# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 02:59:07 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(~{R})-oxidanyl(pyridin-3-yl)methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2cc(O)cc(c2)[C@@H](O)c3cccnc3
#
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
 E5Q  E5Q  3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(~{R})-oxidanyl(pyridin-3-yl)methyl]phenol  ligand  38  22  .  2021-08-08  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_E5Q
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
 E5Q  C4   C  CH3   0  -0.767   4.5868   1.2631   0.4229
 E5Q  C14  C  CR16  0  -0.107  -3.9155   0.2386  -0.2628
 E5Q  C6   C  CR6   0   0.102   1.4049   0.4965   0.0923
 E5Q  C11  C  CR16  0  -0.479   1.3988   1.7057  -0.5996
 E5Q  C7   C  CR16  0  -0.413   0.2717   0.1131   0.8060
 E5Q  C8   C  CR6   0   0.185  -0.8626   0.9144   0.8154
 E5Q  C9   C  CR16  0  -0.435  -0.8623   2.1213   0.1312
 E5Q  C10  C  CR6   0   0.406   0.2723   2.5213  -0.5697
 E5Q  C12  C  CH1   0  -0.130  -2.1104   0.4157   1.5212
 E5Q  C13  C  CR6   0   0.037  -2.9433  -0.3676   0.5242
 E5Q  N1   N  N     0  -0.180   3.8565  -2.2080  -0.1625
 E5Q  N2   N  N     0  -0.399  -4.6329  -0.4020  -1.1774
 E5Q  C3   C  CR5   0   0.252   2.6289  -1.7793  -0.1537
 E5Q  O1   O  O     0  -0.343   4.6480  -1.1165   0.0508
 E5Q  C1   C  CR5   0   0.422   3.8956  -0.0231   0.1785
 E5Q  C2   C  CR5   0  -0.183   2.5847  -0.3677   0.0565
 E5Q  O2   O  OH1   0  -0.629   0.2202   3.6999  -1.2167
 E5Q  O3   O  OH1   0  -0.647  -2.8306   1.4196   2.1842
 E5Q  C15  C  CR16  0  -0.071  -4.4097  -1.6988  -1.3508
 E5Q  C16  C  CR16  0  -0.315  -3.4687  -2.4068  -0.6183
 E5Q  C17  C  CR16  0  -0.188  -2.7267  -1.7263   0.3329
 E5Q  H1   H  HCH3  0   0.276   5.4612   1.1226   1.0575
 E5Q  H2   H  HCH3  0   0.274   4.9216   1.7173  -0.5113
 E5Q  H3   H  HCH3  0   0.267   3.9163   1.9655   0.9140
 E5Q  H5   H  HCH3  0   0.262   1.0148  -2.9631   0.5917
 E5Q  H6   H  HCH3  0   0.257   0.7299  -2.2671  -0.9967
 E5Q  H7   H  HCH3  0   0.269   1.8281  -3.6432  -0.8153
 E5Q  H8   H  HCR6  0   0.270   2.2633   2.0036  -1.1827
 E5Q  H9   H  HCR6  0   0.245   0.2814  -0.8092   1.3736
 E5Q  H10  H  HCR6  0   0.249  -1.7295   2.7716   0.1120
 E5Q  H11  H  HCH1  0   0.281  -1.7968  -0.2782   2.3058
 E5Q  H12  H  HOH1  0   0.477   1.0463   3.8645  -1.6849
 E5Q  H13  H  HOH1  0   0.459  -3.0965   2.1120   1.5715
 E5Q  H14  H  HCR6  0   0.266  -5.0070  -2.1995  -2.1045
 E5Q  H15  H  HCR6  0   0.275  -3.3247  -3.4647  -0.7889
