# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 22:45:23 2021
#   Inital geometry file: a 63 line input string
#   Ligand name: 1-(5-bromanylpyridin-2-yl)-3-(2-hydroxyethyl)urea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCNC(=O)Nc1ccc(Br)cn1
#
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
 OGE  OGE  1-(5-bromanylpyridin-2-yl)-3-(2-hydroxyethyl)urea  ligand  24  14  .  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_OGE
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
 OGE  C1   C   CH2   0  -0.289   3.4093  25.0732  7.1668
 OGE  C2   C   C     0   0.752   5.7499  25.6655  6.7527
 OGE  C3   C   CR6   0   0.496   8.2226  25.8054  6.5049
 OGE  C4   C   CR16  0  -0.368   8.3118  26.9654  5.7256
 OGE  C5   C   CR16  0  -0.117   9.5650  27.3922  5.3333
 OGE  C6   C   CR16  0  -0.041  10.5011  25.5365  6.4965
 OGE  C7   C   CR6   0  -0.201  10.6838  26.6694  5.7222
 OGE  N1   N   NH1   0  -0.753   7.0480  25.2493  6.9703
 OGE  N2   N   N     0  -0.450   9.3027  25.1225  6.8725
 OGE  O1   O   O     0  -0.517   5.4682  26.6703  6.1174
 OGE  O    O   OH1   0  -0.674   2.8888  23.1532  8.4629
 OGE  N    N   NH1   0  -0.675   4.8305  24.8626  7.3268
 OGE  C    C   CH2   0  -0.176   2.6515  24.5408  8.3622
 OGE  BR   BR  BR    0  -0.035  12.4137  27.2065  5.2158
 OGE  H1   H   HCH2  0   0.253   3.2105  26.1399  7.0795
 OGE  H2   H   HCH2  0   0.238   3.0404  24.5996  6.2505
 OGE  H3   H   HCR6  0   0.298   7.4365  27.5207  5.4345
 OGE  H4   H   HCR6  0   0.293   9.6555  28.2847  4.7285
 OGE  H5   H   HCR6  0   0.283  11.3440  24.9391  6.8256
 OGE  H6   H   HNH1  0   0.406   7.1959  24.4175  7.5235
 OGE  H7   H   HOH1  0   0.460   2.5560  22.8463  9.3108
 OGE  H8   H   HNH1  0   0.397   5.1137  23.9792  7.7217
 OGE  H9   H   HCH2  0   0.209   2.9787  25.0732  9.2630
 OGE  H10  H   HCH2  0   0.212   1.5871  24.7629  8.2188

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
 OGE  BR  C7   single    1.881  0.020  1.881
 OGE  C5  C7   aromatic  1.388  0.020  1.388
 OGE  C5  C4   aromatic  1.381  0.020  1.381
 OGE  C7  C6   aromatic  1.384  0.020  1.384
 OGE  C4  C3   aromatic  1.400  0.020  1.400
 OGE  C6  N2   aromatic  1.322  0.020  1.322
 OGE  O1  C2   double    1.222  0.020  1.222
 OGE  C3  N2   aromatic  1.330  0.020  1.330
 OGE  C3  N1   single    1.380  0.020  1.380
 OGE  C2  N1   single    1.380  0.020  1.380
 OGE  C2  N    single    1.349  0.020  1.349
 OGE  C1  N    single    1.446  0.020  1.446
 OGE  C1  C    single    1.512  0.020  1.512
 OGE  C   O    single    1.411  0.020  1.411
 OGE  C1  H1   single    0.970  0.020  1.090
 OGE  C1  H2   single    0.970  0.020  1.090
 OGE  C4  H3   single    0.930  0.020  1.080
 OGE  C5  H4   single    0.930  0.020  1.080
 OGE  C6  H5   single    0.930  0.020  1.080
 OGE  N1  H6   single    0.860  0.020  1.020
 OGE  O   H7   single    0.850  0.020  0.980
 OGE  N   H8   single    0.860  0.020  1.020
 OGE  C   H9   single    0.970  0.020  1.090
