# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 01:35:12 2021
#   Inital geometry file: a 120 line input string
#   Ligand name: 2-[4-[2-(7-chloranylpyrido[3,4-b][1,4]benzoxazin-5-yl)ethyl]piperidin-1-yl]ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCN1CCC(CC1)CCN2c3ccncc3Oc4ccc(Cl)cc24
#
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
 E2U  E2U  2-[4-[2-(7-chloranylpyrido[3,4-b][1,4]benzoxazin-5-yl)ethyl]piperidin-1-yl]ethanamine  ligand  51  26  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E2U
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
 E2U  C4   C   CR16  0  -0.426  27.4824  117.0711   1.8112
 E2U  C5   C   CR16  0  -0.075  28.2754  116.0595   1.2851
 E2U  C7   C   CR16  0  -0.167  28.2202  116.9593  -0.7921
 E2U  C8   C   CR66  0   0.232  27.4153  117.9933  -0.3705
 E2U  C10  C   CR66  0   0.338  26.4982  120.0856  -0.8193
 E2U  C13  C   CR6   0  -0.044  25.4511  122.4817   0.0130
 E2U  C15  C   CR16  0  -0.375  26.3957  121.1358  -1.7045
 E2U  C17  C   CH2   0  -0.438  26.7052  119.8032   3.7175
 E2U  C20  C   CH1   0  -0.240  26.2658  119.6544   5.1717
 E2U  C21  C   CH2   0  -0.432  26.3521  118.2075   5.6583
 E2U  C22  C   CH2   0  -0.274  25.9998  118.0963   7.1338
 E2U  N2   N   NR6   0  -0.621  26.2129  119.1213   1.3681
 E2U  C11  C   CR66  0   0.358  26.0878  120.2150   0.5139
 E2U  C3   C   CR66  0   0.435  27.0207  118.0797   0.9696
 E2U  C12  C   CR16  0  -0.315  25.5657  121.4365   0.9222
 E2U  N23  N   NT    0  -0.414  26.8599  118.9499   7.9289
 E2U  CL1  CL  CL    0  -0.126  24.7854  123.9849   0.5625
 E2U  C18  C   CH2   0  -0.283  26.7304  120.3431   7.5519
 E2U  C14  C   CR16  0  -0.237  25.8587  122.3530  -1.2980
 E2U  N6   N   N     0  -0.415  28.6463  115.9901   0.0177
 E2U  C19  C   CH2   0  -0.413  27.1065  120.5383   6.0907
 E2U  C25  C   CH2   0  -0.304  25.4674  119.0598  10.0487
 E2U  N26  N   NH2   0  -0.800  25.5709  118.7459  11.4672
 E2U  O9   O   O     0  -0.496  26.9842  118.9013  -1.2907
 E2U  H1   H   HCR6  0   0.283  27.2458  117.0505   2.8651
 E2U  H2   H   HCR6  0   0.266  28.6264  115.2719   1.9421
 E2U  H3   H   HCR6  0   0.276  28.5163  116.9088  -1.8349
 E2U  H4   H   HCR6  0   0.284  26.7233  121.0011  -2.7273
 E2U  H5   H   HCH2  0   0.234  27.6948  119.3513   3.5918
 E2U  H6   H   HCH2  0   0.244  26.8288  120.8639   3.4801
 E2U  H7   H   HCH1  0   0.216  25.2196  119.9805   5.2576
 E2U  H8   H   HCH2  0   0.230  25.6840  117.5564   5.0891
 E2U  H9   H   HCH2  0   0.214  27.3717  117.8376   5.5018
 E2U  H10  H   HCH2  0   0.187  24.9305  118.3393   7.2598
 E2U  H11  H   HCH2  0   0.230  26.1277  117.0630   7.4676
 E2U  H12  H   HCH2  0   0.221  27.0025  117.6511   9.5273
 E2U  H13  H   HCH2  0   0.224  27.5876  119.2751   9.8418
 E2U  H14  H   HCH2  0   0.278  24.7800  119.7309   2.7314
 E2U  H15  H   HCH2  0   0.277  25.4512  118.1644   3.0290
 E2U  H16  H   HCR6  0   0.294  25.2445  121.5911   1.9415
 E2U  H18  H   HCH2  0   0.230  27.3905  120.9401   8.1868
