# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:58:46 2022
#   Inital geometry file: a 125 line input string
#   Ligand name: (1S)-1-{5-[5-(bromomethyl)pyridin-2-yl]-1,3-oxazol-2-yl}-7-phenylheptan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CCCCCCc1ccccc1)c2oc(cn2)c3ccc(CBr)cn3
#
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
 BR1  BR1  (1S)-1-{5-[5-(bromomethyl)pyridin-2-yl]-1,3-oxazol-2-yl}-7-phenylheptan-1-ol  ligand  52  27  .  2022-09-16  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_BR1
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
 BR1  C18  C   CR16  0  -0.320    4.4419   0.5760  -1.5411
 BR1  C19  C   CR16  0  -0.168    5.3986  -0.4171  -1.5274
 BR1  C20  C   CR6   0   0.056    5.2502  -1.5000  -0.6643
 BR1  C21  C   CH2   0  -0.603    6.2499  -2.5955  -0.6055
 BR1  C22  C   CR16  0  -0.094    4.1209  -1.5175   0.1465
 BR1  N2   N   N     0  -0.423    3.1964  -0.5706   0.1460
 BR1  C17  C   CR6   0   0.141    3.3510   0.4632  -0.6774
 BR1  C16  C   CR5   0   0.350    2.3330   1.4972  -0.6496
 BR1  O2   O   O     0  -0.411    1.2514   1.3326   0.1546
 BR1  C15  C   CR15  0  -0.227    2.1876   2.6990  -1.2600
 BR1  N1   N   N     0  -0.429    1.0178   3.2798  -0.8357
 BR1  C14  C   CR5   0   0.482    0.5114   2.4323  -0.0064
 BR1  C1   C   CH1   0  -0.068   -0.7910   2.5368   0.7292
 BR1  O1   O   OH1   0  -0.648   -1.1666   3.8795   0.8598
 BR1  C2   C   CH2   0  -0.463   -1.8595   1.6766   0.0487
 BR1  C3   C   CH2   0  -0.421   -3.1546   1.6036   0.8461
 BR1  C4   C   CH2   0  -0.417   -4.2297   0.7861   0.1411
 BR1  C5   C   CH2   0  -0.418   -5.5062   0.6581   0.9623
 BR1  C6   C   CH2   0  -0.411   -6.6004  -0.1270   0.2514
 BR1  C7   C   CH2   0  -0.506   -7.8711  -0.2556   1.0936
 BR1  C8   C   CR6   0   0.141   -8.9588  -1.0082   0.3799
 BR1  C9   C   CR16  0  -0.310   -9.7526  -0.3697  -0.5724
 BR1  C10  C   CR16  0  -0.240  -10.7345  -1.0633  -1.2662
 BR1  C11  C   CR16  0  -0.275  -10.9415  -2.4147  -1.0174
 BR1  C12  C   CR16  0  -0.240  -10.1585  -3.0623  -0.0714
 BR1  C13  C   CR16  0  -0.320   -9.1760  -2.3630   0.6192
 BR1  H1   H   HCR6  0   0.274    4.5385   1.4195  -2.2112
 BR1  H2   H   HCR6  0   0.281    6.2557  -0.3548  -2.1863
 BR1  H3   H   HCH2  0   0.314    5.8309  -3.5209  -0.2154
 BR1  H4   H   HCH2  0   0.315    6.7125  -2.7870  -1.5715
 BR1  H6   H   HCR6  0   0.270    3.9586  -2.3447   0.8305
 BR1  H7   H   HCR5  0   0.279    2.8435   3.1836  -1.9654
 BR1  H8   H   HCH1  0   0.270   -0.6364   2.1592   1.7455
 BR1  H9   H   HOH1  0   0.450   -1.3338   4.2403  -0.0184
