# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 12:10:33 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: ~{N}-ethyl-3-(1-methyl-1,2,3-triazol-4-yl)-4-[(1~{S})-1-phenylethoxy]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1ccc(O[C@@H](C)c2ccccc2)c(c1)c3cn(C)nn3
#
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
 UL8  UL8  ~{N}-ethyl-3-(1-methyl-1,2,3-triazol-4-yl)-4-[(1~{S})-1-phenylethoxy]benzamide  ligand  48  26  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_UL8
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
 UL8  C10  C  C     0   0.517  46.3892  17.1373  10.2489
 UL8  C13  C  CR16  0  -0.270  44.3620  18.5246  10.6107
 UL8  C15  C  CR16  0  -0.345  43.0574  18.8872  10.3321
 UL8  C17  C  CR6   0   0.348  42.3433  18.2316   9.3308
 UL8  C21  C  CH3   0  -0.667  39.0126  19.6567   9.0262
 UL8  C26  C  CR16  0  -0.299  39.9538  19.5364  12.2878
 UL8  C28  C  CR16  0  -0.239  39.6428  18.9725  13.5181
 UL8  C01  C  CH3   0  -0.674  48.4900  14.4156   9.0645
 UL8  C05  C  CH2   0  -0.274  48.0927  15.3502  10.1938
 UL8  N08  N  NH1   0  -0.642  46.7559  15.8696   9.9948
 UL8  O11  O  O     0  -0.487  47.1484  17.9751  10.7201
 UL8  C12  C  CR6   0  -0.030  44.9743  17.4846   9.9189
 UL8  O18  O  O2    0  -0.490  41.0877  18.5460   8.9804
 UL8  C19  C  CH1   0  -0.045  40.2896  19.3931   9.8034
 UL8  C25  C  CR6   0   0.074  40.0046  18.7520  11.1410
 UL8  C30  C  CR16  0  -0.263  39.3869  17.6114  13.6126
 UL8  C32  C  CR16  0  -0.238  39.4398  16.8216  12.4709
 UL8  C34  C  CR16  0  -0.287  39.7429  17.3880  11.2408
 UL8  C36  C  CR6   0  -0.033  42.9447  17.1880   8.6087
 UL8  C37  C  CR16  0  -0.337  44.2558  16.8387   8.9206
 UL8  C39  C  CR5   0   0.185  42.2474  16.4634   7.5459
 UL8  C40  C  CR15  0  -0.077  40.9582  16.5319   7.0607
 UL8  N42  N  NR5   0  -0.254  40.9184  15.6014   6.0946
 UL8  C43  C  CH3   0  -0.518  39.8010  15.2439   5.2493
 UL8  N47  N  N     0  -0.086  42.0829  14.9930   5.9725
 UL8  N48  N  N     0  -0.334  42.8864  15.4999   6.8366
 UL8  H1   H  HCR6  0   0.262  44.9009  19.0532  11.3854
 UL8  H2   H  HCR6  0   0.288  42.6116  19.6914  10.8998
 UL8  H3   H  HCH3  0   0.247  38.3685  20.3238   9.5977
 UL8  H4   H  HCH3  0   0.246  39.2302  20.1343   8.0706
 UL8  H5   H  HCH3  0   0.239  38.4648  18.7318   8.8420
 UL8  H6   H  HCR6  0   0.253  40.1647  20.5978  12.2201
 UL8  H7   H  HCR6  0   0.255  39.6093  19.5953  14.4027
 UL8  H8   H  HCH3  0   0.236  49.4858  14.0115   9.2446
 UL8  H9   H  HCH3  0   0.229  47.8016  13.5730   8.9830
 UL8  H10  H  HCH3  0   0.231  48.5031  14.9388   8.1084
 UL8  H11  H  HCH2  0   0.234  48.1535  14.8270  11.1526
 UL8  H12  H  HCH2  0   0.244  48.7806  16.1918  10.2477
 UL8  H13  H  HNH1  0   0.401  46.0446  15.1992   9.7506
 UL8  H14  H  HCH1  0   0.255  40.8032  20.3492   9.9590
 UL8  H15  H  HCR6  0   0.255  39.1500  17.1671  14.5707
 UL8  H16  H  HCR6  0   0.255  39.2435  15.7592  12.5379
 UL8  H17  H  HCR6  0   0.256  39.7775  16.7578  10.3600
 UL8  H18  H  HCR6  0   0.258  44.7133  16.0492   8.3384
 UL8  H19  H  HCR5  0   0.307  40.1021  17.1319   7.3079