 E2U  H19  H   HCH2  0   0.187  25.7076  120.7266   7.7118
 E2U  H20  H   HCR6  0   0.283  25.7708  123.1714  -1.9979
 E2U  H21  H   HCH2  0   0.213  28.1665  120.2951   5.9585
 E2U  H22  H   HCH2  0   0.228  26.9822  121.5903   5.8203
 E2U  H23  H   HCH2  0   0.218  25.2742  120.1309   9.9499
 E2U  H24  H   HCH2  0   0.198  24.6352  118.5478   9.5463
 E2U  H26  H   HNH2  0   0.347  24.7362  119.0598  11.9450
 E2U  H27  H   HNH2  0   0.338  25.5879  117.7402  11.5859
 E2U  C1   C   CH2   0  -0.368  25.7202  119.1785   2.7322
 E2U  C24  C   CH2   0  -0.302  26.7853  118.7115   9.3547

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
 E2U  C15  C14  aromatic  1.391  0.020  1.391
 E2U  C15  C10  aromatic  1.377  0.020  1.377
 E2U  O9   C10  single    1.364  0.020  1.364
 E2U  O9   C8   single    1.363  0.020  1.363
 E2U  C7   N6   aromatic  1.333  0.020  1.333
 E2U  C7   C8   aromatic  1.377  0.020  1.377
 E2U  C14  C13  aromatic  1.379  0.020  1.379
 E2U  C10  C11  aromatic  1.401  0.020  1.401
 E2U  N6   C5   aromatic  1.322  0.020  1.322
 E2U  C8   C3   aromatic  1.400  0.020  1.400
 E2U  C13  C12  aromatic  1.390  0.020  1.390
 E2U  C13  CL1  single    1.733  0.020  1.733
 E2U  C11  C12  aromatic  1.390  0.020  1.390
 E2U  C11  N2   single    1.393  0.020  1.393
 E2U  C3   N2   single    1.377  0.020  1.377
 E2U  C3   C4   aromatic  1.392  0.020  1.392
 E2U  C5   C4   aromatic  1.389  0.020  1.389
 E2U  N2   C1   single    1.452  0.020  1.452
 E2U  C1   C17  single    1.527  0.020  1.527
 E2U  C17  C20  single    1.526  0.020  1.526
 E2U  C20  C21  single    1.529  0.020  1.529
 E2U  C20  C19  single    1.527  0.020  1.527
 E2U  C21  C22  single    1.521  0.020  1.521
 E2U  C19  C18  single    1.521  0.020  1.521
 E2U  C22  N23  single    1.449  0.020  1.449
 E2U  C18  N23  single    1.449  0.020  1.449
 E2U  N23  C24  single    1.448  0.020  1.448
 E2U  C25  C24  single    1.530  0.020  1.530
 E2U  C25  N26  single    1.457  0.020  1.457
 E2U  C4   H1   single    0.930  0.020  1.080
 E2U  C5   H2   single    0.930  0.020  1.080
 E2U  C7   H3   single    0.930  0.020  1.080
 E2U  C15  H4   single    0.930  0.020  1.080
 E2U  C17  H5   single    0.970  0.020  1.090
 E2U  C17  H6   single    0.970  0.020  1.090
 E2U  C20  H7   single    0.970  0.020  1.090
 E2U  C21  H8   single    0.970  0.020  1.090
 E2U  C21  H9   single    0.970  0.020  1.090
 E2U  C22  H10  single    0.970  0.020  1.090
 E2U  C22  H11  single    0.970  0.020  1.090
 E2U  C24  H12  single    0.970  0.020  1.090
 E2U  C24  H13  single    0.970  0.020  1.090
 E2U  C1   H14  single    0.970  0.020  1.090
 E2U  C1   H15  single    0.970  0.020  1.090
 E2U  C12  H16  single    0.930  0.020  1.080
 E2U  C18  H18  single    0.970  0.020  1.090
 E2U  C18  H19  single    0.970  0.020  1.090
 E2U  C14  H20  single    0.930  0.020  1.080
 E2U  C19  H21  single    0.970  0.020  1.090
 E2U  C19  H22  single    0.970  0.020  1.090
 E2U  C25  H23  single    0.970  0.020  1.090
 E2U  C25  H24  single    0.970  0.020  1.090