 BR1  H10  H   HCH2  0   0.236   -2.0513   2.0746  -0.9545
 BR1  H11  H   HCH2  0   0.242   -1.4640   0.6665  -0.0934
 BR1  H12  H   HCH2  0   0.218   -2.9467   1.1630   1.8272
 BR1  H13  H   HCH2  0   0.222   -3.5347   2.6112   1.0356
 BR1  H14  H   HCH2  0   0.213   -4.4613   1.2488  -0.8244
 BR1  H15  H   HCH2  0   0.212   -3.8414  -0.2128  -0.0862
 BR1  H16  H   HCH2  0   0.213   -5.2747   0.1757   1.9182
 BR1  H17  H   HCH2  0   0.212   -5.8819   1.6570   1.2103
 BR1  H18  H   HCH2  0   0.220   -6.8427   0.3616  -0.6979
 BR1  H19  H   HCH2  0   0.220   -6.2323  -1.1259  -0.0043
 BR1  H20  H   HCH2  0   0.236   -7.6281  -0.7564   2.0347
 BR1  H21  H   HCH2  0   0.236   -8.2268   0.7452   1.3556
 BR1  H22  H   HCR6  0   0.244   -9.6006   0.6853  -0.7715
 BR1  H23  H   HCR6  0   0.251  -11.3409  -0.5466  -1.9995
 BR1  H24  H   HCR6  0   0.252  -11.7088  -2.9581  -1.5534
 BR1  H25  H   HCR6  0   0.252  -10.3142  -4.1140   0.1334
 BR1  H26  H   HCR6  0   0.244   -8.5725  -2.8781   1.3580
 BR1  BR1  BR  BR    0  -0.135    7.7339  -2.1084   0.6180

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
 BR1  C4   C3   single    1.524  0.020  1.524
 BR1  C4   C5   single    1.523  0.020  1.523
 BR1  C3   C2   single    1.523  0.020  1.523
 BR1  C2   C1   single    1.531  0.020  1.531
 BR1  C6   C5   single    1.523  0.020  1.523
 BR1  C6   C7   single    1.530  0.020  1.530
 BR1  C19  C18  aromatic  1.379  0.020  1.379
 BR1  C19  C20  aromatic  1.393  0.020  1.393
 BR1  C9   C10  aromatic  1.388  0.020  1.388
 BR1  C9   C8   aromatic  1.394  0.020  1.394
 BR1  C18  C17  aromatic  1.396  0.020  1.396
 BR1  C10  C11  aromatic  1.390  0.020  1.390
 BR1  C1   C14  single    1.499  0.020  1.499
 BR1  C1   O1   single    1.400  0.020  1.400
 BR1  O2   C14  aromatic  1.335  0.020  1.335
 BR1  O2   C16  aromatic  1.358  0.020  1.358
 BR1  C21  C20  single    1.484  0.020  1.484
 BR1  C20  C22  aromatic  1.390  0.020  1.390
 BR1  C14  N1   aromatic  1.289  0.020  1.289
 BR1  C17  C16  single    1.451  0.020  1.451
 BR1  C17  N2   aromatic  1.331  0.020  1.331
 BR1  C16  C15  aromatic  1.356  0.020  1.356
 BR1  N1   C15  aromatic  1.373  0.020  1.373
 BR1  C8   C7   single    1.503  0.020  1.503
 BR1  C8   C13  aromatic  1.393  0.020  1.393
 BR1  C22  N2   aromatic  1.323  0.020  1.323
 BR1  C11  C12  aromatic  1.388  0.020  1.388
 BR1  C13  C12  aromatic  1.390  0.020  1.390
 BR1  C18  H1   single    0.930  0.020  1.080
 BR1  C19  H2   single    0.930  0.020  1.080
 BR1  C21  H3   single    0.970  0.020  1.090
 BR1  C21  H4   single    0.970  0.020  1.090
