# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 19:20:48 2021
#   Inital geometry file: a 120 line input string
#   Ligand name: 5-[4-[3-[[2-[(1~{S})-1-oxidanylethyl]imidazol-1-yl]methyl]-1,2-oxazol-5-yl]phenyl]pent-4-yn-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)c1nccn1Cc2cc(on2)c3ccc(cc3)C#CCCCO
#
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
 H4O  H4O  5-[4-[3-[[2-[(1~{S})-1-oxidanylethyl]imidazol-1-yl]methyl]-1,2-oxazol-5-yl]phenyl]pent-4-yn-1-ol  ligand  47  26  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_H4O
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
 H4O  C15  C  CR6   0  -0.119  15.7512  -1.9884  30.0208
 H4O  N2   N  N     0  -0.449  12.4172   1.3720  22.1897
 H4O  C14  C  CR16  0  -0.275  15.6396  -0.7217  29.4376
 H4O  C16  C  CR16  0  -0.281  14.8046  -2.9643  29.6959
 H4O  C17  C  CR16  0  -0.267  13.7781  -2.6859  28.8127
 H4O  C1   C  CR5   0   0.427  11.6946   0.5209  22.8734
 H4O  C7   C  CR5   0   0.272  11.1189  -0.3394  25.8955
 H4O  C6   C  CH2   0  -0.443  10.3038   0.5026  24.9695
 H4O  C4   C  CR15  0  -0.112  11.5344   2.4274  23.9528
 H4O  C3   C  CR15  0  -0.221  12.3248   2.5621  22.8507
 H4O  C13  C  CR16  0  -0.301  14.6143  -0.4447  28.5560
 H4O  C12  C  CR6   0  -0.005  13.6702  -1.4211  28.2309
 H4O  C11  C  CR15  0  -0.514  12.2555   0.0412  26.6450
 H4O  C10  C  CR5   0   0.492  12.6033  -1.0995  27.2977
 H4O  O26  O  OH1   0  -0.656  11.3228  -1.0987  21.1427
 H4O  C24  C  CH1   0  -0.023  11.5264  -0.9329  22.5255
 H4O  C25  C  CH3   0  -0.674  12.7673  -1.7278  22.9016
 H4O  N5   N  NR5   0  -0.442  11.1293   1.1194  23.9533
 H4O  O9   O  O     0  -0.348  11.7451  -2.0695  26.9611
 H4O  N8   N  N     0  -0.155  10.8239  -1.5927  26.0838
 H4O  C18  C  CSP   0   0.140  16.8127  -2.2768  30.9256
 H4O  C19  C  CSP   0   0.083  17.7144  -2.5172  31.6897
 H4O  C20  C  CH2   0  -0.617  18.7915  -2.7948  32.6280
 H4O  C21  C  CH2   0  -0.460  18.4232  -2.4184  34.0676
 H4O  C22  C  CH2   0  -0.164  19.5180  -2.7574  35.0583
 H4O  O23  O  OH1   0  -0.674  20.6768  -2.0156  34.7442
 H4O  H1   H  HCR6  0   0.267  16.3635   0.0454  29.6772
 H4O  H2   H  HCR6  0   0.267  14.8753  -3.9481  30.1398
 H4O  H3   H  HCR6  0   0.269  13.0629  -3.4642  28.5837
 H4O  H4   H  HCH2  0   0.314   9.8137   1.2991  25.5286
 H4O  H5   H  HCH2  0   0.308   9.5187  -0.0969  24.5088
 H4O  H6   H  HCR5  0   0.293  11.2214   3.1228  24.7140
 H4O  H7   H  HCR5  0   0.250  12.8259   3.4514  22.5007
 H4O  H8   H  HCR6  0   0.264  14.5541   0.5420  28.1154
 H4O  H9   H  HCR5  0   0.288  12.7226   1.0104  26.6891
 H4O  H11  H  HCH1  0   0.226  10.6769  -1.3356  23.0931
 H4O  H12  H  HCH3  0   0.233  12.9636  -1.6566  23.9706
 H4O  H13  H  HCH3  0   0.244  12.6362  -2.7822  22.6570
 H4O  H14  H  HCH3  0   0.235  13.6425  -1.3489  22.3728
 H4O  H15  H  HCH2  0   0.265  19.0416  -3.8588  32.5796
 H4O  H16  H  HCH2  0   0.273  19.6857  -2.2523  32.3134