 E2U  N26  H26  single    0.890  0.020  1.040
 E2U  N26  H27  single    0.890  0.020  1.040

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
 E2U  H1   C4   C3   122.06  3.000
 E2U  H1   C4   C5   118.73  3.000
 E2U  C3   C4   C5   119.20  3.000
 E2U  H2   C5   N6   116.86  3.000
 E2U  H2   C5   C4   118.98  3.000
 E2U  N6   C5   C4   124.16  3.000
 E2U  H3   C7   N6   117.57  3.000
 E2U  H3   C7   C8   119.26  3.000
 E2U  N6   C7   C8   123.17  3.000
 E2U  O9   C8   C3   121.08  3.000
 E2U  C3   C8   C7   120.29  3.000
 E2U  O9   C8   C7   118.60  3.000
 E2U  O9   C10  C11  120.89  3.000
 E2U  C11  C10  C15  121.29  3.000
 E2U  O9   C10  C15  117.80  3.000
 E2U  C14  C13  CL1  119.73  3.000
 E2U  CL1  C13  C12  118.45  3.000
 E2U  C14  C13  C12  121.82  3.000
 E2U  H4   C15  C14  120.12  3.000
 E2U  H4   C15  C10  119.33  3.000
 E2U  C14  C15  C10  120.54  3.000
 E2U  H6   C17  H5   105.85  3.000
 E2U  H6   C17  C1   109.24  3.000
 E2U  H5   C17  C1   109.88  3.000
 E2U  H6   C17  C20  109.50  3.000
 E2U  H5   C17  C20  109.22  3.000
 E2U  C1   C17  C20  112.90  3.000
 E2U  H7   C20  C19  107.77  3.000
 E2U  H7   C20  C21  108.04  3.000
 E2U  C19  C20  C21  108.97  3.000
 E2U  H7   C20  C17  108.63  3.000
 E2U  C19  C20  C17  111.00  3.000
 E2U  C21  C20  C17  112.29  3.000
 E2U  H9   C21  H8   107.06  3.000
 E2U  H9   C21  C22  109.23  3.000
 E2U  H8   C21  C22  108.67  3.000
 E2U  H9   C21  C20  109.05  3.000
 E2U  H8   C21  C20  111.31  3.000
 E2U  C22  C21  C20  111.40  3.000
 E2U  H11  C22  H10  106.65  3.000
 E2U  H11  C22  N23  108.65  3.000
 E2U  H10  C22  N23  112.49  3.000
 E2U  H11  C22  C21  109.76  3.000
 E2U  H10  C22  C21  108.61  3.000
 E2U  N23  C22  C21  110.59  3.000
 E2U  C3   N2   C11  117.97  3.000
 E2U  C3   N2   C1   120.06  3.000
 E2U  C11  N2   C1   120.98  3.000
 E2U  C12  C11  N2   122.93  3.000
 E2U  N2   C11  C10  118.98  3.000
 E2U  C12  C11  C10  118.09  3.000
 E2U  N2   C3   C8   119.28  3.000
 E2U  N2   C3   C4   124.58  3.000
 E2U  C8   C3   C4   116.14  3.000
 E2U  H16  C12  C11  120.99  3.000
 E2U  H16  C12  C13  119.03  3.000
 E2U  C11  C12  C13  119.98  3.000
 E2U  C18  N23  C24  114.20  3.000
 E2U  C24  N23  C22  114.38  3.000
 E2U  C18  N23  C22  111.75  3.000
 E2U  H19  C18  H18  106.59  3.000
 E2U  H19  C18  C19  108.88  3.000
 E2U  H18  C18  C19  109.78  3.000
 E2U  H19  C18  N23  112.28  3.000
 E2U  H18  C18  N23  108.66  3.000
 E2U  C19  C18  N23  110.55  3.000
 E2U  H20  C14  C15  120.33  3.000
 E2U  H20  C14  C13  121.40  3.000
 E2U  C15  C14  C13  118.27  3.000
 E2U  C7   N6   C5   117.03  3.000
 E2U  H22  C19  H21  107.09  3.000
 E2U  H22  C19  C18  109.44  3.000
 E2U  H21  C19  C18  109.06  3.000
 E2U  H22  C19  C20  110.21  3.000
 E2U  H21  C19  C20  109.36  3.000
 E2U  C18  C19  C20  111.57  3.000
 E2U  H24  C25  H23  106.35  3.000
 E2U  H24  C25  N26  113.50  3.000
 E2U  H23  C25  N26  108.16  3.000
 E2U  H24  C25  C24  109.82  3.000
 E2U  H23  C25  C24  109.54  3.000
 E2U  N26  C25  C24  109.36  3.000