 BR1  C22  H6   single    0.930  0.020  1.080
 BR1  C15  H7   single    0.930  0.020  1.080
 BR1  C1   H8   single    0.970  0.020  1.090
 BR1  O1   H9   single    0.850  0.020  0.980
 BR1  C2   H10  single    0.970  0.020  1.090
 BR1  C2   H11  single    0.970  0.020  1.090
 BR1  C3   H12  single    0.970  0.020  1.090
 BR1  C3   H13  single    0.970  0.020  1.090
 BR1  C4   H14  single    0.970  0.020  1.090
 BR1  C4   H15  single    0.970  0.020  1.090
 BR1  C5   H16  single    0.970  0.020  1.090
 BR1  C5   H17  single    0.970  0.020  1.090
 BR1  C6   H18  single    0.970  0.020  1.090
 BR1  C6   H19  single    0.970  0.020  1.090
 BR1  C7   H20  single    0.970  0.020  1.090
 BR1  C7   H21  single    0.970  0.020  1.090
 BR1  C9   H22  single    0.930  0.020  1.080
 BR1  C10  H23  single    0.930  0.020  1.080
 BR1  C11  H24  single    0.930  0.020  1.080
 BR1  C12  H25  single    0.930  0.020  1.080
 BR1  C13  H26  single    0.930  0.020  1.080
 BR1  C21  BR1  single    1.984  0.020  1.984

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
 BR1  H1   C18  C17  121.07  3.000
 BR1  H1   C18  C19  120.39  3.000
 BR1  C17  C18  C19  118.54  3.000
 BR1  H2   C19  C20  120.41  3.000
 BR1  H2   C19  C18  120.11  3.000
 BR1  C20  C19  C18  119.49  3.000
 BR1  C22  C20  C21  120.98  3.000
 BR1  C22  C20  C19  117.24  3.000
 BR1  C21  C20  C19  121.78  3.000
 BR1  BR1  C21  H4   105.83  3.000
 BR1  BR1  C21  H3   106.01  3.000
 BR1  H4   C21  H3   109.41  3.000
 BR1  BR1  C21  C20  110.30  3.000
 BR1  H4   C21  C20  112.40  3.000
 BR1  H3   C21  C20  112.49  3.000
 BR1  H6   C22  N2   116.17  3.000
 BR1  H6   C22  C20  119.90  3.000
 BR1  N2   C22  C20  123.93  3.000
 BR1  C17  N2   C22  118.35  3.000
 BR1  C16  C17  N2   117.40  3.000
 BR1  N2   C17  C18  122.44  3.000
 BR1  C16  C17  C18  120.16  3.000
 BR1  C15  C16  O2   106.78  3.000
 BR1  C15  C16  C17  134.28  3.000
 BR1  O2   C16  C17  118.92  3.000
 BR1  C14  O2   C16  105.67  3.000
 BR1  H7   C15  N1   122.02  3.000
 BR1  H7   C15  C16  128.88  3.000
 BR1  N1   C15  C16  109.10  3.000
 BR1  C14  N1   C15  104.79  3.000
 BR1  C1   C14  N1   127.65  3.000
 BR1  N1   C14  O2   113.66  3.000
 BR1  C1   C14  O2   118.66  3.000
 BR1  H8   C1   C2   108.50  3.000
 BR1  H8   C1   O1   106.38  3.000
 BR1  C2   C1   O1   113.13  3.000
 BR1  H8   C1   C14  107.98  3.000
 BR1  O1   C1   C14  110.22  3.000
 BR1  C2   C1   C14  110.42  3.000
 BR1  H9   O1   C1   108.69  3.000
 BR1  H11  C2   H10  106.23  3.000
 BR1  H11  C2   C3   109.34  3.000
 BR1  H10  C2   C3   110.36  3.000