 H4O  H17  H  HCH2  0   0.238  18.1860  -1.3530  34.1222
 H4O  H18  H  HCH2  0   0.242  17.5211  -2.9567  34.3655
 H4O  H19  H  HCH2  0   0.211  19.1598  -2.5303  36.0704
 H4O  H20  H  HCH2  0   0.196  19.7122  -3.8378  35.0248
 H4O  H21  H  HOH1  0   0.455  21.3846  -2.3000  35.3290
 H4O  H10  H  HOH1  0   0.451  10.5365  -0.6079  20.8840

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
 H4O  O26  C24  single    1.407  0.020  1.407
 H4O  C24  C25  single    1.521  0.020  1.521
 H4O  C24  C1   single    1.504  0.020  1.504
 H4O  N2   C1   aromatic  1.309  0.020  1.309
 H4O  N2   C3   aromatic  1.364  0.020  1.364
 H4O  C1   N5   aromatic  1.358  0.020  1.358
 H4O  C3   C4   aromatic  1.363  0.020  1.363
 H4O  N5   C4   aromatic  1.369  0.020  1.369
 H4O  N5   C6   single    1.447  0.020  1.447
 H4O  C6   C7   single    1.494  0.020  1.494
 H4O  C7   N8   aromatic  1.301  0.020  1.301
 H4O  C7   C11  aromatic  1.414  0.020  1.414
 H4O  N8   O9   aromatic  1.359  0.020  1.359
 H4O  C11  C10  aromatic  1.359  0.020  1.359
 H4O  O9   C10  aromatic  1.338  0.020  1.338
 H4O  C10  C12  single    1.454  0.020  1.454
 H4O  C12  C13  aromatic  1.396  0.020  1.396
 H4O  C12  C17  aromatic  1.396  0.020  1.396
 H4O  C13  C14  aromatic  1.380  0.020  1.380
 H4O  C17  C16  aromatic  1.383  0.020  1.383
 H4O  C14  C15  aromatic  1.399  0.020  1.399
 H4O  C16  C15  aromatic  1.398  0.020  1.398
 H4O  C15  C18  single    1.424  0.020  1.424
 H4O  C18  C19  triple    1.206  0.020  1.206
 H4O  C19  C20  single    1.455  0.020  1.455
 H4O  C20  C21  single    1.533  0.020  1.533
 H4O  C21  C22  single    1.515  0.020  1.515
 H4O  C22  O23  single    1.411  0.020  1.411
 H4O  C14  H1   single    0.930  0.020  1.080
 H4O  C16  H2   single    0.930  0.020  1.080
 H4O  C17  H3   single    0.930  0.020  1.080
 H4O  C6   H4   single    0.970  0.020  1.090
 H4O  C6   H5   single    0.970  0.020  1.090
 H4O  C4   H6   single    0.930  0.020  1.080
 H4O  C3   H7   single    0.930  0.020  1.080
 H4O  C13  H8   single    0.930  0.020  1.080
 H4O  C11  H9   single    0.930  0.020  1.080
 H4O  O26  H10  single    0.850  0.020  0.980
 H4O  C24  H11  single    0.970  0.020  1.090
 H4O  C25  H12  single    0.970  0.020  1.090
 H4O  C25  H13  single    0.970  0.020  1.090
 H4O  C25  H14  single    0.970  0.020  1.090
 H4O  C20  H15  single    0.970  0.020  1.090
 H4O  C20  H16  single    0.970  0.020  1.090
 H4O  C21  H17  single    0.970  0.020  1.090
 H4O  C21  H18  single    0.970  0.020  1.090
 H4O  C22  H19  single    0.970  0.020  1.090
 H4O  C22  H20  single    0.970  0.020  1.090
 H4O  O23  H21  single    0.850  0.020  0.980

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
 H4O  C18  C15  C16  120.73  3.000
 H4O  C18  C15  C14  120.50  3.000
 H4O  C16  C15  C14  118.77  3.000
 H4O  C3   N2   C1   106.06  3.000
 H4O  H1   C14  C13  119.76  3.000
 H4O  H1   C14  C15  119.77  3.000
