# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:53:36 2021
#   Inital geometry file: a 120 line input string
#   Ligand name: 3-[4-[2-[3-[[2-[(1~{S})-1-oxidanylethyl]imidazol-1-yl]methyl]-1,2-oxazol-5-yl]ethynyl]phenyl]propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)c1nccn1Cc2cc(on2)C#Cc3ccc(CCCO)cc3
#
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
 H4L  H4L  3-[4-[2-[3-[[2-[(1~{S})-1-oxidanylethyl]imidazol-1-yl]methyl]-1,2-oxazol-5-yl]ethynyl]phenyl]propan-1-ol  ligand  47  26  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_H4L
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
 H4L  C16  C  CR16  0  -0.302  16.4738  -2.8052  31.1916
 H4L  C17  C  CR6   0   0.137  17.4671  -1.8554  31.4273
 H4L  C13  C  CSP   0   0.208  14.2719  -1.0317  28.7897
 H4L  C12  C  CSP   0   0.044  13.3693  -0.7890  28.0259
 H4L  C11  C  CR15  0  -0.481  12.1293   0.5358  26.2633
 H4L  C10  C  CR5   0   0.257  12.3229  -0.4835  27.1403
 H4L  C25  C  CH2   0  -0.160  19.3276  -1.9067  34.8174
 H4L  C24  C  CH2   0  -0.451  18.2073  -1.7047  33.8171
 H4L  C23  C  CH2   0  -0.505  18.5814  -2.1292  32.3941
 H4L  C15  C  CR16  0  -0.262  15.4222  -2.5437  30.3315
 H4L  C18  C  CR16  0  -0.299  17.3750  -0.6257  30.7761
 H4L  C19  C  CR16  0  -0.273  16.3313  -0.3490  29.9118
 H4L  C14  C  CR6   0  -0.126  15.3412  -1.3089  29.6806
 H4L  O9   O  O     0  -0.330  11.2708  -1.3173  27.0938
 H4L  N8   N  N     0  -0.154  10.3749  -0.8607  26.1853
 H4L  C7   C  CR5   0   0.256  10.8706   0.2372  25.6920
 H4L  C6   C  CH2   0  -0.445  10.1342   1.0009  24.6403
 H4L  N1   N  NR5   0  -0.444  10.9502   1.1899  23.4599
 H4L  C5   C  CR5   0   0.430  11.2903   0.2548  22.5356
 H4L  C20  C  CH1   0  -0.026  10.8326  -1.1775  22.5726
 H4L  O22  O  OH1   0  -0.657  10.4212  -1.6086  21.2972
 H4L  C21  C  CH3   0  -0.672  11.9597  -2.0930  23.0238
 H4L  N4   N  N     0  -0.449  12.0784   0.7629  21.6221
 H4L  C3   C  CR15  0  -0.221  12.2629   2.0699  21.9673
 H4L  C2   C  CR15  0  -0.112  11.5759   2.3564  23.1089
 H4L  H1   H  HCR6  0   0.257  16.5255  -3.7688  31.6842
 H4L  H3   H  HOH1  0   0.454  20.3958  -3.3861  35.4780
 H4L  H4   H  HCH2  0   0.193  20.2007  -1.3191  34.5026
 H4L  H5   H  HCH2  0   0.206  19.0123  -1.5093  35.7908
 H4L  H6   H  HCH2  0   0.236  17.9406  -0.6445  33.8224
 H4L  H7   H  HCH2  0   0.233  17.3159  -2.2484  34.1448
 H4L  H8   H  HCH2  0   0.249  18.8316  -3.1911  32.3794
 H4L  H9   H  HCH2  0   0.241  19.4783  -1.5864  32.0826
 H4L  H10  H  HCR6  0   0.265  14.6636  -3.2951  30.1563
 H4L  H11  H  HCR6  0   0.257  18.1372   0.1257  30.9440
 H4L  H12  H  HCR6  0   0.264  16.2800   0.6085  29.4104
 H4L  H13  H  HCH2  0   0.315   9.8623   1.9852  25.0200
 H4L  H14  H  HCH2  0   0.310   9.2080   0.4881  24.3826
 H4L  H15  H  HCH1  0   0.227  10.0097  -1.2678  23.2944
 H4L  H16  H  HOH1  0   0.451   9.6938  -1.0517  21.0021
 H4L  H17  H  HCH3  0   0.232  12.3250  -1.8010  24.0081
 H4L  H18  H  HCH3  0   0.244  11.6141  -3.1251  23.0879
 H4L  H19  H  HCH3  0   0.236  12.7974  -2.0456  22.3272
 H4L  H20  H  HCR5  0   0.251  12.8748   2.7358  21.3787
 H4L  H21  H  HCR5  0   0.294  11.4683   3.2592  23.6867
 H4L  H2   H  HCR5  0   0.296  12.7839   1.3659  26.0604
 H4L  O26  O  OH1   0  -0.674  19.6359  -3.2821  34.8990

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
 H4L  O22  C20  single    1.408  0.020  1.408
 H4L  N4   C5   aromatic  1.309  0.020  1.309
