# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:42:38 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: N-[4-(benzyloxy)phenyl]-L-glutamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CCC(=O)Nc1ccc(OCc2ccccc2)cc1)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
 4BQ  4BQ  N-[4-(benzyloxy)phenyl]-L-glutamine  ligand  43  24  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4BQ
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
 4BQ  C21   C  CR16   0  -0.293  -6.8587   0.2943   0.9404
 4BQ  C22   C  CR16   0  -0.242  -8.1020  -0.3223   0.9840
 4BQ  C23   C  CR16   0  -0.262  -8.5681  -1.0240  -0.1201
 4BQ  C24   C  CR16   0  -0.242  -7.7893  -1.1036  -1.2678
 4BQ  C25   C  CR16   0  -0.290  -6.5479  -0.4844  -1.3080
 4BQ  C20   C  CR6    0   0.101  -6.0728   0.2201  -0.2053
 4BQ  C19   C  CH2    0  -0.268  -4.7129   0.8490  -0.2373
 4BQ  O18   O  O2     0  -0.470  -3.7806  -0.1455   0.1632
 4BQ  C15   C  CR6    0   0.374  -2.4691   0.1748   0.1884
 4BQ  C16   C  CR16   0  -0.342  -1.5895  -0.8458   0.5498
 4BQ  C17   C  CR16   0  -0.279  -0.2259  -0.6259   0.6085
 4BQ  C14   C  CR16   0  -0.374  -1.9524   1.4313  -0.1102
 4BQ  C13   C  CR16   0  -0.314  -0.5805   1.6436  -0.0624
 4BQ  C12   C  CR6    0   0.329   0.2996   0.6286   0.2926
 4BQ  N10   N  NH1    0  -0.742   1.6717   0.9217   0.3572
 4BQ  C8    C  C      0   0.543   2.6988   0.0969   0.0211
 4BQ  O9    O  O      0  -0.478   2.5375  -1.0690  -0.2950
 4BQ  C7    C  CH2    0  -0.586   4.0542   0.7659   0.0584
 4BQ  C6    C  CH2    0  -0.418   5.2178  -0.2118   0.0863
 4BQ  C4    C  CH1    0  -0.215   6.5765   0.4927   0.0544
 4BQ  C2    C  C      0   0.386   7.6982  -0.5594   0.2448
 4BQ  O3    O  O      0  -0.607   8.4436  -0.7915  -0.7270
 4BQ  O1    O  OC    -1  -0.624   7.7481  -1.1065   1.3666
 4BQ  N5    N  NH2    0  -0.786   6.6837   1.3089  -1.1453
 4BQ  H21   H  HCR6   0   0.254  -6.4983   0.8414   1.8037
 4BQ  H22   H  HCR6   0   0.258  -8.7075  -0.2555   1.8787
 4BQ  H23   H  HCR6   0   0.259  -9.5369  -1.5055  -0.0872
 4BQ  H24   H  HCR6   0   0.258  -8.1496  -1.6468  -2.1318
 4BQ  H25   H  HCR6   0   0.254  -5.9450  -0.5438  -2.2067
 4BQ  H19   H  HCH2   0   0.240  -4.4779   1.2066  -1.2454
 4BQ  H19A  H  HCH2   0   0.240  -4.6706   1.7085   0.4405
 4BQ  H16   H  HCR6   0   0.263  -1.9836  -1.8235   0.7980
 4BQ  H17   H  HCR6   0   0.269   0.4184  -1.4365   0.9126
 4BQ  H14   H  HCR6   0   0.282  -2.5897   2.2592  -0.3897
 4BQ  H13   H  HCR6   0   0.270  -0.1962   2.6257  -0.3107
 4BQ  HN10  H  HNH1   0   0.409   1.9055   1.8894   0.5194
 4BQ  H7    H  HCH2   0   0.276   4.1386   1.4117  -0.8210