 H4O  C13  C14  C15  120.48  3.000
 H4O  H2   C16  C17  119.59  3.000
 H4O  H2   C16  C15  119.69  3.000
 H4O  C17  C16  C15  120.71  3.000
 H4O  H3   C17  C12  120.84  3.000
 H4O  H3   C17  C16  118.77  3.000
 H4O  C12  C17  C16  120.39  3.000
 H4O  N5   C1   C24  124.29  3.000
 H4O  N5   C1   N2   111.01  3.000
 H4O  C24  C1   N2   124.70  3.000
 H4O  N8   C7   C11  111.40  3.000
 H4O  C11  C7   C6   128.01  3.000
 H4O  N8   C7   C6   120.59  3.000
 H4O  H5   C6   H4   107.16  3.000
 H4O  H5   C6   N5   110.39  3.000
 H4O  H4   C6   N5   107.78  3.000
 H4O  H5   C6   C7   110.19  3.000
 H4O  H4   C6   C7   109.84  3.000
 H4O  N5   C6   C7   111.37  3.000
 H4O  H6   C4   N5   122.02  3.000
 H4O  H6   C4   C3   132.54  3.000
 H4O  N5   C4   C3   105.44  3.000
 H4O  H7   C3   C4   127.80  3.000
 H4O  H7   C3   N2   122.02  3.000
 H4O  C4   C3   N2   110.17  3.000
 H4O  H8   C13  C12  120.34  3.000
 H4O  H8   C13  C14  118.96  3.000
 H4O  C12  C13  C14  120.70  3.000
 H4O  C10  C12  C13  119.41  3.000
 H4O  C13  C12  C17  118.96  3.000
 H4O  C10  C12  C17  121.64  3.000
 H4O  H9   C11  C10  128.65  3.000
 H4O  H9   C11  C7   127.79  3.000
 H4O  C10  C11  C7   103.56  3.000
 H4O  O9   C10  C11  108.87  3.000
 H4O  O9   C10  C12  118.16  3.000
 H4O  C11  C10  C12  132.97  3.000
 H4O  H10  O26  C24  108.80  3.000
 H4O  H11  C24  C25  108.16  3.000
 H4O  H11  C24  O26  110.65  3.000
 H4O  C25  C24  O26  107.42  3.000
 H4O  H11  C24  C1   108.74  3.000
 H4O  C25  C24  C1   110.90  3.000
 H4O  O26  C24  C1   110.93  3.000
 H4O  H14  C25  H13  108.89  3.000
 H4O  H14  C25  H12  107.97  3.000
 H4O  H13  C25  H12  107.76  3.000
 H4O  H14  C25  C24  110.69  3.000
 H4O  H13  C25  C24  110.61  3.000
 H4O  H12  C25  C24  110.83  3.000
 H4O  C4   N5   C6   125.18  3.000
 H4O  C6   N5   C1   127.44  3.000
 H4O  C4   N5   C1   107.31  3.000
 H4O  N8   O9   C10  110.05  3.000
 H4O  O9   N8   C7   106.13  3.000
 H4O  C19  C18  C15  180.00  3.000
 H4O  C20  C19  C18  180.00  3.000
 H4O  H16  C20  H15  106.45  3.000
 H4O  H16  C20  C21  110.20  3.000
 H4O  H15  C20  C21  109.59  3.000
 H4O  H16  C20  C19  109.00  3.000
 H4O  H15  C20  C19  109.04  3.000
 H4O  C21  C20  C19  112.39  3.000
 H4O  H18  C21  H17  106.71  3.000
 H4O  H18  C21  C22  107.96  3.000
 H4O  H17  C21  C22  110.02  3.000
 H4O  H18  C21  C20  109.49  3.000
 H4O  H17  C21  C20  109.78  3.000
 H4O  C22  C21  C20  112.68  3.000
 H4O  H20  C22  H19  106.82  3.000
 H4O  H20  C22  O23  111.41  3.000
 H4O  H19  C22  O23  111.38  3.000
 H4O  H20  C22  C21  109.15  3.000
 H4O  H19  C22  C21  108.72  3.000
 H4O  O23  C22  C21  109.29  3.000
 H4O  H21  O23  C22  108.28  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
 H4O  CONST_01  C12  C13  C14  C15    0.00   0.0  0
 H4O  CONST_02  C12  C17  C16  C15    0.00   0.0  0
 H4O  CONST_03  C4   N5   C1   N2     0.00   0.0  0
 H4O  CONST_04  N5   C4   C3   N2     0.00   0.0  0
 H4O  CONST_05  C10  C12  C13  C14  180.00   0.0  0
