# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:47:02 2021
#   Inital geometry file: a 124 line input string
#   Ligand name: 5-[4-[(2~{S},5~{S})-5-[(4-chlorophenyl)methyl]-2-methyl-morpholin-4-yl]piperidin-1-yl]-1~{H}-1,2,4-triazol-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CN(C2CCN(CC2)c3[nH]nc(N)n3)[C@H](CO1)Cc4ccc(Cl)cc4
#
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
 QGB  QGB  5-[4-[(2~{S},5~{S})-5-[(4-chlorophenyl)methyl]-2-methyl-morpholin-4-yl]piperidin-1-yl]-1~{H}-1,2,4-triazol-3-amine  ligand  54  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QGB
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
 QGB  C25  C   CR16  0  -0.197   6.7699  -12.2320   -7.3106
 QGB  C14  C   CR5   0   0.764  12.2925   -3.7856   -9.0308
 QGB  C20  C   CH2   0  -0.552   7.6032   -8.5242   -7.1327
 QGB  C21  C   CR6   0   0.150   7.6908   -9.9912   -7.4365
 QGB  C22  C   CR16  0  -0.318   8.7528  -10.5017   -8.1816
 QGB  C23  C   CR16  0  -0.193   8.8359  -11.8499   -8.4941
 QGB  C10  C   CH2   0  -0.288  11.0807   -5.8161   -8.6391
 QGB  C12  C   CH2   0  -0.313  10.0905   -3.6566   -8.0428
 QGB  C01  C   CH3   0  -0.689   3.9187   -5.7426   -6.5608
 QGB  C02  C   CH1   0   0.040   4.9207   -6.1534   -7.6183
 QGB  C04  C   CH2   0  -0.168   5.7415   -7.9937   -8.7753
 QGB  C05  C   CH1   0  -0.138   7.1776   -7.6956   -8.3673
 QGB  C07  C   CH2   0  -0.299   6.3393   -5.7582   -7.2326
 QGB  C08  C   CH1   0  -0.035   8.6541   -5.7418   -7.9704
 QGB  C09  C   CH2   0  -0.494   9.6986   -6.4041   -8.8659
 QGB  C13  C   CH2   0  -0.456   8.7047   -4.2401   -8.2554
 QGB  C17  C   CR5   0   0.472  14.2809   -3.3930   -9.5707
 QGB  C24  C   CR6   0  -0.059   7.8382  -12.7061   -8.0539
 QGB  C26  C   CR16  0  -0.318   6.7059  -10.8785   -7.0103
 QGB  N06  N   NT    0  -0.445   7.3055   -6.2530   -8.2010
 QGB  N11  N   NT    0  -0.514  11.0863   -4.3734   -8.8194
 QGB  N15  N   NR15  0  -0.542  12.5548   -2.4855   -8.8553
 QGB  N16  N   N     0  -0.342  13.8424   -2.2106   -9.2162
 QGB  N18  N   N     0  -0.564  13.3778   -4.3978   -9.4759
 QGB  N19  N   NH2   0  -0.849  15.5777   -3.6325   -9.9517
 QGB  O03  O   O2    0  -0.486   4.8206   -7.5521   -7.8079
 QGB  CL1  CL  CL    0  -0.136   7.9315  -14.3960   -8.4379
 QGB  H1   H   HCR6  0   0.277   5.9956  -12.9043   -6.9664
 QGB  H2   H   HCH2  0   0.260   8.5762   -8.1718   -6.7791
 QGB  H3   H   HCH2  0   0.256   6.9004   -8.3651   -6.3132
 QGB  H4   H   HCR6  0   0.263   9.5399   -9.8405   -8.5260
 QGB  H5   H   HCR6  0   0.277   9.6711  -12.2263   -9.0690
 QGB  H6   H   HCH2  0   0.223  11.4271   -6.0746   -7.6289
 QGB  H7   H   HCH2  0   0.266  11.7831   -6.2597   -9.3411
 QGB  H8   H   HCH2  0   0.234  10.3446   -3.6722   -6.9740
 QGB  H9   H   HCH2  0   0.252  10.0612   -2.6120   -8.3549
 QGB  H10  H   HCH3  0   0.232   3.9317   -4.6604   -6.4316
 QGB  H11  H   HCH3  0   0.241   2.9065   -6.0315   -6.8444
 QGB  H12  H   HCH3  0   0.226   4.1502   -6.1999   -5.5972
 QGB  H13  H   HCH1  0   0.200   4.6787   -5.6481   -8.5670
 QGB  H14  H   HCH2  0   0.214   5.5422   -7.5125   -9.7435
 QGB  H15  H   HCH2  0   0.237   5.5931   -9.0673   -8.9022
 QGB  H16  H   HCH1  0   0.258   7.7941   -8.0036   -9.2169
