14  C13  C12  115.22  3.000
 IA4  C18  C14  C15  105.82  3.000
 IA4  C18  C14  C13  125.37  3.000
 IA4  C15  C14  C13  128.79  3.000
 IA4  H25  C15  N16  120.10  3.000
 IA4  H25  C15  C14  129.64  3.000
 IA4  N16  C15  C14  110.26  3.000
 IA4  N16  C17  C22  130.69  3.000
 IA4  C22  C17  C18  122.14  3.000
 IA4  N16  C17  C18  107.17  3.000
 IA4  C19  C18  C17  119.04  3.000
 IA4  C19  C18  C14  133.56  3.000
 IA4  C17  C18  C14  107.40  3.000
 IA4  H26  C19  C20  120.37  3.000
 IA4  H26  C19  C18  120.62  3.000
 IA4  C20  C19  C18  119.01  3.000
 IA4  H27  C20  C21  119.23  3.000
 IA4  H27  C20  C19  119.78  3.000
 IA4  C21  C20  C19  120.99  3.000
 IA4  H28  C21  C22  119.32  3.000
 IA4  H28  C21  C20  119.38  3.000
 IA4  C22  C21  C20  121.31  3.000
 IA4  H29  C22  C21  121.20  3.000
 IA4  H29  C22  C17  121.31  3.000
 IA4  C21  C22  C17  117.49  3.000
 IA4  C12  N02  C03  112.25  3.000
 IA4  C03  N02  C01  111.61  3.000
 IA4  C12  N02  C01  110.85  3.000
 IA4  H31  N16  C17  125.65  3.000
 IA4  H31  N16  C15  124.98  3.000
 IA4  C17  N16  C15  109.35  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
 IA4  CONST_01  C17  N16  C15  C14     0.00   0.0  0
 IA4  CONST_02  N16  C17  C18  C14     0.00   0.0  0
 IA4  CONST_03  C22  C17  C18  C14   180.00   0.0  0
 IA4  CONST_04  C20  C19  C18  C14   180.00   0.0  0
 IA4  CONST_05  C17  C18  C14  C15     0.00   0.0  0
 IA4  CONST_06  C19  C18  C14  C15   180.00   0.0  0
 IA4  CONST_07  C18  C17  N16  C15     0.00   0.0  0
 IA4  CONST_08  C22  C17  N16  C15   180.00   0.0  0
 IA4  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 IA4  CONST_10  C20  C21  C22  C17     0.00   0.0  0
 IA4  CONST_11  N16  C15  C14  C18     0.00   0.0  0
 IA4  CONST_12  C21  C22  C17  C18     0.00   0.0  0
 IA4  CONST_13  C21  C20  C19  C18     0.00   0.0  0
 IA4  CONST_14  N16  C17  C18  C19   180.00   0.0  0
 IA4  CONST_15  C22  C17  C18  C19     0.00   0.0  0
 IA4  CONST_16  C22  C21  C20  C19     0.00   0.0  0
 IA4  CONST_17  N16  C17  C22  C21   180.00   0.0  0
 IA4  CONST_18  N16  C15  C14  C13   180.00   0.0  0
 IA4  CONST_19  C17  C18  C14  C13   180.00   0.0  0
 IA4  CONST_20  C19  C18  C14  C13     0.00   0.0  0
 IA4  CONST_21  H31  N16  C15  C14   180.00   0.0  0
 IA4  CONST_22  H26  C19  C18  C14     0.00   0.0  0
 IA4  CONST_23  H25  C15  N16  C17   180.00   0.0  0
 IA4  CONST_24  H26  C19  C18  C17   180.00   0.0  0
 IA4  CONST_25  H28  C21  C22  C17   180.00   0.0  0
 IA4  CONST_26  H25  C15  C14  C18   180.00   0.0  0
 IA4  CONST_27  H31  N16  C17  C18   180.00   0.0  0
 IA4  CONST_28  H29  C22  C17  C18   180.00   0.0  0
 IA4  CONST_29  H27  C20  C19  C18   180.00   0.0  0
