# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 10:35:48 2021
#   Inital geometry file: a 118 line input string
#   Ligand name: 4-methyl-N-(6-phenoxypyridine-3-carbonyl)-L-leucine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)C[C@H](NC(=O)c1ccc(Oc2ccccc2)nc1)C(O)=O
#
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
 UOY  UOY  4-methyl-N-(6-phenoxypyridine-3-carbonyl)-L-leucine  ligand  47  25  .  2022-03-29  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UOY
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
 UOY  C2   C  C     0   0.555  -33.4559  39.5642  15.8645
 UOY  C3   C  CR6   0  -0.145  -33.5247  38.2076  16.4646
 UOY  C5   C  CR16  0  -0.410  -34.7676  36.5382  17.6626
 UOY  C7   C  CR6   0   0.291  -34.6894  33.9193  18.6539
 UOY  C9   C  CR16  0  -0.253  -36.7204  32.6854  18.3992
 UOY  C10  C  CR16  0  -0.252  -36.8966  32.6986  19.7770
 UOY  C11  C  CR16  0  -0.254  -35.9600  33.3244  20.5887
 UOY  C12  C  CR16  0  -0.295  -34.8496  33.9436  20.0296
 UOY  C13  C  CR16  0  -0.071  -32.4517  37.3259  16.4820
 UOY  C15  C  CT    0  -0.086  -29.7776  41.0423  13.8609
 UOY  C18  C  CH3   0  -0.640  -28.8095  41.0144  12.6755
 UOY  C    C  C     0   0.540  -33.6227  41.4980  13.5461
 UOY  O2   O  OH1   0  -0.585  -34.3098  40.5019  13.0120
 UOY  C1   C  CH1   0  -0.174  -32.3684  41.0307  14.2703
 UOY  C14  C  CH2   0  -0.459  -31.2017  41.0066  13.2726
 UOY  C17  C  CH3   0  -0.647  -29.5523  42.3346  14.6479
 UOY  C16  C  CH3   0  -0.661  -29.4821  39.8394  14.7599
 UOY  N    N  NH1   0  -0.658  -32.5446  39.7431  14.8912
 UOY  O1   O  O     0  -0.481  -34.1834  40.4711  16.2442
 UOY  N1   N  N     0  -0.427  -32.5004  36.1220  17.0309
 UOY  C6   C  CR6   0   0.512  -33.6277  35.7344  17.5923
 UOY  C4   C  CR16  0  -0.137  -34.6970  37.7912  17.0935
 UOY  O    O  O2    0  -0.478  -33.5619  34.4908  18.1020
 UOY  C8   C  CR16  0  -0.292  -35.6128  33.2970  17.8283
 UOY  H1   H  HCR6  0   0.296  -35.6776  36.2059  18.1411
 UOY  H2   H  HCR6  0   0.267  -37.4462  32.1961  17.7633
 UOY  H3   H  HCR6  0   0.264  -37.7604  32.2189  20.2173
 UOY  H4   H  HCR6  0   0.267  -36.0921  33.3351  21.6625
 UOY  H5   H  HCR6  0   0.277  -34.1142  34.4342  20.6546
 UOY  H6   H  HCR6  0   0.265  -31.4929  37.6026  16.0553
 UOY  H7   H  HCH3  0   0.229  -27.7752  41.0471  13.0233
 UOY  H8   H  HCH3  0   0.226  -28.9326  40.1074  12.0796
 UOY  H9   H  HCH3  0   0.226  -28.9660  41.8695  12.0147
 UOY  H10  H  HOH1  0   0.485  -35.0815  40.8484  12.5389
 UOY  H11  H  HCH1  0   0.291  -32.1761  41.7814  15.0392
 UOY  H12  H  HCH2  0   0.261  -31.3041  41.8753  12.6162
 UOY  H13  H  HCH2  0   0.252  -31.3096  40.1281  12.6263
 UOY  H14  H  HCH3  0   0.229  -30.2131  42.4151  15.5128
 UOY  H15  H  HCH3  0   0.232  -28.5275  42.3795  15.0213
 UOY  H16  H  HCH3  0   0.226  -29.7129  43.2147  14.0213