 QGB  H17  H   HCH2  0   0.202   6.5563   -6.1052   -6.2083
 QGB  H18  H   HCH2  0   0.248   6.3735   -4.6693   -7.2007
 QGB  H19  H   HCH1  0   0.194   8.9675   -5.8999   -6.9210
 QGB  H20  H   HCH2  0   0.237   9.4083   -6.2937   -9.9151
 QGB  H21  H   HCH2  0   0.255   9.7844   -7.4731   -8.6647
 QGB  H22  H   HCH2  0   0.232   8.3848   -4.0698   -9.2875
 QGB  H23  H   HCH2  0   0.253   8.0243   -3.6833   -7.6106
 QGB  H24  H   HCR6  0   0.259   5.8669  -10.5099   -6.4321
 QGB  H26  H   HNR5  0   0.417  11.9575   -1.7455   -8.5289
 QGB  H27  H   HNH2  0   0.380  15.6773   -4.4024  -10.5944
 QGB  H28  H   HNH2  0   0.378  16.0712   -2.8151  -10.2746

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
 QGB  N19  C17  single    1.373  0.020  1.373
 QGB  N18  C17  aromatic  1.354  0.020  1.354
 QGB  N18  C14  aromatic  1.323  0.020  1.323
 QGB  C09  C10  single    1.519  0.020  1.519
 QGB  C09  C08  single    1.527  0.020  1.527
 QGB  C17  N16  aromatic  1.310  0.020  1.310
 QGB  C10  N11  single    1.454  0.020  1.454
 QGB  N11  C14  single    1.358  0.020  1.358
 QGB  N11  C12  single    1.452  0.020  1.452
 QGB  C04  C05  single    1.522  0.020  1.522
 QGB  C04  O03  single    1.407  0.020  1.407
 QGB  C14  N15  aromatic  1.338  0.020  1.338
 QGB  C05  N06  single    1.458  0.020  1.458
 QGB  C05  C20  single    1.547  0.020  1.547
 QGB  N06  C08  single    1.461  0.020  1.461
 QGB  N06  C07  single    1.455  0.020  1.455
 QGB  C23  C22  aromatic  1.386  0.020  1.386
 QGB  C23  C24  aromatic  1.386  0.020  1.386
 QGB  C22  C21  aromatic  1.394  0.020  1.394
 QGB  C08  C13  single    1.529  0.020  1.529
 QGB  C13  C12  single    1.519  0.020  1.519
 QGB  N16  N15  aromatic  1.365  0.020  1.365
 QGB  O03  C02  single    1.415  0.020  1.415
 QGB  C02  C07  single    1.522  0.020  1.522
 QGB  C02  C01  single    1.514  0.020  1.514
 QGB  CL1  C24  single    1.736  0.020  1.736
 QGB  C24  C25  aromatic  1.385  0.020  1.385
 QGB  C21  C20  single    1.501  0.020  1.501
 QGB  C21  C26  aromatic  1.392  0.020  1.392
 QGB  C25  C26  aromatic  1.388  0.020  1.388
 QGB  C25  H1   single    0.930  0.020  1.080
 QGB  C20  H2   single    0.970  0.020  1.090
 QGB  C20  H3   single    0.970  0.020  1.090
 QGB  C22  H4   single    0.930  0.020  1.080
 QGB  C23  H5   single    0.930  0.020  1.080
 QGB  C10  H6   single    0.970  0.020  1.090
 QGB  C10  H7   single    0.970  0.020  1.090
 QGB  C12  H8   single    0.970  0.020  1.090
 QGB  C12  H9   single    0.970  0.020  1.090
 QGB  C01  H10  single    0.970  0.020  1.090
 QGB  C01  H11  single    0.970  0.020  1.090
 QGB  C01  H12  single    0.970  0.020  1.090
 QGB  C02  H13  single    0.970  0.020  1.090
 QGB  C04  H14  single    0.970  0.020  1.090
 QGB  C04  H15  single    0.970  0.020  1.090
 QGB  C05  H16  single    0.970  0.020  1.090
 QGB  C07  H17  single    0.970  0.020  1.090
 QGB  C07  H18  single    0.970  0.020  1.090
 QGB  C08  H19  single    0.970  0.020  1.090
 QGB  C09  H20  single    0.970  0.020  1.090
 QGB  C09  H21  single    0.970  0.020  1.090
 QGB  C13  H22  single    0.970  0.020  1.090
 QGB  C13  H23  single    0.970  0.020  1.090
 QGB  C26  H24  single    0.930  0.020  1.080
