# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 03:28:38 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: (1R)-N-[(1H-indol-3-yl)methyl]-N-methyl-1-(naphthalen-1-yl)ethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](N(C)Cc1c[nH]c2ccccc12)c3cccc4ccccc34
#
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
 JWX  JWX  "(1R)-N-[(1H-indol-3-yl)methyl]-N-methyl-1-(naphthalen-1-yl)ethan-1-amine"
  ligand  46  24  .  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_JWX
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
 JWX  C23  C  CH3   0  -0.535  -21.9415  74.1683  72.4487
 JWX  N1   N  NT    0  -0.409  -21.4390  72.9038  72.9453
 JWX  C20  C  CH1   0  -0.106  -21.4168  72.8143  74.4028
 JWX  C5   C  CR6   0   0.062  -20.5670  71.6349  74.8470
 JWX  C6   C  CR66  0   0.091  -20.8603  70.9131  76.0425
 JWX  C11  C  CR16  0  -0.347  -21.9749  71.2037  76.8701
 JWX  C12  C  CR16  0  -0.246  -22.2234  70.4850  78.0083
 JWX  C13  C  CR16  0  -0.261  -21.3702  69.4316  78.3913
 JWX  C14  C  CR16  0  -0.308  -20.2832  69.1254  77.6209
 JWX  C1   C  CR66  0   0.109  -19.9982  69.8521  76.4403
 JWX  C2   C  CR16  0  -0.334  -18.8659  69.5369  75.6553
 JWX  C3   C  CR16  0  -0.237  -18.5983  70.2493  74.5212
 JWX  C4   C  CR16  0  -0.305  -19.4511  71.2959  74.1232
 JWX  C21  C  CH3   0  -0.683  -20.8600  74.0742  75.0679
 JWX  C22  C  CH2   0  -0.385  -22.2157  71.7955  72.3919
 JWX  C24  C  CR5   0  -0.007  -22.0369  71.6118  70.9203
 JWX  C25  C  CR15  0  -0.070  -20.9639  71.0361  70.2980
 JWX  N2   N  NR15  0  -0.685  -21.1506  71.0295  68.9457
 JWX  C26  C  CR56  0   0.347  -22.3550  71.5993  68.6524
 JWX  C27  C  CR56  0   0.033  -22.9459  71.9835  69.8771
 JWX  C34  C  CR16  0  -0.303  -22.9813  71.8120  67.4252
 JWX  C33  C  CR16  0  -0.284  -24.2196  72.4244  67.4391
 JWX  C32  C  CR16  0  -0.265  -24.8241  72.8194  68.6451
 JWX  C31  C  CR16  0  -0.371  -24.2006  72.6052  69.8583
 JWX  H1   H  HCH3  0   0.243  -21.2950  74.9934  72.7413
 JWX  H2   H  HCH3  0   0.247  -21.9555  74.1475  71.3593
 JWX  H3   H  HCH3  0   0.189  -22.9641  74.3946  72.7904
 JWX  H5   H  HCH1  0   0.212  -22.4472  72.6793  74.7699
 JWX  H6   H  HCR6  0   0.249  -22.6502  72.0072  76.6106
 JWX  H7   H  HCR6  0   0.255  -23.0819  70.7296  78.6204
 JWX  H8   H  HCR6  0   0.255  -21.5777  68.8702  79.2929
 JWX  H9   H  HCR6  0   0.252  -19.6191  68.3184  77.9073
 JWX  H10  H  HCR6  0   0.250  -18.2174  68.7277  75.9688
 JWX  H11  H  HCR6  0   0.251  -17.7307  70.0119  73.9188
 JWX  H12  H  HCR6  0   0.246  -19.2314  71.8394  73.2135
 JWX  H13  H  HCH3  0   0.247  -20.7377  73.9031  76.1373
 JWX  H14  H  HCH3  0   0.231  -19.8824  74.3283  74.6557
 JWX  H15  H  HCH3  0   0.240  -21.5217  74.9319  74.9523
 JWX  H16  H  HCH2  0   0.215  -23.2880  71.9226  72.6169
 JWX  H17  H  HCH2  0   0.254  -21.9100  70.8806  72.9022