 4BQ  H7A   H  HCH2   0   0.253   4.1063   1.4361   0.9221
 4BQ  H6    H  HCH2   0   0.229   5.1635  -0.8306   0.9833
 4BQ  H6A   H  HCH2   0   0.217   5.1484  -0.8931  -0.7676
 4BQ  H4    H  HCH1   0   0.210   6.6179   1.1713   0.9157
 4BQ  HN5   H  HNH2   0   0.336   7.5426   1.8438  -1.0985
 4BQ  HN5A  H  HNH2   0   0.323   6.8195   0.6875  -1.9352

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
 4BQ  C20  C21   aromatic  1.391  0.020  1.391
 4BQ  C21  C22   aromatic  1.389  0.020  1.389
 4BQ  C21  H21   single    0.930  0.020  1.080
 4BQ  C22  C23   aromatic  1.389  0.020  1.389
 4BQ  C22  H22   single    0.930  0.020  1.080
 4BQ  C24  C23   aromatic  1.389  0.020  1.389
 4BQ  C23  H23   single    0.930  0.020  1.080
 4BQ  C25  C24   aromatic  1.388  0.020  1.388
 4BQ  C24  H24   single    0.930  0.020  1.080
 4BQ  C20  C25   aromatic  1.392  0.020  1.392
 4BQ  C25  H25   single    0.930  0.020  1.080
 4BQ  C19  C20   single    1.499  0.020  1.499
 4BQ  O18  C19   single    1.421  0.020  1.421
 4BQ  C19  H19   single    0.970  0.020  1.090
 4BQ  C19  H19A  single    0.970  0.020  1.090
 4BQ  C15  O18   single    1.350  0.020  1.350
 4BQ  C16  C15   aromatic  1.395  0.020  1.395
 4BQ  C14  C15   aromatic  1.391  0.020  1.391
 4BQ  C17  C16   aromatic  1.382  0.020  1.382
 4BQ  C16  H16   single    0.930  0.020  1.080
 4BQ  C12  C17   aromatic  1.396  0.020  1.396
 4BQ  C17  H17   single    0.930  0.020  1.080
 4BQ  C13  C14   aromatic  1.389  0.020  1.389
 4BQ  C14  H14   single    0.930  0.020  1.080
 4BQ  C12  C13   aromatic  1.389  0.020  1.389
 4BQ  C13  H13   single    0.930  0.020  1.080
 4BQ  N10  C12   single    1.405  0.020  1.405
 4BQ  C8   N10   single    1.360  0.020  1.360
 4BQ  N10  HN10  single    0.860  0.020  1.020
 4BQ  C7   C8    single    1.512  0.020  1.512
 4BQ  C8   O9    double    1.219  0.020  1.219
 4BQ  C7   C6    single    1.520  0.020  1.520
 4BQ  C7   H7    single    0.970  0.020  1.090
 4BQ  C7   H7A   single    0.970  0.020  1.090
 4BQ  C4   C6    single    1.531  0.020  1.531
 4BQ  C6   H6    single    0.970  0.020  1.090
 4BQ  C6   H6A   single    0.970  0.020  1.090
 4BQ  N5   C4    single    1.455  0.020  1.455
 4BQ  C4   C2    single    1.550  0.020  1.550
 4BQ  C4   H4    single    0.970  0.020  1.090
 4BQ  O3   C2    deloc     1.247  0.020  1.247
 4BQ  C2   O1    deloc     1.249  0.020  1.249
 4BQ  N5   HN5   single    0.890  0.020  1.040
 4BQ  N5   HN5A  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
 4BQ  H21   C21  C20  119.68  3.000
 4BQ  H21   C21  C22  119.80  3.000
 4BQ  C20   C21  C22  120.53  3.000
 4BQ  H22   C22  C23  120.04  3.000