 BR1  H11  C2   C1   108.91  3.000
 BR1  H10  C2   C1   108.95  3.000
 BR1  C3   C2   C1   112.81  3.000
 BR1  H13  C3   H12  106.35  3.000
 BR1  H13  C3   C4   109.23  3.000
 BR1  H12  C3   C4   109.42  3.000
 BR1  H13  C3   C2   110.02  3.000
 BR1  H12  C3   C2   109.08  3.000
 BR1  C4   C3   C2   112.55  3.000
 BR1  H15  C4   H14  106.09  3.000
 BR1  H15  C4   C5   109.41  3.000
 BR1  H14  C4   C5   109.48  3.000
 BR1  H15  C4   C3   109.58  3.000
 BR1  H14  C4   C3   109.29  3.000
 BR1  C5   C4   C3   112.76  3.000
 BR1  H17  C5   H16  106.04  3.000
 BR1  H17  C5   C6   109.23  3.000
 BR1  H16  C5   C6   109.40  3.000
 BR1  H17  C5   C4   109.44  3.000
 BR1  H16  C5   C4   109.29  3.000
 BR1  C6   C5   C4   113.19  3.000
 BR1  H19  C6   H18  106.21  3.000
 BR1  H19  C6   C7   109.33  3.000
 BR1  H18  C6   C7   109.33  3.000
 BR1  H19  C6   C5   109.75  3.000
 BR1  H18  C6   C5   109.50  3.000
 BR1  C7   C6   C5   112.53  3.000
 BR1  H21  C7   H20  106.57  3.000
 BR1  H21  C7   C8   109.66  3.000
 BR1  H20  C7   C8   109.89  3.000
 BR1  H21  C7   C6   108.97  3.000
 BR1  H20  C7   C6   109.13  3.000
 BR1  C8   C7   C6   112.45  3.000
 BR1  C13  C8   C9   118.29  3.000
 BR1  C13  C8   C7   121.22  3.000
 BR1  C9   C8   C7   120.46  3.000
 BR1  H22  C9   C10  119.57  3.000
 BR1  H22  C9   C8   119.41  3.000
 BR1  C10  C9   C8   121.01  3.000
 BR1  H23  C10  C11  120.13  3.000
 BR1  H23  C10  C9   119.75  3.000
 BR1  C11  C10  C9   120.12  3.000
 BR1  H24  C11  C12  120.21  3.000
 BR1  H24  C11  C10  120.34  3.000
 BR1  C12  C11  C10  119.45  3.000
 BR1  H25  C12  C13  119.77  3.000
 BR1  H25  C12  C11  120.06  3.000
 BR1  C13  C12  C11  120.18  3.000
 BR1  H26  C13  C12  119.55  3.000
 BR1  H26  C13  C8   119.50  3.000
 BR1  C12  C13  C8   120.95  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
 BR1  CONST_01  C22  C20  C19  C18    0.00   0.0  0
 BR1  CONST_02  O2   C16  C17  C18  180.00   0.0  0
 BR1  CONST_03  C15  C16  C17  C18    0.00   0.0  0
 BR1  CONST_04  C22  N2   C17  C18    0.00   0.0  0
 BR1  CONST_05  C16  C17  C18  C19  180.00   0.0  0
 BR1  CONST_06  N2   C17  C18  C19    0.00   0.0  0
 BR1  CONST_07  N2   C22  C20  C19    0.00   0.0  0
 BR1  CONST_08  C17  C18  C19  C20    0.00   0.0  0
 BR1  CONST_09  C17  N2   C22  C20    0.00   0.0  0
 BR1  CONST_10  C16  C17  N2   C22  180.00   0.0  0
 BR1  CONST_11  O2   C16  C17  N2     0.00   0.0  0
 BR1  CONST_12  C15  C16  C17  N2   180.00   0.0  0
 BR1  CONST_13  C14  O2   C16  C17  180.00   0.0  0
 BR1  CONST_14  N1   C15  C16  C17  180.00   0.0  0
 BR1  CONST_15  N1   C14  O2   C16    0.00   0.0  0