 E5Q  H16  H  HCR6  0   0.265  -1.9874  -2.2528   0.9252
 E5Q  C5   C  CH3   0  -0.755   1.4905  -2.7153  -0.3581
 E5Q  H4   H  HCR6  0   0.246  -4.1363   1.2960  -0.1600

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
 E5Q  N2   C15  aromatic  1.327  0.020  1.327
 E5Q  N2   C14  aromatic  1.327  0.020  1.327
 E5Q  C15  C16  aromatic  1.387  0.020  1.387
 E5Q  C14  C13  aromatic  1.390  0.020  1.390
 E5Q  C16  C17  aromatic  1.385  0.020  1.385
 E5Q  C13  C17  aromatic  1.389  0.020  1.389
 E5Q  C13  C12  single    1.517  0.020  1.517
 E5Q  C12  O3   single    1.402  0.020  1.402
 E5Q  C12  C8   single    1.518  0.020  1.518
 E5Q  C8   C7   aromatic  1.389  0.020  1.389
 E5Q  C8   C9   aromatic  1.387  0.020  1.387
 E5Q  C4   C1   single    1.481  0.020  1.481
 E5Q  C7   C6   aromatic  1.393  0.020  1.393
 E5Q  C1   O1   aromatic  1.333  0.020  1.333
 E5Q  C1   C2   aromatic  1.361  0.020  1.361
 E5Q  C9   C10  aromatic  1.392  0.020  1.392
 E5Q  O1   N1   aromatic  1.365  0.020  1.365
 E5Q  C6   C2   single    1.463  0.020  1.463
 E5Q  C6   C11  aromatic  1.393  0.020  1.393
 E5Q  C2   C3   aromatic  1.428  0.020  1.428
 E5Q  N1   C3   aromatic  1.300  0.020  1.300
 E5Q  C3   C5   single    1.488  0.020  1.488
 E5Q  C10  C11  aromatic  1.391  0.020  1.391
 E5Q  C10  O2   single    1.346  0.020  1.346
 E5Q  C4   H1   single    0.970  0.020  1.090
 E5Q  C4   H2   single    0.970  0.020  1.090
 E5Q  C4   H3   single    0.970  0.020  1.090
 E5Q  C14  H4   single    0.930  0.020  1.080
 E5Q  C5   H5   single    0.970  0.020  1.090
 E5Q  C5   H6   single    0.970  0.020  1.090
 E5Q  C5   H7   single    0.970  0.020  1.090
 E5Q  C11  H8   single    0.930  0.020  1.080
 E5Q  C7   H9   single    0.930  0.020  1.080
 E5Q  C9   H10  single    0.930  0.020  1.080
 E5Q  C12  H11  single    0.970  0.020  1.090
 E5Q  O2   H12  single    0.850  0.020  0.980
 E5Q  O3   H13  single    0.850  0.020  0.980
 E5Q  C15  H14  single    0.930  0.020  1.080
 E5Q  C16  H15  single    0.930  0.020  1.080
 E5Q  C17  H16  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
 E5Q  H3   C4   H2   107.86  3.000
 E5Q  H3   C4   H1   108.36  3.000
 E5Q  H2   C4   H1   107.82  3.000
 E5Q  H3   C4   C1   110.34  3.000
 E5Q  H2   C4   C1   111.31  3.000
 E5Q  H1   C4   C1   111.02  3.000
 E5Q  H4   C14  N2   115.19  3.000
 E5Q  H4   C14  C13  120.91  3.000
 E5Q  N2   C14  C13  123.90  3.000
 E5Q  C2   C6   C7   120.39  3.000
 E5Q  C2   C6   C11  120.27  3.000