 UOY  H17  H  HCH3  0   0.232  -30.0689  39.8578  15.6794
 UOY  H18  H  HCH3  0   0.222  -29.6811  38.8944  14.2473
 UOY  H19  H  HCH3  0   0.235  -28.4291  39.8351  15.0477
 UOY  H20  H  HNH1  0   0.407  -32.1162  38.9436  14.4540
 UOY  H21  H  HCR6  0   0.282  -35.5579  38.4453  17.1305
 UOY  H22  H  HCR6  0   0.279  -35.4660  33.2850  16.7554
 UOY  O3   O  O     0  -0.441  -33.9172  42.6605  13.4264

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
 UOY  C18  C15  single    1.531  0.020  1.531
 UOY  O3   C    double    1.205  0.020  1.205
 UOY  C14  C15  single    1.541  0.020  1.541
 UOY  C14  C1   single    1.535  0.020  1.535
 UOY  O2   C    single    1.323  0.020  1.323
 UOY  C    C1   single    1.522  0.020  1.522
 UOY  C15  C16  single    1.530  0.020  1.530
 UOY  C15  C17  single    1.530  0.020  1.530
 UOY  C1   N    single    1.440  0.020  1.440
 UOY  N    C2   single    1.345  0.020  1.345
 UOY  C2   O1   double    1.223  0.020  1.223
 UOY  C2   C3   single    1.485  0.020  1.485
 UOY  C3   C13  aromatic  1.389  0.020  1.389
 UOY  C3   C4   aromatic  1.394  0.020  1.394
 UOY  C13  N1   aromatic  1.324  0.020  1.324
 UOY  N1   C6   aromatic  1.318  0.020  1.318
 UOY  C4   C5   aromatic  1.378  0.020  1.378
 UOY  C6   C5   aromatic  1.397  0.020  1.397
 UOY  C6   O    single    1.346  0.020  1.346
 UOY  C8   C9   aromatic  1.388  0.020  1.388
 UOY  C8   C7   aromatic  1.386  0.020  1.386
 UOY  O    C7   single    1.379  0.020  1.379
 UOY  C9   C10  aromatic  1.389  0.020  1.389
 UOY  C7   C12  aromatic  1.385  0.020  1.385
 UOY  C10  C11  aromatic  1.388  0.020  1.388
 UOY  C12  C11  aromatic  1.389  0.020  1.389
 UOY  C5   H1   single    0.930  0.020  1.080
 UOY  C9   H2   single    0.930  0.020  1.080
 UOY  C10  H3   single    0.930  0.020  1.080
 UOY  C11  H4   single    0.930  0.020  1.080
 UOY  C12  H5   single    0.930  0.020  1.080
 UOY  C13  H6   single    0.930  0.020  1.080
 UOY  C18  H7   single    0.970  0.020  1.090
 UOY  C18  H8   single    0.970  0.020  1.090
 UOY  C18  H9   single    0.970  0.020  1.090
 UOY  O2   H10  single    0.850  0.020  0.980
 UOY  C1   H11  single    0.970  0.020  1.090
 UOY  C14  H12  single    0.970  0.020  1.090
 UOY  C14  H13  single    0.970  0.020  1.090
 UOY  C17  H14  single    0.970  0.020  1.090
 UOY  C17  H15  single    0.970  0.020  1.090
 UOY  C17  H16  single    0.970  0.020  1.090
 UOY  C16  H17  single    0.970  0.020  1.090
 UOY  C16  H18  single    0.970  0.020  1.090
 UOY  C16  H19  single    0.970  0.020  1.090
 UOY  N    H20  single    0.860  0.020  1.020
 UOY  C4   H21  single    0.930  0.020  1.080
 UOY  C8   H22  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
 UOY  O1   C2   N    121.93  3.000
 UOY  O1   C2   C3   121.62  3.000
 UOY  N    C2   C3   116.44  3.000
 UOY  C4   C3   C13  117.03  3.000