 IA4  CONST_30  H28  C21  C20  C19   180.00   0.0  0
 IA4  CONST_31  H29  C22  C21  C20   180.00   0.0  0
 IA4  CONST_32  H26  C19  C20  C21   180.00   0.0  0
 IA4  CONST_33  H31  N16  C17  C22     0.00   0.0  0
 IA4  CONST_34  H27  C20  C21  C22   180.00   0.0  0
 IA4  CONST_35  H29  C22  C17  N16     0.00   0.0  0
 IA4  Var_01    C15  C14  C13  C12    11.21  30.0  2
 IA4  Var_02    C18  C14  C13  C12  -170.72  30.0  2
 IA4  Var_03    H23  C13  C14  C15  -109.48  30.0  2
 IA4  Var_04    H24  C13  C14  C15   136.51  30.0  2
 IA4  Var_05    H23  C13  C14  C18    68.59  30.0  2
 IA4  Var_06    H24  C13  C14  C18   -45.42  30.0  2
 IA4  Var_07    N02  C03  C04  C05   170.16  30.0  1
 IA4  Var_08    N02  C12  C13  C14    59.62  30.0  3
 IA4  Var_09    H4   C03  C04  C05    50.54  30.0  1
 IA4  Var_10    H5   C03  C04  C05   -64.83  30.0  1
 IA4  Var_11    H21  C12  C13  C14  -175.02  30.0  3
 IA4  Var_12    H22  C12  C13  C14   -60.58  30.0  3
 IA4  Var_13    C13  C12  N02  C01  -163.29  30.0  2
 IA4  Var_14    C04  C03  N02  C01    74.95  30.0  2
 IA4  Var_15    C13  C12  N02  C03    71.15  30.0  2
 IA4  Var_16    C12  N02  C03  C04  -159.90  30.0  3
 IA4  Var_17    H21  C12  N02  C01    73.13  30.0  2
 IA4  Var_18    H22  C12  N02  C01   -42.83  30.0  2
 IA4  Var_19    H4   C03  N02  C01  -166.13  30.0  2
 IA4  Var_20    H5   C03  N02  C01   -50.25  30.0  2
 IA4  Var_21    H21  C12  N02  C03   -52.43  30.0  2
 IA4  Var_22    H22  C12  N02  C03  -168.39  30.0  2
 IA4  Var_23    H1   C01  N02  C03   -58.36  30.0  3
 IA4  Var_24    H2   C01  N02  C03    62.51  30.0  3
 IA4  Var_25    H3   C01  N02  C03  -176.89  30.0  3
 IA4  Var_26    H4   C03  N02  C12   -40.99  30.0  2
 IA4  Var_27    H5   C03  N02  C12    74.89  30.0  2
 IA4  Var_28    H1   C01  N02  C12   175.72  30.0  3
 IA4  Var_29    H2   C01  N02  C12   -63.41  30.0  3
 IA4  Var_30    H3   C01  N02  C12    57.19  30.0  3
 IA4  Var_31    H23  C13  C12  N02  -178.33  30.0  2
 IA4  Var_32    H24  C13  C12  N02   -65.06  30.0  2
 IA4  Var_33    H6   C04  C03  N02   -66.53  30.0  3
 IA4  Var_34    H7   C04  C03  N02    49.32  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
 IA4  chir_01  C05  C04  C11  C06  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
 IA4  plan-1  C13  0.020
 IA4  plan-1  C14  0.020
 IA4  plan-1  C15  0.020
 IA4  plan-1  C17  0.020
 IA4  plan-1  C18  0.020
 IA4  plan-1  C19  0.020
 IA4  plan-1  C20  0.020
 IA4  plan-1  C21  0.020
 IA4  plan-1  C22  0.020
 IA4  plan-1  N16  0.020
 IA4  plan-1  H25  0.020
 IA4  plan-1  H26  0.020
 IA4  plan-1  H27  0.020
 IA4  plan-1  H28  0.020
 IA4  plan-1  H29  0.020
 IA4  plan-1  H31  0.020