 E5Q  C7   C6   C11  119.33  3.000
 E5Q  H8   C11  C10  119.74  3.000
 E5Q  H8   C11  C6   120.13  3.000
 E5Q  C10  C11  C6   120.11  3.000
 E5Q  H9   C7   C8   119.68  3.000
 E5Q  H9   C7   C6   119.71  3.000
 E5Q  C8   C7   C6   120.60  3.000
 E5Q  C12  C8   C9   121.02  3.000
 E5Q  C9   C8   C7   119.90  3.000
 E5Q  C12  C8   C7   119.01  3.000
 E5Q  H10  C9   C10  118.07  3.000
 E5Q  H10  C9   C8   122.04  3.000
 E5Q  C10  C9   C8   119.89  3.000
 E5Q  O2   C10  C9   117.53  3.000
 E5Q  O2   C10  C11  122.31  3.000
 E5Q  C9   C10  C11  120.15  3.000
 E5Q  H11  C12  O3   105.22  3.000
 E5Q  H11  C12  C13  107.54  3.000
 E5Q  O3   C12  C13  113.48  3.000
 E5Q  H11  C12  C8   107.84  3.000
 E5Q  O3   C12  C8   114.01  3.000
 E5Q  C13  C12  C8   108.38  3.000
 E5Q  C17  C13  C12  120.66  3.000
 E5Q  C12  C13  C14  122.07  3.000
 E5Q  C17  C13  C14  117.23  3.000
 E5Q  O1   N1   C3   106.42  3.000
 E5Q  C15  N2   C14  118.08  3.000
 E5Q  C2   C3   N1   110.86  3.000
 E5Q  N1   C3   C5   120.93  3.000
 E5Q  C2   C3   C5   128.20  3.000
 E5Q  C1   O1   N1   110.09  3.000
 E5Q  C2   C1   O1   109.10  3.000
 E5Q  C2   C1   C4   133.19  3.000
 E5Q  O1   C1   C4   117.70  3.000
 E5Q  C1   C2   C3   103.52  3.000
 E5Q  C3   C2   C6   127.78  3.000
 E5Q  C1   C2   C6   128.69  3.000
 E5Q  H12  O2   C10  110.49  3.000
 E5Q  H13  O3   C12  110.87  3.000
 E5Q  H14  C15  C16  120.35  3.000
 E5Q  H14  C15  N2   116.70  3.000
 E5Q  C16  C15  N2   122.95  3.000
 E5Q  H15  C16  C17  121.19  3.000
 E5Q  H15  C16  C15  120.43  3.000
 E5Q  C17  C16  C15  118.38  3.000
 E5Q  H16  C17  C16  120.14  3.000
 E5Q  H16  C17  C13  120.41  3.000
 E5Q  C16  C17  C13  119.45  3.000
 E5Q  H7   C5   H6   108.73  3.000
 E5Q  H7   C5   H5   107.90  3.000
 E5Q  H6   C5   H5   107.42  3.000
 E5Q  H7   C5   C3   110.90  3.000
 E5Q  H6   C5   C3   110.85  3.000
 E5Q  H5   C5   C3   110.91  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
 E5Q  CONST_01  C16  C15  N2   C14    0.00   0.0  0
 E5Q  CONST_02  C16  C17  C13  C14    0.00   0.0  0
 E5Q  CONST_03  C9   C8   C7   C6     0.00   0.0  0
 E5Q  CONST_04  O1   C1   C2   C6   180.00   0.0  0
 E5Q  CONST_05  N1   C3   C2   C6   180.00   0.0  0
 E5Q  CONST_06  C9   C10  C11  C6     0.00   0.0  0
 E5Q  CONST_07  C8   C7   C6   C11    0.00   0.0  0
 E5Q  CONST_10  C8   C9   C10  C11    0.00   0.0  0
 E5Q  CONST_11  C10  C9   C8   C7     0.00   0.0  0
 E5Q  CONST_14  C10  C11  C6   C7     0.00   0.0  0
 E5Q  CONST_15  C2   C6   C7   C8   180.00   0.0  0