 H4O  CONST_06  C17  C12  C13  C14    0.00   0.0  0
 H4O  CONST_07  C17  C16  C15  C14    0.00   0.0  0
 H4O  CONST_08  C10  C12  C17  C16  180.00   0.0  0
 H4O  CONST_09  C13  C12  C17  C16    0.00   0.0  0
 H4O  CONST_10  C13  C14  C15  C16    0.00   0.0  0
 H4O  CONST_11  C11  C10  C12  C17  180.00   0.0  0
 H4O  CONST_12  O9   C10  C12  C17    0.00   0.0  0
 H4O  CONST_13  C4   C3   N2   C1     0.00   0.0  0
 H4O  CONST_14  C3   C4   N5   C1     0.00   0.0  0
 H4O  CONST_15  C10  O9   N8   C7     0.00   0.0  0
 H4O  CONST_16  O9   C10  C11  C7     0.00   0.0  0
 H4O  CONST_17  C12  C10  C11  C7   180.00   0.0  0
 H4O  CONST_18  N5   C1   N2   C3     0.00   0.0  0
 H4O  CONST_19  C11  C10  C12  C13    0.00   0.0  0
 H4O  CONST_20  O9   C10  C12  C13  180.00   0.0  0
 H4O  CONST_21  N8   O9   C10  C12  180.00   0.0  0
 H4O  CONST_22  O9   N8   C7   C11    0.00   0.0  0
 H4O  CONST_23  N8   O9   C10  C11    0.00   0.0  0
 H4O  CONST_24  N8   C7   C11  C10    0.00   0.0  0
 H4O  CONST_25  C6   N5   C1   N2   180.00   0.0  0
 H4O  CONST_26  C18  C15  C16  C17  180.00   0.0  0
 H4O  CONST_27  C3   C4   N5   C6   180.00   0.0  0
 H4O  CONST_28  O9   N8   C7   C6   180.00   0.0  0
 H4O  CONST_29  C10  C11  C7   C6   180.00   0.0  0
 H4O  CONST_30  C24  C1   N5   C4   180.00   0.0  0
 H4O  CONST_31  C24  C1   N2   C3   180.00   0.0  0
 H4O  CONST_32  C18  C15  C14  C13  180.00   0.0  0
 H4O  CONST_33  H8   C13  C14  C15  180.00   0.0  0
 H4O  CONST_34  H3   C17  C16  C15  180.00   0.0  0
 H4O  CONST_35  H6   C4   C3   N2   180.00   0.0  0
 H4O  CONST_36  H2   C16  C15  C14  180.00   0.0  0
 H4O  CONST_37  H1   C14  C15  C16  180.00   0.0  0
 H4O  CONST_38  H7   C3   N2   C1   180.00   0.0  0
 H4O  CONST_39  H9   C11  C10  C12    0.00   0.0  0
 H4O  Var_01    C7   C6   N5   C1    73.97  30.0  2
 H4O  Var_02    N5   C6   C7   C11   54.57  30.0  2
 H4O  Var_03    C21  C20  C19  C18   12.73  30.0  3
 H4O  Var_04    C22  C21  C20  C19  177.64  30.0  3
 H4O  Var_05    O23  C22  C21  C20   62.32  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
 H4O  chir_01  C24  O26  C25  C1  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
 H4O  plan-1  N2   0.020
 H4O  plan-1  C1   0.020
 H4O  plan-1  C6   0.020
 H4O  plan-1  C4   0.020
 H4O  plan-1  C3   0.020
 H4O  plan-1  C24  0.020
 H4O  plan-1  N5   0.020
 H4O  plan-1  H6   0.020
 H4O  plan-1  H7   0.020
 H4O  plan-2  C7   0.020
 H4O  plan-2  C6   0.020
 H4O  plan-2  C12  0.020
 H4O  plan-2  C11  0.020
 H4O  plan-2  C10  0.020
 H4O  plan-2  O9   0.020
 H4O  plan-2  N8   0.020
 H4O  plan-2  H9   0.020
 H4O  plan-3  C15  0.020
 H4O  plan-3  C14  0.020
 H4O  plan-3  C16  0.020
 H4O  plan-3  C17  0.020
 H4O  plan-3  C13  0.020
 H4O  plan-3  C12  0.020
 H4O  plan-3  C10  0.020
 H4O  plan-3  C18  0.020
 H4O  plan-3  C19  0.020
 H4O  plan-3  H1   0.020
 H4O  plan-3  H2   0.020
 H4O  plan-3  H3   0.020
 H4O  plan-3  H8   0.020