 JWX  H18  H  HCR5  0   0.279  -20.0667  70.6202  70.7302
 JWX  H19  H  HNR5  0   0.407  -20.5012  70.6547  68.2743
 JWX  H20  H  HCR6  0   0.255  -22.5154  71.5089  66.4958
 JWX  H21  H  HCR6  0   0.245  -24.7336  72.6044  66.5036
 JWX  H22  H  HCR6  0   0.242  -25.7943  73.2988  68.6176
 JWX  H23  H  HCR6  0   0.239  -24.6763  72.9135  70.7817

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
 JWX  C33  C34  aromatic  1.382  0.020  1.382
 JWX  C33  C32  aromatic  1.406  0.020  1.406
 JWX  C34  C26  aromatic  1.394  0.020  1.394
 JWX  C32  C31  aromatic  1.381  0.020  1.381
 JWX  C26  N2   aromatic  1.364  0.020  1.364
 JWX  C26  C27  aromatic  1.413  0.020  1.413
 JWX  N2   C25  aromatic  1.365  0.020  1.365
 JWX  C31  C27  aromatic  1.400  0.020  1.400
 JWX  C27  C24  aromatic  1.433  0.020  1.433
 JWX  C25  C24  aromatic  1.368  0.020  1.368
 JWX  C24  C22  single    1.494  0.020  1.494
 JWX  C22  N1   single    1.462  0.020  1.462
 JWX  C23  N1   single    1.448  0.020  1.448
 JWX  N1   C20  single    1.460  0.020  1.460
 JWX  C4   C3   aromatic  1.407  0.020  1.407
 JWX  C4   C5   aromatic  1.373  0.020  1.373
 JWX  C20  C21  single    1.530  0.020  1.530
 JWX  C20  C5   single    1.520  0.020  1.520
 JWX  C3   C2   aromatic  1.366  0.020  1.366
 JWX  C5   C6   aromatic  1.427  0.020  1.427
 JWX  C2   C1   aromatic  1.413  0.020  1.413
 JWX  C6   C1   aromatic  1.424  0.020  1.424
 JWX  C6   C11  aromatic  1.418  0.020  1.418
 JWX  C1   C14  aromatic  1.415  0.020  1.415
 JWX  C11  C12  aromatic  1.369  0.020  1.369
 JWX  C14  C13  aromatic  1.367  0.020  1.367
 JWX  C12  C13  aromatic  1.409  0.020  1.409
 JWX  C23  H1   single    0.970  0.020  1.090
 JWX  C23  H2   single    0.970  0.020  1.090
 JWX  C23  H3   single    0.970  0.020  1.090
 JWX  C20  H5   single    0.970  0.020  1.090
 JWX  C11  H6   single    0.930  0.020  1.080
 JWX  C12  H7   single    0.930  0.020  1.080
 JWX  C13  H8   single    0.930  0.020  1.080
 JWX  C14  H9   single    0.930  0.020  1.080
 JWX  C2   H10  single    0.930  0.020  1.080
 JWX  C3   H11  single    0.930  0.020  1.080
 JWX  C4   H12  single    0.930  0.020  1.080
 JWX  C21  H13  single    0.970  0.020  1.090
 JWX  C21  H14  single    0.970  0.020  1.090
 JWX  C21  H15  single    0.970  0.020  1.090
 JWX  C22  H16  single    0.970  0.020  1.090
 JWX  C22  H17  single    0.970  0.020  1.090
 JWX  C25  H18  single    0.930  0.020  1.080
 JWX  N2   H19  single    0.860  0.020  1.020
 JWX  C34  H20  single    0.930  0.020  1.080
 JWX  C33  H21  single    0.930  0.020  1.080
 JWX  C32  H22  single    0.930  0.020  1.080
 JWX  C31  H23  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
 JWX  H3   C23  H2   107.58  3.000
 JWX  H3   C23  H1   108.20  3.000
 JWX  H2   C23  H1   106.91  3.000
 JWX  H3   C23  N1   113.27  3.000
 JWX  H2   C23  N1   109.30  3.000
 JWX  H1   C23  N1   111.32  3.000