 QGB  N15  H26  single    0.860  0.020  1.020
 QGB  N19  H27  single    0.890  0.020  1.040
 QGB  N19  H28  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
 QGB  H1   C25  C26  120.28  3.000
 QGB  H1   C25  C24  120.67  3.000
 QGB  C26  C25  C24  119.05  3.000
 QGB  N18  C14  N15  109.45  3.000
 QGB  N15  C14  N11  125.04  3.000
 QGB  N18  C14  N11  125.49  3.000
 QGB  H3   C20  H2   106.45  3.000
 QGB  H3   C20  C05  110.13  3.000
 QGB  H2   C20  C05  109.29  3.000
 QGB  H3   C20  C21  109.40  3.000
 QGB  H2   C20  C21  109.18  3.000
 QGB  C05  C20  C21  112.22  3.000
 QGB  C26  C21  C22  117.98  3.000
 QGB  C26  C21  C20  121.31  3.000
 QGB  C22  C21  C20  120.70  3.000
 QGB  H4   C22  C23  118.55  3.000
 QGB  H4   C22  C21  119.97  3.000
 QGB  C23  C22  C21  121.48  3.000
 QGB  H5   C23  C24  120.63  3.000
 QGB  H5   C23  C22  120.30  3.000
 QGB  C24  C23  C22  119.07  3.000
 QGB  H7   C10  H6   107.09  3.000
 QGB  H7   C10  N11  108.79  3.000
 QGB  H6   C10  N11  110.26  3.000
 QGB  H7   C10  C09  109.48  3.000
 QGB  H6   C10  C09  109.45  3.000
 QGB  N11  C10  C09  111.66  3.000
 QGB  H9   C12  H8   107.35  3.000
 QGB  H9   C12  N11  109.77  3.000
 QGB  H8   C12  N11  110.78  3.000
 QGB  H9   C12  C13  107.66  3.000
 QGB  H8   C12  C13  109.99  3.000
 QGB  N11  C12  C13  111.18  3.000
 QGB  H12  C01  H11  108.39  3.000
 QGB  H12  C01  H10  107.99  3.000
 QGB  H11  C01  H10  107.76  3.000
 QGB  H12  C01  C02  111.27  3.000
 QGB  H11  C01  C02  111.16  3.000
 QGB  H10  C01  C02  110.15  3.000
 QGB  H13  C02  O03  108.81  3.000
 QGB  H13  C02  C07  107.69  3.000
 QGB  O03  C02  C07  110.89  3.000
 QGB  H13  C02  C01  109.37  3.000
 QGB  C07  C02  C01  111.68  3.000
 QGB  O03  C02  C01  108.36  3.000
 QGB  H15  C04  H14  107.67  3.000
 QGB  H15  C04  O03  107.44  3.000
 QGB  H14  C04  O03  110.46  3.000
 QGB  H15  C04  C05  110.62  3.000
 QGB  H14  C04  C05  108.74  3.000
 QGB  O03  C04  C05  111.82  3.000
 QGB  H16  C05  N06  108.53  3.000
 QGB  H16  C05  C04  105.57  3.000
 QGB  N06  C05  C04  107.88  3.000
 QGB  H16  C05  C20  108.30  3.000
 QGB  N06  C05  C20  114.51  3.000
 QGB  C04  C05  C20  111.63  3.000
 QGB  H18  C07  H17  106.31  3.000
 QGB  H18  C07  N06  109.78  3.000
 QGB  H17  C07  N06  112.37  3.000
 QGB  H18  C07  C02  107.22  3.000
 QGB  H17  C07  C02  109.70  3.000
 QGB  N06  C07  C02  111.22  3.000
 QGB  H19  C08  N06  111.17  3.000
 QGB  H19  C08  C13  107.91  3.000
 QGB  N06  C08  C13  110.16  3.000
 QGB  H19  C08  C09  107.49  3.000
 QGB  C13  C08  C09  107.10  3.000
 QGB  N06  C08  C09  112.79  3.000
 QGB  H21  C09  H20  107.25  3.000
 QGB  H21  C09  C08  111.76  3.000
 QGB  H20  C09  C08  109.70  3.000
 QGB  H21  C09  C10  106.27  3.000
 QGB  H20  C09  C10  110.21  3.000
 QGB  C08  C09  C10  111.53  3.000
 QGB  H23  C13  H22  107.22  3.000
 QGB  H23  C13  C08  111.75  3.000
 QGB  H22  C13  C08  108.60  3.000
 QGB  H23  C13  C12  106.89  3.000
 QGB  H22  C13  C12  109.83  3.000
 QGB  C08  C13  C12  112.41  3.000
 QGB  N19  C17  N18  121.33  3.000
 QGB  N18  C17  N16  115.31  3.000
 QGB  N19  C17  N16  123.29  3.000
 QGB  CL1  C24  C23  119.50  3.000
 QGB  CL1  C24  C25  119.57  3.000
 QGB  C23  C24  C25  120.93  3.000