 UOY  C4   C3   C2   119.61  3.000
 UOY  C13  C3   C2   123.31  3.000
 UOY  H1   C5   C4   120.38  3.000
 UOY  H1   C5   C6   122.19  3.000
 UOY  C4   C5   C6   117.43  3.000
 UOY  C8   C7   O    119.49  3.000
 UOY  O    C7   C12  118.99  3.000
 UOY  C8   C7   C12  121.49  3.000
 UOY  H2   C9   C8   119.53  3.000
 UOY  H2   C9   C10  120.14  3.000
 UOY  C8   C9   C10  120.33  3.000
 UOY  H3   C10  C11  120.04  3.000
 UOY  H3   C10  C9   120.05  3.000
 UOY  C11  C10  C9   119.90  3.000
 UOY  H4   C11  C12  119.52  3.000
 UOY  H4   C11  C10  120.15  3.000
 UOY  C12  C11  C10  120.33  3.000
 UOY  H5   C12  C11  120.84  3.000
 UOY  H5   C12  C7   120.18  3.000
 UOY  C11  C12  C7   118.98  3.000
 UOY  H6   C13  N1   115.30  3.000
 UOY  H6   C13  C3   121.04  3.000
 UOY  N1   C13  C3   123.64  3.000
 UOY  C16  C15  C17  109.47  3.000
 UOY  C17  C15  C14  110.61  3.000
 UOY  C16  C15  C14  112.61  3.000
 UOY  C17  C15  C18  108.70  3.000
 UOY  C16  C15  C18  108.57  3.000
 UOY  C14  C15  C18  106.76  3.000
 UOY  H9   C18  H8   107.70  3.000
 UOY  H9   C18  H7   107.76  3.000
 UOY  H8   C18  H7   107.79  3.000
 UOY  H9   C18  C15  111.33  3.000
 UOY  H8   C18  C15  111.49  3.000
 UOY  H7   C18  C15  110.61  3.000
 UOY  C1   C    O2   112.89  3.000
 UOY  C1   C    O3   123.02  3.000
 UOY  O2   C    O3   124.01  3.000
 UOY  H10  O2   C    109.96  3.000
 UOY  H11  C1   N    109.43  3.000
 UOY  H11  C1   C14  109.54  3.000
 UOY  N    C1   C14  111.04  3.000
 UOY  H11  C1   C    105.62  3.000
 UOY  N    C1   C    112.26  3.000
 UOY  C14  C1   C    108.78  3.000
 UOY  H13  C14  H12  105.88  3.000
 UOY  H13  C14  C1   108.72  3.000
 UOY  H12  C14  C1   107.84  3.000
 UOY  H13  C14  C15  109.55  3.000
 UOY  H12  C14  C15  107.29  3.000
 UOY  C1   C14  C15  116.99  3.000
 UOY  H16  C17  H15  107.53  3.000
 UOY  H16  C17  H14  107.83  3.000
 UOY  H15  C17  H14  107.12  3.000
 UOY  H16  C17  C15  111.34  3.000
 UOY  H15  C17  C15  110.42  3.000
 UOY  H14  C17  C15  112.38  3.000
 UOY  H19  C16  H18  107.20  3.000
 UOY  H19  C16  H17  107.26  3.000
 UOY  H18  C16  H17  108.17  3.000
 UOY  H19  C16  C15  110.13  3.000
 UOY  H18  C16  C15  111.64  3.000
 UOY  H17  C16  C15  112.21  3.000
 UOY  H20  N    C1   118.07  3.000
 UOY  H20  N    C2   119.78  3.000
 UOY  C1   N    C2   120.91  3.000
 UOY  C6   N1   C13  118.40  3.000
 UOY  O    C6   N1   113.05  3.000
 UOY  O    C6   C5   123.55  3.000
 UOY  N1   C6   C5   123.40  3.000
 UOY  H21  C4   C5   119.66  3.000
 UOY  H21  C4   C3   120.27  3.000
 UOY  C5   C4   C3   120.07  3.000
 UOY  C6   O    C7   119.64  3.000
 UOY  H22  C8   C9   120.71  3.000
 UOY  H22  C8   C7   120.32  3.000
 UOY  C9   C8   C7   118.97  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
 UOY  CONST_01  C6   N1   C13  C3      0.00   0.0  0
 UOY  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 UOY  CONST_03  C13  C3   C4   C5      0.00   0.0  0