 JWX  C22  N1   C20  109.84  3.000
 JWX  C20  N1   C23  113.63  3.000
 JWX  C22  N1   C23  110.35  3.000
 JWX  H5   C20  C21  107.24  3.000
 JWX  H5   C20  C5   109.29  3.000
 JWX  C21  C20  C5   107.97  3.000
 JWX  H5   C20  N1   109.01  3.000
 JWX  C5   C20  N1   110.34  3.000
 JWX  C21  C20  N1   112.89  3.000
 JWX  C4   C5   C6   118.94  3.000
 JWX  C6   C5   C20  121.49  3.000
 JWX  C4   C5   C20  119.48  3.000
 JWX  C1   C6   C11  117.74  3.000
 JWX  C11  C6   C5   123.14  3.000
 JWX  C1   C6   C5   119.12  3.000
 JWX  H6   C11  C12  118.45  3.000
 JWX  H6   C11  C6   120.20  3.000
 JWX  C12  C11  C6   121.35  3.000
 JWX  H7   C12  C13  119.72  3.000
 JWX  H7   C12  C11  119.70  3.000
 JWX  C13  C12  C11  120.58  3.000
 JWX  H8   C13  C14  120.39  3.000
 JWX  H8   C13  C12  119.88  3.000
 JWX  C14  C13  C12  119.73  3.000
 JWX  H9   C14  C1   118.65  3.000
 JWX  H9   C14  C13  120.34  3.000
 JWX  C1   C14  C13  121.01  3.000
 JWX  C2   C1   C14  120.67  3.000
 JWX  C14  C1   C6   119.59  3.000
 JWX  C2   C1   C6   119.74  3.000
 JWX  H10  C2   C3   120.83  3.000
 JWX  H10  C2   C1   119.04  3.000
 JWX  C3   C2   C1   120.12  3.000
 JWX  H11  C3   C4   119.43  3.000
 JWX  H11  C3   C2   120.31  3.000
 JWX  C4   C3   C2   120.26  3.000
 JWX  H12  C4   C3   119.22  3.000
 JWX  H12  C4   C5   118.96  3.000
 JWX  C3   C4   C5   121.81  3.000
 JWX  H15  C21  H14  108.71  3.000
 JWX  H15  C21  H13  107.21  3.000
 JWX  H14  C21  H13  107.86  3.000
 JWX  H15  C21  C20  112.41  3.000
 JWX  H14  C21  C20  110.72  3.000
 JWX  H13  C21  C20  109.77  3.000
 JWX  H17  C22  H16  105.88  3.000
 JWX  H17  C22  C24  108.91  3.000
 JWX  H16  C22  C24  109.36  3.000
 JWX  H17  C22  N1   108.04  3.000
 JWX  H16  C22  N1   110.60  3.000
 JWX  C24  C22  N1   113.73  3.000
 JWX  C27  C24  C25  106.00  3.000
 JWX  C25  C24  C22  126.44  3.000
 JWX  C27  C24  C22  127.55  3.000
 JWX  H18  C25  N2   120.57  3.000
 JWX  H18  C25  C24  129.22  3.000
 JWX  N2   C25  C24  110.22  3.000
 JWX  H19  N2   C26  125.57  3.000
 JWX  H19  N2   C25  125.06  3.000
 JWX  C26  N2   C25  109.37  3.000
 JWX  C34  C26  C27  122.25  3.000
 JWX  C27  C26  N2   107.24  3.000
 JWX  C34  C26  N2   130.51  3.000
 JWX  C31  C27  C26  118.93  3.000
 JWX  C31  C27  C24  133.90  3.000
 JWX  C26  C27  C24  107.17  3.000
 JWX  H20  C34  C33  121.22  3.000
 JWX  H20  C34  C26  121.30  3.000
 JWX  C33  C34  C26  117.48  3.000
 JWX  H21  C33  C32  119.38  3.000
 JWX  H21  C33  C34  119.38  3.000
 JWX  C32  C33  C34  121.25  3.000
 JWX  H22  C32  C31  119.72  3.000
 JWX  H22  C32  C33  119.22  3.000
 JWX  C31  C32  C33  121.06  3.000
 JWX  H23  C31  C32  120.42  3.000
 JWX  H23  C31  C27  120.54  3.000
 JWX  C32  C31  C27  119.03  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
 JWX  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 JWX  CONST_02  C2   C1   C6   C5      0.00   0.0  0