 E5Q  CONST_16  C2   C6   C11  C10  180.00   0.0  0
 E5Q  CONST_17  C15  N2   C14  C13    0.00   0.0  0
 E5Q  CONST_18  C15  C16  C17  C13    0.00   0.0  0
 E5Q  CONST_19  C2   C1   O1   N1     0.00   0.0  0
 E5Q  CONST_20  C1   C2   C3   N1     0.00   0.0  0
 E5Q  CONST_21  C17  C16  C15  N2     0.00   0.0  0
 E5Q  CONST_22  C17  C13  C14  N2     0.00   0.0  0
 E5Q  CONST_23  O1   C1   C2   C3     0.00   0.0  0
 E5Q  CONST_24  C1   O1   N1   C3     0.00   0.0  0
 E5Q  CONST_25  C2   C3   N1   O1     0.00   0.0  0
 E5Q  CONST_26  N1   O1   C1   C4   180.00   0.0  0
 E5Q  CONST_27  C6   C2   C1   C4     0.00   0.0  0
 E5Q  CONST_28  C3   C2   C1   C4   180.00   0.0  0
 E5Q  CONST_29  C1   C2   C3   C5   180.00   0.0  0
 E5Q  CONST_30  C6   C2   C3   C5     0.00   0.0  0
 E5Q  CONST_31  O1   N1   C3   C5   180.00   0.0  0
 E5Q  CONST_32  C12  C8   C7   C6   180.00   0.0  0
 E5Q  CONST_33  O2   C10  C11  C6   180.00   0.0  0
 E5Q  CONST_34  O2   C10  C9   C8   180.00   0.0  0
 E5Q  CONST_35  C12  C8   C9   C10  180.00   0.0  0
 E5Q  CONST_36  N2   C14  C13  C12  180.00   0.0  0
 E5Q  CONST_37  C16  C17  C13  C12  180.00   0.0  0
 E5Q  CONST_38  H14  C15  N2   C14  180.00   0.0  0
 E5Q  CONST_39  H16  C17  C13  C14  180.00   0.0  0
 E5Q  CONST_40  H9   C7   C6   C11  180.00   0.0  0
 E5Q  CONST_41  H10  C9   C10  C11  180.00   0.0  0
 E5Q  CONST_42  H8   C11  C6   C7   180.00   0.0  0
 E5Q  CONST_43  H15  C16  C17  C13  180.00   0.0  0
 E5Q  CONST_44  H4   C14  N2   C15  180.00   0.0  0
 E5Q  Var_01    H5   C5   C3   N1   101.46  30.0  2
 E5Q  Var_02    H1   C4   C1   O1   -35.89  30.0  2

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
 E5Q  chir_01  C12  C13  O3  C8  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
 E5Q  plan-1  C4   0.020
 E5Q  plan-1  C6   0.020
 E5Q  plan-1  N1   0.020
 E5Q  plan-1  C3   0.020
 E5Q  plan-1  O1   0.020
 E5Q  plan-1  C1   0.020
 E5Q  plan-1  C2   0.020
 E5Q  plan-1  C5   0.020
 E5Q  plan-2  C6   0.020
 E5Q  plan-2  C11  0.020
 E5Q  plan-2  C7   0.020
 E5Q  plan-2  C8   0.020
 E5Q  plan-2  C9   0.020
 E5Q  plan-2  C10  0.020
 E5Q  plan-2  C12  0.020
 E5Q  plan-2  C2   0.020
 E5Q  plan-2  O2   0.020
 E5Q  plan-2  H8   0.020
 E5Q  plan-2  H9   0.020
 E5Q  plan-2  H10  0.020
 E5Q  plan-3  C14  0.020
 E5Q  plan-3  C12  0.020
 E5Q  plan-3  C13  0.020
 E5Q  plan-3  N2   0.020
 E5Q  plan-3  C15  0.020
 E5Q  plan-3  C16  0.020
 E5Q  plan-3  C17  0.020
 E5Q  plan-3  H14  0.020
 E5Q  plan-3  H15  0.020
 E5Q  plan-3  H16  0.020
 E5Q  plan-3  H4   0.020