 QGB  H24  C26  C21  119.62  3.000
 QGB  H24  C26  C25  118.88  3.000
 QGB  C21  C26  C25  121.50  3.000
 QGB  C08  N06  C07  112.90  3.000
 QGB  C07  N06  C05  110.75  3.000
 QGB  C08  N06  C05  116.44  3.000
 QGB  C12  N11  C10  114.89  3.000
 QGB  C12  N11  C14  118.60  3.000
 QGB  C10  N11  C14  116.88  3.000
 QGB  H26  N15  N16  119.86  3.000
 QGB  H26  N15  C14  129.89  3.000
 QGB  N16  N15  C14  110.24  3.000
 QGB  N15  N16  C17  101.86  3.000
 QGB  C17  N18  C14  103.13  3.000
 QGB  H28  N19  H27  111.52  3.000
 QGB  H28  N19  C17  114.20  3.000
 QGB  H27  N19  C17  113.81  3.000
 QGB  C04  O03  C02  110.86  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
 QGB  CONST_01  C22  C23  C24  C25     0.00   0.0  0
 QGB  CONST_02  C22  C21  C26  C25     0.00   0.0  0
 QGB  CONST_03  N16  C17  N18  C14     0.00   0.0  0
 QGB  CONST_04  C17  N16  N15  C14     0.00   0.0  0
 QGB  CONST_05  C24  C23  C22  C21     0.00   0.0  0
 QGB  CONST_06  C24  C25  C26  C21     0.00   0.0  0
 QGB  CONST_07  C26  C21  C22  C23     0.00   0.0  0
 QGB  CONST_08  C26  C25  C24  C23     0.00   0.0  0
 QGB  CONST_09  N15  C14  N18  C17     0.00   0.0  0
 QGB  CONST_10  N18  C17  N16  N15     0.00   0.0  0
 QGB  CONST_11  N18  C14  N15  N16     0.00   0.0  0
 QGB  CONST_12  N11  C14  N18  C17   180.00   0.0  0
 QGB  CONST_13  N16  N15  C14  N11   180.00   0.0  0
 QGB  CONST_14  C20  C21  C26  C25   180.00   0.0  0
 QGB  CONST_15  N19  C17  N18  C14   180.00   0.0  0
 QGB  CONST_16  C23  C22  C21  C20   180.00   0.0  0
 QGB  CONST_17  CL1  C24  C23  C22   180.00   0.0  0
 QGB  CONST_18  CL1  C24  C25  C26   180.00   0.0  0
 QGB  CONST_19  N19  C17  N16  N15   180.00   0.0  0
 QGB  CONST_20  H5   C23  C24  C25   180.00   0.0  0
 QGB  CONST_21  H1   C25  C26  C21   180.00   0.0  0
 QGB  CONST_22  H24  C26  C21  C22   180.00   0.0  0
 QGB  CONST_23  H26  N15  N16  C17   180.00   0.0  0
 QGB  CONST_24  H4   C22  C23  C24   180.00   0.0  0
 QGB  Var_01    C09  C10  N11  C14  -161.33  30.0  1
 QGB  Var_02    C13  C12  N11  C14   162.75  30.0  1
 QGB  Var_03    N18  C14  N11  C10    21.30  30.0  2
 QGB  Var_04    C05  C04  O03  C02    60.39  30.0  1
 QGB  Var_05    C05  N06  C07  C02   -55.34  30.0  1
 QGB  Var_06    N11  C10  C09  C08   -55.43  30.0  1
 QGB  Var_07    N11  C12  C13  C08    54.54  30.0  1
 QGB  Var_08    C05  C20  C21  C22    74.41  30.0  2

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
 QGB  chir_01  C02  O03  C07  C01  positiv
 QGB  chir_02  C05  N06  C20  C04  negativ
 QGB  chir_03  C08  N06  C09  C13  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
 QGB  plan-1  C14  0.020
 QGB  plan-1  C17  0.020
 QGB  plan-1  N11  0.020
 QGB  plan-1  N15  0.020
 QGB  plan-1  N16  0.020
 QGB  plan-1  N18  0.020
 QGB  plan-1  N19  0.020
 QGB  plan-1  H26  0.020
 QGB  plan-2  C25  0.020
 QGB  plan-2  C20  0.020
 QGB  plan-2  C21  0.020
 QGB  plan-2  C22  0.020
 QGB  plan-2  C23  0.020
 QGB  plan-2  C24  0.020
 QGB  plan-2  C26  0.020
 QGB  plan-2  CL1  0.020
 QGB  plan-2  H1   0.020
 QGB  plan-2  H4   0.020
 QGB  plan-2  H5   0.020
 QGB  plan-2  H24  0.020
 QGB  plan-3  C17  0.020
 QGB  plan-3  N19  0.020
 QGB  plan-3  H27  0.020
 QGB  plan-3  H28  0.020