 JWX  CONST_03  C14  C1   C6   C5    180.00   0.0  0
 JWX  CONST_04  C12  C11  C6   C5    180.00   0.0  0
 JWX  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 JWX  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 JWX  CONST_07  C13  C14  C1   C6      0.00   0.0  0
 JWX  CONST_08  C13  C12  C11  C6      0.00   0.0  0
 JWX  CONST_09  C4   C5   C6   C11   180.00   0.0  0
 JWX  CONST_10  C2   C1   C6   C11   180.00   0.0  0
 JWX  CONST_11  C14  C1   C6   C11     0.00   0.0  0
 JWX  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 JWX  CONST_13  C1   C6   C11  C12     0.00   0.0  0
 JWX  CONST_14  C1   C14  C13  C12     0.00   0.0  0
 JWX  CONST_15  C2   C1   C14  C13   180.00   0.0  0
 JWX  CONST_16  C3   C2   C1   C14   180.00   0.0  0
 JWX  CONST_17  C4   C3   C2   C1      0.00   0.0  0
 JWX  CONST_18  C4   C5   C6   C1      0.00   0.0  0
 JWX  CONST_19  C34  C26  C27  C24   180.00   0.0  0
 JWX  CONST_20  N2   C26  C27  C24     0.00   0.0  0
 JWX  CONST_21  C32  C31  C27  C24   180.00   0.0  0
 JWX  CONST_22  C26  N2   C25  C24     0.00   0.0  0
 JWX  CONST_23  C34  C26  N2   C25   180.00   0.0  0
 JWX  CONST_24  C27  C26  N2   C25     0.00   0.0  0
 JWX  CONST_25  C26  C27  C24  C25     0.00   0.0  0
 JWX  CONST_26  C31  C27  C24  C25   180.00   0.0  0
 JWX  CONST_27  C33  C34  C26  N2    180.00   0.0  0
 JWX  CONST_28  C31  C27  C26  N2    180.00   0.0  0
 JWX  CONST_29  C27  C24  C25  N2      0.00   0.0  0
 JWX  CONST_30  C32  C33  C34  C26     0.00   0.0  0
 JWX  CONST_31  C32  C31  C27  C26     0.00   0.0  0
 JWX  CONST_32  C33  C34  C26  C27     0.00   0.0  0
 JWX  CONST_33  C33  C32  C31  C27     0.00   0.0  0
 JWX  CONST_34  C31  C32  C33  C34     0.00   0.0  0
 JWX  CONST_35  C31  C27  C26  C34     0.00   0.0  0
 JWX  CONST_36  C3   C4   C5   C20   180.00   0.0  0
 JWX  CONST_37  C1   C6   C5   C20   180.00   0.0  0
 JWX  CONST_38  C11  C6   C5   C20     0.00   0.0  0
 JWX  CONST_39  C26  C27  C24  C22   180.00   0.0  0
 JWX  CONST_40  C31  C27  C24  C22     0.00   0.0  0
 JWX  CONST_41  N2   C25  C24  C22   180.00   0.0  0
 JWX  CONST_42  H11  C3   C4   C5    180.00   0.0  0
 JWX  CONST_43  H6   C11  C6   C5      0.00   0.0  0
 JWX  CONST_44  H12  C4   C5   C6    180.00   0.0  0
 JWX  CONST_45  H10  C2   C1   C6    180.00   0.0  0
 JWX  CONST_46  H9   C14  C1   C6    180.00   0.0  0
 JWX  CONST_47  H7   C12  C11  C6    180.00   0.0  0
 JWX  CONST_48  H8   C13  C12  C11   180.00   0.0  0
 JWX  CONST_49  H9   C14  C13  C12   180.00   0.0  0
 JWX  CONST_50  H6   C11  C12  C13   180.00   0.0  0
 JWX  CONST_51  H10  C2   C1   C14     0.00   0.0  0
 JWX  CONST_52  H7   C12  C13  C14   180.00   0.0  0
 JWX  CONST_53  H11  C3   C2   C1    180.00   0.0  0
 JWX  CONST_54  H6   C11  C6   C1    180.00   0.0  0
 JWX  CONST_55  H8   C13  C14  C1    180.00   0.0  0