 UOY  CONST_04  C13  N1   C6   C5      0.00   0.0  0
 UOY  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 UOY  CONST_06  C10  C11  C12  C7      0.00   0.0  0
 UOY  CONST_07  C12  C7   C8   C9      0.00   0.0  0
 UOY  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 UOY  CONST_09  C8   C9   C10  C11     0.00   0.0  0
 UOY  CONST_10  C8   C7   C12  C11     0.00   0.0  0
 UOY  CONST_11  C4   C3   C13  N1      0.00   0.0  0
 UOY  CONST_12  C4   C5   C6   N1      0.00   0.0  0
 UOY  CONST_13  N1   C13  C3   C2    180.00   0.0  0
 UOY  CONST_14  C5   C4   C3   C2    180.00   0.0  0
 UOY  CONST_15  O    C7   C8   C9    180.00   0.0  0
 UOY  CONST_16  O    C7   C12  C11   180.00   0.0  0
 UOY  CONST_17  O    C6   N1   C13   180.00   0.0  0
 UOY  CONST_18  O    C6   C5   C4    180.00   0.0  0
 UOY  CONST_19  H1   C5   C4   C3    180.00   0.0  0
 UOY  CONST_20  H2   C9   C8   C7    180.00   0.0  0
 UOY  CONST_21  H4   C11  C12  C7    180.00   0.0  0
 UOY  CONST_22  H22  C8   C9   C10   180.00   0.0  0
 UOY  CONST_23  H5   C12  C11  C10   180.00   0.0  0
 UOY  CONST_24  H3   C10  C11  C12   180.00   0.0  0
 UOY  CONST_25  H21  C4   C3   C13   180.00   0.0  0
 UOY  CONST_26  H6   C13  N1   C6    180.00   0.0  0
 UOY  CONST_27  C1   N    C2   C3    180.00   0.0  0
 UOY  CONST_28  H20  N    C2   C3      0.00   0.0  0
 UOY  CONST_29  O1   C2   N    C1      0.00   0.0  0
 UOY  CONST_30  H10  O2   C    O3      0.00   0.0  0
 UOY  Var_01    N1   C6   O    C7   -176.30  30.0  2
 UOY  Var_02    C8   C7   O    C6     83.41  30.0  2
 UOY  Var_03    N    C2   C3   C13    25.68  30.0  2
 UOY  Var_04    C1   C14  C15  C18  -179.81  30.0  3
 UOY  Var_05    H17  C16  C15  C18   174.01  30.0  3
 UOY  Var_06    H14  C17  C15  C18  -179.82  30.0  3
 UOY  Var_07    H7   C18  C15  C14   179.47  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
 UOY  chir_01  C1  C14  C  N  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
 UOY  plan-1  C2   0.020
 UOY  plan-1  C3   0.020
 UOY  plan-1  C5   0.020
 UOY  plan-1  C13  0.020
 UOY  plan-1  N1   0.020
 UOY  plan-1  C6   0.020
 UOY  plan-1  C4   0.020
 UOY  plan-1  O    0.020
 UOY  plan-1  H1   0.020
 UOY  plan-1  H6   0.020
 UOY  plan-1  H21  0.020
 UOY  plan-2  C7   0.020
 UOY  plan-2  C9   0.020
 UOY  plan-2  C10  0.020
 UOY  plan-2  C11  0.020
 UOY  plan-2  C12  0.020
 UOY  plan-2  O    0.020
 UOY  plan-2  C8   0.020
 UOY  plan-2  H2   0.020
 UOY  plan-2  H3   0.020
 UOY  plan-2  H4   0.020
 UOY  plan-2  H5   0.020
 UOY  plan-2  H22  0.020
 UOY  plan-3  C2   0.020
 UOY  plan-3  C3   0.020
 UOY  plan-3  C1   0.020
 UOY  plan-3  N    0.020
 UOY  plan-3  O1   0.020
 UOY  plan-3  H20  0.020
 UOY  plan-4  C    0.020
 UOY  plan-4  O2   0.020
 UOY  plan-4  C1   0.020
 UOY  plan-4  H10  0.020
 UOY  plan-4  O3   0.020