 UL8  H20  H  HCH3  0   0.275  40.1274  14.4682   4.5639
 UL8  H21  H  HCH3  0   0.269  38.9773  14.8685   5.8521
 UL8  H22  H  HCH3  0   0.270  39.4682  16.1096   4.6818

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
 UL8  C43  N42  single    1.446  0.020  1.446
 UL8  N47  N42  aromatic  1.319  0.020  1.319
 UL8  N47  N48  aromatic  1.284  0.020  1.284
 UL8  N42  C40  aromatic  1.342  0.020  1.342
 UL8  N48  C39  aromatic  1.356  0.020  1.356
 UL8  C40  C39  aromatic  1.379  0.020  1.379
 UL8  C39  C36  single    1.463  0.020  1.463
 UL8  C36  C37  aromatic  1.392  0.020  1.392
 UL8  C36  C17  aromatic  1.404  0.020  1.404
 UL8  C37  C12  aromatic  1.389  0.020  1.389
 UL8  O18  C17  single    1.341  0.020  1.341
 UL8  O18  C19  single    1.425  0.020  1.425
 UL8  C21  C19  single    1.518  0.020  1.518
 UL8  C17  C15  aromatic  1.394  0.020  1.394
 UL8  C01  C05  single    1.519  0.020  1.519
 UL8  C12  C10  single    1.494  0.020  1.494
 UL8  C12  C13  aromatic  1.391  0.020  1.391
 UL8  C19  C25  single    1.510  0.020  1.510
 UL8  N08  C10  single    1.344  0.020  1.344
 UL8  N08  C05  single    1.448  0.020  1.448
 UL8  C10  O11  double    1.225  0.020  1.225
 UL8  C15  C13  aromatic  1.382  0.020  1.382
 UL8  C34  C25  aromatic  1.392  0.020  1.392
 UL8  C34  C32  aromatic  1.388  0.020  1.388
 UL8  C25  C26  aromatic  1.390  0.020  1.390
 UL8  C32  C30  aromatic  1.389  0.020  1.389
 UL8  C26  C28  aromatic  1.389  0.020  1.389
 UL8  C30  C28  aromatic  1.388  0.020  1.388
 UL8  C13  H1   single    0.930  0.020  1.080
 UL8  C15  H2   single    0.930  0.020  1.080
 UL8  C21  H3   single    0.970  0.020  1.090
 UL8  C21  H4   single    0.970  0.020  1.090
 UL8  C21  H5   single    0.970  0.020  1.090
 UL8  C26  H6   single    0.930  0.020  1.080
 UL8  C28  H7   single    0.930  0.020  1.080
 UL8  C01  H8   single    0.970  0.020  1.090
 UL8  C01  H9   single    0.970  0.020  1.090
 UL8  C01  H10  single    0.970  0.020  1.090
 UL8  C05  H11  single    0.970  0.020  1.090
 UL8  C05  H12  single    0.970  0.020  1.090
 UL8  N08  H13  single    0.860  0.020  1.020
 UL8  C19  H14  single    0.970  0.020  1.090
 UL8  C30  H15  single    0.930  0.020  1.080
 UL8  C32  H16  single    0.930  0.020  1.080
 UL8  C34  H17  single    0.930  0.020  1.080
 UL8  C37  H18  single    0.930  0.020  1.080
 UL8  C40  H19  single    0.930  0.020  1.080
 UL8  C43  H20  single    0.970  0.020  1.090
 UL8  C43  H21  single    0.970  0.020  1.090
 UL8  C43  H22  single    0.970  0.020  1.090

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
 UL8  C12  C10  O11  120.86  3.000
 UL8  O11  C10  N08  123.28  3.000
 UL8  C12  C10  N08  115.85  3.000
 UL8  H1   C13  C12  120.15  3.000
 UL8  H1   C13  C15  119.10  3.000
 UL8  C12  C13  C15  120.75  3.000
 UL8  H2   C15  C17  121.07  3.000
 UL8  H2   C15  C13  118.60  3.000
 UL8  C17  C15  C13  120.33  3.000
 UL8  C36  C17  O18  116.16  3.000
 UL8  O18  C17  C15  123.86  3.000
 UL8  C36  C17  C15  119.97  3.000
 UL8  H5   C21  H4   108.88  3.000
 UL8  H5   C21  H3   108.12  3.000
 UL8  H4   C21  H3   108.04  3.000