 4BQ  H22   C22  C21  119.97  3.000
 4BQ  C23   C22  C21  119.99  3.000
 4BQ  H23   C23  C24  120.09  3.000
 4BQ  H23   C23  C22  120.07  3.000
 4BQ  C24   C23  C22  119.84  3.000
 4BQ  H24   C24  C25  119.90  3.000
 4BQ  H24   C24  C23  120.11  3.000
 4BQ  C25   C24  C23  119.99  3.000
 4BQ  H25   C25  C20  119.65  3.000
 4BQ  H25   C25  C24  119.81  3.000
 4BQ  C20   C25  C24  120.53  3.000
 4BQ  C19   C20  C25  120.34  3.000
 4BQ  C19   C20  C21  120.51  3.000
 4BQ  C25   C20  C21  119.12  3.000
 4BQ  H19A  C19  H19  107.76  3.000
 4BQ  H19A  C19  O18  110.46  3.000
 4BQ  H19   C19  O18  110.32  3.000
 4BQ  H19A  C19  C20  110.55  3.000
 4BQ  H19   C19  C20  110.58  3.000
 4BQ  O18   C19  C20  107.20  3.000
 4BQ  C15   O18  C19  118.46  3.000
 4BQ  C14   C15  C16  118.83  3.000
 4BQ  C14   C15  O18  124.82  3.000
 4BQ  C16   C15  O18  116.34  3.000
 4BQ  H16   C16  C17  119.53  3.000
 4BQ  H16   C16  C15  119.37  3.000
 4BQ  C17   C16  C15  121.10  3.000
 4BQ  H17   C17  C12  120.92  3.000
 4BQ  H17   C17  C16  118.77  3.000
 4BQ  C12   C17  C16  120.30  3.000
 4BQ  H14   C14  C13  118.29  3.000
 4BQ  H14   C14  C15  121.87  3.000
 4BQ  C13   C14  C15  119.83  3.000
 4BQ  H13   C13  C12  119.74  3.000
 4BQ  H13   C13  C14  118.74  3.000
 4BQ  C12   C13  C14  121.52  3.000
 4BQ  N10   C12  C13  118.56  3.000
 4BQ  N10   C12  C17  123.01  3.000
 4BQ  C13   C12  C17  118.40  3.000
 4BQ  HN10  N10  C8   116.53  3.000
 4BQ  HN10  N10  C12  115.73  3.000
 4BQ  C8    N10  C12  126.87  3.000
 4BQ  C7    C8   O9   123.25  3.000
 4BQ  O9    C8   N10  123.00  3.000
 4BQ  C7    C8   N10  113.74  3.000
 4BQ  H7A   C7   H7   105.61  3.000
 4BQ  H7A   C7   C6   110.06  3.000
 4BQ  H7    C7   C6   109.59  3.000
 4BQ  H7A   C7   C8   109.46  3.000
 4BQ  H7    C7   C8   108.08  3.000
 4BQ  C6    C7   C8   113.71  3.000
 4BQ  H6A   C6   H6   106.57  3.000
 4BQ  H6A   C6   C4   109.06  3.000
 4BQ  H6    C6   C4   108.80  3.000
 4BQ  H6A   C6   C7   109.72  3.000
 4BQ  H6    C6   C7   109.98  3.000
 4BQ  C4    C6   C7   112.52  3.000
 4BQ  H4    C4   N5   107.31  3.000
 4BQ  H4    C4   C2   107.22  3.000
 4BQ  N5    C4   C2   115.39  3.000
 4BQ  H4    C4   C6   107.57  3.000
 4BQ  C2    C4   C6   109.11  3.000
 4BQ  N5    C4   C6   109.92  3.000
 4BQ  O1    C2   O3   126.49  3.000
 4BQ  O1    C2   C4   115.89  3.000
 4BQ  O3    C2   C4   117.61  3.000
 4BQ  HN5A  N5   HN5  104.24  3.000
 4BQ  HN5A  N5   C4   107.96  3.000
 4BQ  HN5   N5   C4   108.70  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
 4BQ  CONST_01  C24  C25  C20  C21     0.00   0.0  0
 4BQ  CONST_02  C24  C23  C22  C21     0.00   0.0  0