 BR1  CONST_16  C14  N1   C15  C16    0.00   0.0  0
 BR1  CONST_17  C15  N1   C14  O2     0.00   0.0  0
 BR1  CONST_18  N1   C15  C16  O2     0.00   0.0  0
 BR1  CONST_19  C14  O2   C16  C15    0.00   0.0  0
 BR1  CONST_20  C11  C10  C9   C8     0.00   0.0  0
 BR1  CONST_21  C11  C12  C13  C8     0.00   0.0  0
 BR1  CONST_22  C12  C11  C10  C9     0.00   0.0  0
 BR1  CONST_23  C12  C13  C8   C9     0.00   0.0  0
 BR1  CONST_24  C13  C8   C9   C10    0.00   0.0  0
 BR1  CONST_25  C13  C12  C11  C10    0.00   0.0  0
 BR1  CONST_26  C21  C20  C19  C18  180.00   0.0  0
 BR1  CONST_27  N2   C22  C20  C21  180.00   0.0  0
 BR1  CONST_28  C1   C14  O2   C16  180.00   0.0  0
 BR1  CONST_29  C1   C14  N1   C15  180.00   0.0  0
 BR1  CONST_30  C10  C9   C8   C7   180.00   0.0  0
 BR1  CONST_31  C12  C13  C8   C7   180.00   0.0  0
 BR1  CONST_32  H6   C22  C20  C19  180.00   0.0  0
 BR1  CONST_33  H1   C18  C19  C20  180.00   0.0  0
 BR1  CONST_34  H2   C19  C20  C22  180.00   0.0  0
 BR1  CONST_35  H7   C15  C16  C17    0.00   0.0  0
 BR1  CONST_36  H23  C10  C9   C8   180.00   0.0  0
 BR1  CONST_37  H25  C12  C13  C8   180.00   0.0  0
 BR1  CONST_38  H24  C11  C10  C9   180.00   0.0  0
 BR1  CONST_39  H26  C13  C8   C9   180.00   0.0  0
 BR1  CONST_40  H22  C9   C10  C11  180.00   0.0  0
 BR1  Var_01    BR1  C21  C20  C19   84.88  30.0  3
 BR1  Var_02    C9   C8   C7   C6   -80.23  30.0  3
 BR1  Var_03    C8   C7   C6   C5   178.91  30.0  3
 BR1  Var_04    C4   C3   C2   C1   178.02  30.0  1
 BR1  Var_05    C5   C4   C3   C2   177.45  30.0  1
 BR1  Var_06    C6   C5   C4   C3   178.51  30.0  3
 BR1  Var_07    C7   C6   C5   C4   179.55  30.0  1

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
 BR1  chir_01  C1  C2  C14  O1  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
 BR1  plan-1  C17  0.020
 BR1  plan-1  C16  0.020
 BR1  plan-1  O2   0.020
 BR1  plan-1  C15  0.020
 BR1  plan-1  N1   0.020
 BR1  plan-1  C14  0.020
 BR1  plan-1  C1   0.020
 BR1  plan-1  H7   0.020
 BR1  plan-2  C18  0.020
 BR1  plan-2  C19  0.020
 BR1  plan-2  C20  0.020
 BR1  plan-2  C21  0.020
 BR1  plan-2  C22  0.020
 BR1  plan-2  N2   0.020
 BR1  plan-2  C17  0.020
 BR1  plan-2  C16  0.020
 BR1  plan-2  H1   0.020
 BR1  plan-2  H2   0.020
 BR1  plan-2  H6   0.020
 BR1  plan-3  C7   0.020
 BR1  plan-3  C8   0.020
 BR1  plan-3  C9   0.020
 BR1  plan-3  C10  0.020
 BR1  plan-3  C11  0.020
 BR1  plan-3  C12  0.020
 BR1  plan-3  C13  0.020
 BR1  plan-3  H22  0.020
 BR1  plan-3  H23  0.020
 BR1  plan-3  H24  0.020
 BR1  plan-3  H25  0.020
 BR1  plan-3  H26  0.020