 UL8  H5   C21  C19  111.20  3.000
 UL8  H4   C21  C19  110.91  3.000
 UL8  H3   C21  C19  109.59  3.000
 UL8  H6   C26  C25  119.58  3.000
 UL8  H6   C26  C28  119.77  3.000
 UL8  C25  C26  C28  120.65  3.000
 UL8  H7   C28  C30  120.18  3.000
 UL8  H7   C28  C26  119.83  3.000
 UL8  C30  C28  C26  119.99  3.000
 UL8  H10  C01  H9   108.22  3.000
 UL8  H10  C01  H8   108.18  3.000
 UL8  H9   C01  H8   107.61  3.000
 UL8  H10  C01  C05  111.10  3.000
 UL8  H9   C01  C05  111.45  3.000
 UL8  H8   C01  C05  110.14  3.000
 UL8  H12  C05  H11  106.95  3.000
 UL8  H12  C05  N08  108.24  3.000
 UL8  H11  C05  N08  110.08  3.000
 UL8  H12  C05  C01  110.32  3.000
 UL8  H11  C05  C01  110.05  3.000
 UL8  N08  C05  C01  111.10  3.000
 UL8  H13  N08  C05  116.52  3.000
 UL8  H13  N08  C10  118.74  3.000
 UL8  C05  N08  C10  124.35  3.000
 UL8  C37  C12  C13  118.51  3.000
 UL8  C13  C12  C10  118.75  3.000
 UL8  C37  C12  C10  122.72  3.000
 UL8  C19  O18  C17  120.85  3.000
 UL8  H14  C19  C25  109.44  3.000
 UL8  H14  C19  O18  109.75  3.000
 UL8  C25  C19  O18  111.39  3.000
 UL8  H14  C19  C21  108.38  3.000
 UL8  C25  C19  C21  111.62  3.000
 UL8  O18  C19  C21  106.18  3.000
 UL8  C34  C25  C19  120.98  3.000
 UL8  C34  C25  C26  119.12  3.000
 UL8  C19  C25  C26  119.86  3.000
 UL8  H15  C30  C32  120.16  3.000
 UL8  H15  C30  C28  120.21  3.000
 UL8  C32  C30  C28  119.63  3.000
 UL8  H16  C32  C34  119.67  3.000
 UL8  H16  C32  C30  120.01  3.000
 UL8  C34  C32  C30  120.32  3.000
 UL8  H17  C34  C32  119.35  3.000
 UL8  H17  C34  C25  120.36  3.000
 UL8  C32  C34  C25  120.29  3.000
 UL8  C39  C36  C37  119.16  3.000
 UL8  C37  C36  C17  118.33  3.000
 UL8  C39  C36  C17  122.51  3.000
 UL8  H18  C37  C36  117.42  3.000
 UL8  H18  C37  C12  120.47  3.000
 UL8  C36  C37  C12  122.10  3.000
 UL8  N48  C39  C40  106.95  3.000
 UL8  C40  C39  C36  132.57  3.000
 UL8  N48  C39  C36  120.47  3.000
 UL8  H19  C40  N42  121.96  3.000
 UL8  H19  C40  C39  133.76  3.000
 UL8  N42  C40  C39  104.28  3.000
 UL8  N47  N42  C43  120.92  3.000
 UL8  N47  N42  C40  111.11  3.000
 UL8  C43  N42  C40  127.97  3.000
 UL8  H22  C43  H21  109.41  3.000
 UL8  H22  C43  H20  109.35  3.000
 UL8  H21  C43  H20  109.34  3.000
 UL8  H22  C43  N42  110.17  3.000
 UL8  H21  C43  N42  110.29  3.000
 UL8  H20  C43  N42  108.27  3.000
 UL8  N48  N47  N42  107.93  3.000
 UL8  N47  N48  C39  109.73  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
 UL8  CONST_01  C36  C37  C12  C13     0.00   0.0  0
 UL8  CONST_02  C36  C17  C15  C13     0.00   0.0  0
 UL8  CONST_03  C39  C36  C17  C15   180.00   0.0  0
 UL8  CONST_04  C37  C36  C17  C15     0.00   0.0  0
 UL8  CONST_05  C37  C12  C13  C15     0.00   0.0  0
 UL8  CONST_06  N48  C39  C36  C17   180.00   0.0  0
 UL8  CONST_07  C40  C39  C36  C17     0.00   0.0  0
 UL8  CONST_08  C12  C37  C36  C17     0.00   0.0  0
 UL8  CONST_09  C12  C13  C15  C17     0.00   0.0  0
 UL8  CONST_10  C32  C34  C25  C26     0.00   0.0  0
 UL8  CONST_11  C32  C30  C28  C26     0.00   0.0  0
 UL8  CONST_12  C34  C25  C26  C28     0.00   0.0  0
 UL8  CONST_13  C34  C32  C30  C28     0.00   0.0  0