 4BQ  CONST_03  C25  C20  C21  C22     0.00   0.0  0
 4BQ  CONST_04  C25  C24  C23  C22     0.00   0.0  0
 4BQ  CONST_05  C20  C21  C22  C23     0.00   0.0  0
 4BQ  CONST_06  C20  C25  C24  C23     0.00   0.0  0
 4BQ  CONST_07  C12  C17  C16  C15     0.00   0.0  0
 4BQ  CONST_08  C12  C13  C14  C15     0.00   0.0  0
 4BQ  CONST_09  C13  C14  C15  C16     0.00   0.0  0
 4BQ  CONST_10  C13  C12  C17  C16     0.00   0.0  0
 4BQ  CONST_11  C14  C15  C16  C17     0.00   0.0  0
 4BQ  CONST_12  C14  C13  C12  C17     0.00   0.0  0
 4BQ  CONST_13  C19  C20  C21  C22   180.00   0.0  0
 4BQ  CONST_14  C19  C20  C25  C24   180.00   0.0  0
 4BQ  CONST_15  C17  C16  C15  O18   180.00   0.0  0
 4BQ  CONST_16  C13  C14  C15  O18   180.00   0.0  0
 4BQ  CONST_17  N10  C12  C17  C16   180.00   0.0  0
 4BQ  CONST_18  N10  C12  C13  C14   180.00   0.0  0
 4BQ  CONST_19  H25  C25  C20  C21   180.00   0.0  0
 4BQ  CONST_20  H23  C23  C22  C21   180.00   0.0  0
 4BQ  CONST_21  H24  C24  C23  C22   180.00   0.0  0
 4BQ  CONST_22  H21  C21  C22  C23   180.00   0.0  0
 4BQ  CONST_23  H22  C22  C23  C24   180.00   0.0  0
 4BQ  CONST_24  H17  C17  C16  C15   180.00   0.0  0
 4BQ  CONST_25  H13  C13  C14  C15   180.00   0.0  0
 4BQ  CONST_26  H14  C14  C15  C16   180.00   0.0  0
 4BQ  CONST_27  H16  C16  C15  C14   180.00   0.0  0
 4BQ  CONST_31  C7   C8   N10  C12   180.00   0.0  0
 4BQ  CONST_32  O9   C8   N10  C12     0.00   0.0  0
 4BQ  Var_01    O18  C19  C20  C21    91.79  30.0  2
 4BQ  Var_02    C16  C15  O18  C19  -178.16  30.0  2
 4BQ  Var_03    C6   C7   C8   N10   163.15  30.0  1
 4BQ  Var_04    C4   C6   C7   C8    177.19  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
 4BQ  chir_01  C4  C6  N5  C2  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
 4BQ  plan-1  C21   0.020
 4BQ  plan-1  C22   0.020
 4BQ  plan-1  C23   0.020
 4BQ  plan-1  C24   0.020
 4BQ  plan-1  C25   0.020
 4BQ  plan-1  C20   0.020
 4BQ  plan-1  C19   0.020
 4BQ  plan-1  H21   0.020
 4BQ  plan-1  H22   0.020
 4BQ  plan-1  H23   0.020
 4BQ  plan-1  H24   0.020
 4BQ  plan-1  H25   0.020
 4BQ  plan-2  O18   0.020
 4BQ  plan-2  C15   0.020
 4BQ  plan-2  C16   0.020
 4BQ  plan-2  C17   0.020
 4BQ  plan-2  C14   0.020
 4BQ  plan-2  C13   0.020
 4BQ  plan-2  C12   0.020
 4BQ  plan-2  N10   0.020
 4BQ  plan-2  H16   0.020
 4BQ  plan-2  H17   0.020
 4BQ  plan-2  H14   0.020
 4BQ  plan-2  H13   0.020
 4BQ  plan-3  C12   0.020
 4BQ  plan-3  N10   0.020
 4BQ  plan-3  C8    0.020
 4BQ  plan-3  O9    0.020
 4BQ  plan-3  C7    0.020
 4BQ  plan-3  HN10  0.020
 4BQ  plan-4  C4    0.020
 4BQ  plan-4  C2    0.020
 4BQ  plan-4  O3    0.020
 4BQ  plan-4  O1    0.020