 E2U  H27  N26  H26  105.47  3.000
 E2U  H27  N26  C25  109.22  3.000
 E2U  H26  N26  C25  109.53  3.000
 E2U  C10  O9   C8   117.25  3.000
 E2U  H15  C1   H14  104.99  3.000
 E2U  H15  C1   N2   107.63  3.000
 E2U  H14  C1   N2   108.17  3.000
 E2U  H15  C1   C17  111.35  3.000
 E2U  H14  C1   C17  110.45  3.000
 E2U  N2   C1   C17  113.80  3.000
 E2U  H13  C24  H12  106.43  3.000
 E2U  H13  C24  C25  108.20  3.000
 E2U  H12  C24  C25  108.64  3.000
 E2U  H13  C24  N23  108.40  3.000
 E2U  H12  C24  N23  107.71  3.000
 E2U  C25  C24  N23  116.99  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
 E2U  CONST_01  C7   C8   C3   C4      0.00   0.0  0
 E2U  CONST_02  C7   N6   C5   C4      0.00   0.0  0
 E2U  CONST_03  C8   C7   N6   C5      0.00   0.0  0
 E2U  CONST_04  C8   C3   C4   C5      0.00   0.0  0
 E2U  CONST_05  C13  C14  C15  C10     0.00   0.0  0
 E2U  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 E2U  CONST_07  C12  C13  C14  C15     0.00   0.0  0
 E2U  CONST_08  C12  C11  C10  C15     0.00   0.0  0
 E2U  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 E2U  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 E2U  CONST_11  N6   C7   C8   C3      0.00   0.0  0
 E2U  CONST_12  N6   C5   C4   C3      0.00   0.0  0
 E2U  CONST_13  CL1  C13  C14  C15   180.00   0.0  0
 E2U  CONST_14  CL1  C13  C12  C11   180.00   0.0  0
 E2U  CONST_15  H3   C7   N6   C5    180.00   0.0  0
 E2U  CONST_16  H2   C5   N6   C7    180.00   0.0  0
 E2U  CONST_17  H1   C4   C3   C8    180.00   0.0  0
 E2U  CONST_18  H20  C14  C15  C10   180.00   0.0  0
 E2U  CONST_19  H16  C12  C11  C10   180.00   0.0  0
 E2U  CONST_20  H4   C15  C14  C13   180.00   0.0  0
 E2U  Var_01    C11  N2   C3   C4    165.10  30.0  1
 E2U  Var_02    C15  C10  O9   C8    163.00  30.0  1
 E2U  Var_03    C3   C8   O9   C10    18.71  30.0  1
 E2U  Var_04    C3   N2   C11  C10    15.52  30.0  1
 E2U  Var_05    N23  C22  C21  C20   -56.78  30.0  1
 E2U  Var_06    N23  C18  C19  C20    56.57  30.0  1
 E2U  Var_07    C18  N23  C22  C21    60.19  30.0  1
 E2U  Var_08    C19  C18  N23  C22   -60.01  30.0  1
 E2U  Var_09    N2   C1   C17  C20  -170.88  30.0  2
 E2U  Var_10    C25  C24  N23  C22   -67.12  30.0  3
 E2U  Var_11    N26  C25  C24  N23   179.53  30.0  1
 E2U  Var_12    H26  N26  C25  C24   174.40  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
 E2U  chir_01  C20  C17  C21  C19  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
 E2U  plan-1  C4   0.020
 E2U  plan-1  C5   0.020
 E2U  plan-1  C7   0.020
 E2U  plan-1  C8   0.020
 E2U  plan-1  N2   0.020
 E2U  plan-1  C3   0.020
 E2U  plan-1  N6   0.020
 E2U  plan-1  O9   0.020
 E2U  plan-1  H1   0.020
 E2U  plan-1  H2   0.020
 E2U  plan-1  H3   0.020
 E2U  plan-2  C10  0.020
 E2U  plan-2  C13  0.020
 E2U  plan-2  C15  0.020
 E2U  plan-2  N2   0.020
 E2U  plan-2  C11  0.020
 E2U  plan-2  C12  0.020
 E2U  plan-2  CL1  0.020
 E2U  plan-2  C14  0.020
 E2U  plan-2  O9   0.020
 E2U  plan-2  H4   0.020
 E2U  plan-2  H16  0.020
 E2U  plan-2  H20  0.020