 OGE  C   H10  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
 OGE  H2   C1  H1  107.17  3.000
 OGE  H2   C1  C   109.89  3.000
 OGE  H1   C1  C   108.48  3.000
 OGE  H2   C1  N   111.14  3.000
 OGE  H1   C1  N   109.34  3.000
 OGE  C    C1  N   110.72  3.000
 OGE  N    C2  O1  123.62  3.000
 OGE  N    C2  N1  113.23  3.000
 OGE  O1   C2  N1  123.15  3.000
 OGE  N2   C3  N1  113.03  3.000
 OGE  N1   C3  C4  125.14  3.000
 OGE  N2   C3  C4  121.84  3.000
 OGE  H3   C4  C5  120.10  3.000
 OGE  H3   C4  C3  121.73  3.000
 OGE  C5   C4  C3  118.16  3.000
 OGE  H4   C5  C7  121.26  3.000
 OGE  H4   C5  C4  119.32  3.000
 OGE  C7   C5  C4  119.42  3.000
 OGE  H5   C6  N2  116.47  3.000
 OGE  H5   C6  C7  121.20  3.000
 OGE  N2   C6  C7  122.33  3.000
 OGE  BR   C7  C6  120.38  3.000
 OGE  C6   C7  C5  118.47  3.000
 OGE  BR   C7  C5  121.16  3.000
 OGE  H6   N1  C3  113.07  3.000
 OGE  H6   N1  C2  118.19  3.000
 OGE  C3   N1  C2  128.72  3.000
 OGE  C6   N2  C3  119.79  3.000
 OGE  H7   O   C   108.58  3.000
 OGE  H8   N   C2  119.79  3.000
 OGE  H8   N   C1  116.56  3.000
 OGE  C2   N   C1  122.43  3.000
 OGE  H10  C   H9  107.38  3.000
 OGE  H10  C   O   111.82  3.000
 OGE  H9   C   O   111.63  3.000
 OGE  H10  C   C1  108.16  3.000
 OGE  H9   C   C1  109.21  3.000
 OGE  O    C   C1  108.56  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
 OGE  CONST_01  C7  C5  C4  C3     0.00   0.0  0
 OGE  CONST_02  C7  C6  N2  C3     0.00   0.0  0
 OGE  CONST_03  C6  C7  C5  C4     0.00   0.0  0
 OGE  CONST_04  C6  N2  C3  C4     0.00   0.0  0
 OGE  CONST_05  N2  C6  C7  C5     0.00   0.0  0
 OGE  CONST_06  N2  C3  C4  C5     0.00   0.0  0
 OGE  CONST_07  BR  C7  C5  C4   180.00   0.0  0
 OGE  CONST_08  N1  C3  C4  C5   180.00   0.0  0
 OGE  CONST_09  N1  C3  N2  C6   180.00   0.0  0
 OGE  CONST_10  BR  C7  C6  N2   180.00   0.0  0
 OGE  CONST_11  H4  C5  C4  C3   180.00   0.0  0
 OGE  CONST_12  H5  C6  N2  C3   180.00   0.0  0
 OGE  CONST_13  H3  C4  C5  C7   180.00   0.0  0
 OGE  CONST_14  C4  C3  N1  C2     0.00   0.0  0
 OGE  CONST_15  N2  C3  N1  C2   180.00   0.0  0
 OGE  CONST_16  H6  N1  C3  C4   180.00   0.0  0
 OGE  CONST_17  O1  C2  N1  C3     0.00   0.0  0
 OGE  CONST_18  N   C2  N1  C3   180.00   0.0  0
 OGE  CONST_19  O1  C2  N   C1     0.00   0.0  0
 OGE  CONST_20  N1  C2  N   C1   180.00   0.0  0
 OGE  CONST_21  H8  N   C2  O1   180.00   0.0  0
 OGE  Var_01    C   C1  N   C2  -152.12  30.0  2
 OGE  Var_02    N   C1  C   O    -61.06  30.0  1

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
 OGE  plan-1  C3  0.020
 OGE  plan-1  C4  0.020
 OGE  plan-1  C5  0.020
 OGE  plan-1  C6  0.020
 OGE  plan-1  C7  0.020
 OGE  plan-1  N1  0.020
 OGE  plan-1  N2  0.020
 OGE  plan-1  BR  0.020
 OGE  plan-1  H3  0.020
 OGE  plan-1  H4  0.020
 OGE  plan-1  H5  0.020
 OGE  plan-2  C1  0.020
 OGE  plan-2  C2  0.020
 OGE  plan-2  C3  0.020
 OGE  plan-2  N1  0.020
 OGE  plan-2  O1  0.020
 OGE  plan-2  N   0.020
 OGE  plan-2  H6  0.020
 OGE  plan-2  H8  0.020