 JWX  CONST_56  H12  C4   C3   C2    180.00   0.0  0
 JWX  CONST_57  H9   C14  C1   C2      0.00   0.0  0
 JWX  CONST_58  H10  C2   C3   C4    180.00   0.0  0
 JWX  CONST_59  H23  C31  C27  C24     0.00   0.0  0
 JWX  CONST_60  H19  N2   C25  C24   180.00   0.0  0
 JWX  CONST_61  H20  C34  C26  N2      0.00   0.0  0
 JWX  CONST_62  H21  C33  C34  C26   180.00   0.0  0
 JWX  CONST_63  H18  C25  N2   C26   180.00   0.0  0
 JWX  CONST_64  H23  C31  C27  C26   180.00   0.0  0
 JWX  CONST_65  H20  C34  C26  C27   180.00   0.0  0
 JWX  CONST_66  H19  N2   C26  C27   180.00   0.0  0
 JWX  CONST_67  H22  C32  C31  C27   180.00   0.0  0
 JWX  CONST_68  H18  C25  C24  C27   180.00   0.0  0
 JWX  CONST_69  H22  C32  C33  C34   180.00   0.0  0
 JWX  CONST_70  H19  N2   C26  C34     0.00   0.0  0
 JWX  CONST_71  H23  C31  C32  C33   180.00   0.0  0
 JWX  CONST_72  H20  C34  C33  C32   180.00   0.0  0
 JWX  CONST_73  H21  C33  C32  C31   180.00   0.0  0
 JWX  Var_01    C27  C24  C22  N1   -103.59  30.0  2
 JWX  Var_02    C25  C24  C22  N1     77.09  30.0  2
 JWX  Var_03    H16  C22  C24  C25  -158.73  30.0  2
 JWX  Var_04    H17  C22  C24  C25   -43.46  30.0  2
 JWX  Var_05    H16  C22  C24  C27    20.59  30.0  2
 JWX  Var_06    H17  C22  C24  C27   135.86  30.0  2
 JWX  Var_07    C24  C22  N1   C23    67.48  30.0  1
 JWX  Var_08    C24  C22  N1   C20  -166.49  30.0  1
 JWX  Var_09    H16  C22  N1   C23   -56.04  30.0  1
 JWX  Var_10    H17  C22  N1   C23  -171.49  30.0  1
 JWX  Var_11    H16  C22  N1   C20    70.00  30.0  1
 JWX  Var_12    H17  C22  N1   C20   -45.46  30.0  1
 JWX  Var_13    H1   C23  N1   C20    63.81  30.0  3
 JWX  Var_14    H2   C23  N1   C20  -178.32  30.0  3
 JWX  Var_15    H3   C23  N1   C20   -58.38  30.0  3
 JWX  Var_16    H1   C23  N1   C22  -172.32  30.0  3
 JWX  Var_17    H2   C23  N1   C22   -54.44  30.0  3
 JWX  Var_18    H3   C23  N1   C22    65.49  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
 JWX  chir_01  C20  N1  C21  C5  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
 JWX  plan-1  C22  0.020
 JWX  plan-1  C24  0.020
 JWX  plan-1  C25  0.020
 JWX  plan-1  N2   0.020
 JWX  plan-1  C26  0.020
 JWX  plan-1  C27  0.020
 JWX  plan-1  C34  0.020
 JWX  plan-1  C33  0.020
 JWX  plan-1  C32  0.020
 JWX  plan-1  C31  0.020
 JWX  plan-1  H18  0.020
 JWX  plan-1  H19  0.020
 JWX  plan-1  H20  0.020
 JWX  plan-1  H21  0.020
 JWX  plan-1  H22  0.020
 JWX  plan-1  H23  0.020
 JWX  plan-2  C20  0.020
 JWX  plan-2  C5   0.020
 JWX  plan-2  C6   0.020
 JWX  plan-2  C11  0.020
 JWX  plan-2  C12  0.020
 JWX  plan-2  C13  0.020
 JWX  plan-2  C14  0.020
 JWX  plan-2  C1   0.020
 JWX  plan-2  C2   0.020
 JWX  plan-2  C3   0.020
 JWX  plan-2  C4   0.020
 JWX  plan-2  H6   0.020
 JWX  plan-2  H7   0.020
 JWX  plan-2  H8   0.020
 JWX  plan-2  H9   0.020
 JWX  plan-2  H10  0.020
 JWX  plan-2  H11  0.020
 JWX  plan-2  H12  0.020