 UL8  CONST_14  C39  C36  C37  C12   180.00   0.0  0
 UL8  CONST_15  C30  C32  C34  C25     0.00   0.0  0
 UL8  CONST_16  C30  C28  C26  C25     0.00   0.0  0
 UL8  CONST_17  N47  N48  C39  C36   180.00   0.0  0
 UL8  CONST_18  N42  C40  C39  C36   180.00   0.0  0
 UL8  CONST_19  N48  C39  C36  C37     0.00   0.0  0
 UL8  CONST_20  C40  C39  C36  C37   180.00   0.0  0
 UL8  CONST_21  N42  N47  N48  C39     0.00   0.0  0
 UL8  CONST_22  N47  N42  C40  C39     0.00   0.0  0
 UL8  CONST_23  N48  N47  N42  C40     0.00   0.0  0
 UL8  CONST_24  N47  N48  C39  C40     0.00   0.0  0
 UL8  CONST_25  N48  C39  C40  N42     0.00   0.0  0
 UL8  CONST_26  C36  C37  C12  C10   180.00   0.0  0
 UL8  CONST_27  C15  C13  C12  C10   180.00   0.0  0
 UL8  CONST_28  O18  C17  C15  C13   180.00   0.0  0
 UL8  CONST_29  C19  C25  C26  C28   180.00   0.0  0
 UL8  CONST_30  C39  C36  C17  O18     0.00   0.0  0
 UL8  CONST_31  C37  C36  C17  O18   180.00   0.0  0
 UL8  CONST_32  C32  C34  C25  C19   180.00   0.0  0
 UL8  CONST_33  C43  N42  C40  C39   180.00   0.0  0
 UL8  CONST_34  N48  N47  N42  C43   180.00   0.0  0
 UL8  CONST_35  H18  C37  C12  C13   180.00   0.0  0
 UL8  CONST_36  H1   C13  C15  C17   180.00   0.0  0
 UL8  CONST_37  H17  C34  C25  C26   180.00   0.0  0
 UL8  CONST_38  H15  C30  C28  C26   180.00   0.0  0
 UL8  CONST_39  H16  C32  C30  C28   180.00   0.0  0
 UL8  CONST_40  H2   C15  C13  C12   180.00   0.0  0
 UL8  CONST_41  H7   C28  C26  C25   180.00   0.0  0
 UL8  CONST_42  H6   C26  C28  C30   180.00   0.0  0
 UL8  CONST_43  H19  C40  C39  C36     0.00   0.0  0
 UL8  CONST_44  C12  C10  N08  C05   180.00   0.0  0
 UL8  CONST_45  H13  N08  C10  C12     0.00   0.0  0
 UL8  CONST_46  O11  C10  N08  C05     0.00   0.0  0
 UL8  Var_01    N08  C10  C12  C13   154.07  30.0  2
 UL8  Var_02    C36  C17  O18  C19   167.45  30.0  2
 UL8  Var_03    H20  C43  N42  C40   178.70  30.0  2
 UL8  Var_04    C01  C05  N08  C10  -139.91  30.0  3
 UL8  Var_05    H8   C01  C05  N08  -178.34  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
 UL8  chir_01  C19  O18  C21  C25  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
 UL8  plan-1  C36  0.020
 UL8  plan-1  C39  0.020
 UL8  plan-1  C40  0.020
 UL8  plan-1  N42  0.020
 UL8  plan-1  C43  0.020
 UL8  plan-1  N47  0.020
 UL8  plan-1  N48  0.020
 UL8  plan-1  H19  0.020
 UL8  plan-2  C26  0.020
 UL8  plan-2  C28  0.020
 UL8  plan-2  C19  0.020
 UL8  plan-2  C25  0.020
 UL8  plan-2  C30  0.020
 UL8  plan-2  C32  0.020
 UL8  plan-2  C34  0.020
 UL8  plan-2  H6   0.020
 UL8  plan-2  H7   0.020
 UL8  plan-2  H15  0.020
 UL8  plan-2  H16  0.020
 UL8  plan-2  H17  0.020
 UL8  plan-3  C10  0.020
 UL8  plan-3  C13  0.020
 UL8  plan-3  C15  0.020
 UL8  plan-3  C17  0.020
 UL8  plan-3  C12  0.020
 UL8  plan-3  O18  0.020
 UL8  plan-3  C36  0.020
 UL8  plan-3  C37  0.020
 UL8  plan-3  C39  0.020
 UL8  plan-3  H1   0.020
 UL8  plan-3  H2   0.020
 UL8  plan-3  H18  0.020
 UL8  plan-4  C10  0.020
 UL8  plan-4  C05  0.020
 UL8  plan-4  N08  0.020
 UL8  plan-4  O11  0.020
 UL8  plan-4  C12  0.020
 UL8  plan-4  H13  0.020