 H4L  N4   C3   aromatic  1.364  0.020  1.364
 H4L  C20  C21  single    1.521  0.020  1.521
 H4L  C20  C5   single    1.504  0.020  1.504
 H4L  C5   N1   aromatic  1.358  0.020  1.358
 H4L  C3   C2   aromatic  1.363  0.020  1.363
 H4L  N1   C2   aromatic  1.369  0.020  1.369
 H4L  N1   C6   single    1.447  0.020  1.447
 H4L  C6   C7   single    1.494  0.020  1.494
 H4L  C7   N8   aromatic  1.302  0.020  1.302
 H4L  C7   C11  aromatic  1.414  0.020  1.414
 H4L  N8   O9   aromatic  1.355  0.020  1.355
 H4L  C11  C10  aromatic  1.359  0.020  1.359
 H4L  O9   C10  aromatic  1.343  0.020  1.343
 H4L  C10  C12  single    1.405  0.020  1.405
 H4L  C12  C13  triple    1.207  0.020  1.207
 H4L  C13  C14  single    1.419  0.020  1.419
 H4L  C19  C14  aromatic  1.398  0.020  1.398
 H4L  C19  C18  aromatic  1.383  0.020  1.383
 H4L  C14  C15  aromatic  1.398  0.020  1.398
 H4L  C18  C17  aromatic  1.394  0.020  1.394
 H4L  C15  C16  aromatic  1.383  0.020  1.383
 H4L  C17  C16  aromatic  1.394  0.020  1.394
 H4L  C17  C23  single    1.500  0.020  1.500
 H4L  C23  C24  single    1.531  0.020  1.531
 H4L  C24  C25  single    1.515  0.020  1.515
 H4L  O26  C25  single    1.412  0.020  1.412
 H4L  C16  H1   single    0.930  0.020  1.080
 H4L  C11  H2   single    0.930  0.020  1.080
 H4L  O26  H3   single    0.850  0.020  0.980
 H4L  C25  H4   single    0.970  0.020  1.090
 H4L  C25  H5   single    0.970  0.020  1.090
 H4L  C24  H6   single    0.970  0.020  1.090
 H4L  C24  H7   single    0.970  0.020  1.090
 H4L  C23  H8   single    0.970  0.020  1.090
 H4L  C23  H9   single    0.970  0.020  1.090
 H4L  C15  H10  single    0.930  0.020  1.080
 H4L  C18  H11  single    0.930  0.020  1.080
 H4L  C19  H12  single    0.930  0.020  1.080
 H4L  C6   H13  single    0.970  0.020  1.090
 H4L  C6   H14  single    0.970  0.020  1.090
 H4L  C20  H15  single    0.970  0.020  1.090
 H4L  O22  H16  single    0.850  0.020  0.980
 H4L  C21  H17  single    0.970  0.020  1.090
 H4L  C21  H18  single    0.970  0.020  1.090
 H4L  C21  H19  single    0.970  0.020  1.090
 H4L  C3   H20  single    0.930  0.020  1.080
 H4L  C2   H21  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
 H4L  H1   C16  C15  119.15  3.000
 H4L  H1   C16  C17  119.67  3.000
 H4L  C15  C16  C17  121.18  3.000
 H4L  C18  C17  C23  120.72  3.000
 H4L  C23  C17  C16  120.91  3.000
 H4L  C18  C17  C16  118.34  3.000
 H4L  C14  C13  C12  180.00  3.000
 H4L  C10  C12  C13  180.00  3.000
 H4L  H2   C11  C7   128.90  3.000
 H4L  H2   C11  C10  127.85  3.000
 H4L  C7   C11  C10  103.25  3.000
 H4L  O9   C10  C11  109.38  3.000
 H4L  O9   C10  C12  118.06  3.000
 H4L  C11  C10  C12  132.56  3.000
 H4L  H5   C25  H4   106.79  3.000
 H4L  H5   C25  C24  108.95  3.000
 H4L  H4   C25  C24  109.10  3.000
 H4L  H5   C25  O26  111.35  3.000
 H4L  H4   C25  O26  111.35  3.000
 H4L  C24  C25  O26  109.23  3.000
 H4L  H7   C24  H6   106.36  3.000
 H4L  H7   C24  C23  109.85  3.000
 H4L  H6   C24  C23  109.44  3.000
 H4L  H7   C24  C25  109.78  3.000
 H4L  H6   C24  C25  107.85  3.000
 H4L  C23  C24  C25  113.32  3.000
 H4L  H9   C23  H8   106.92  3.000
 H4L  H9   C23  C24  109.11  3.000
 H4L  H8   C23  C24  109.77  3.000
 H4L  H9   C23  C17  109.57  3.000
 H4L  H8   C23  C17  109.83  3.000
 H4L  C24  C23  C17  111.52  3.000
 H4L  H10  C15  C14  119.82  3.000
 H4L  H10  C15  C16  120.15  3.000
 H4L  C14  C15  C16  120.03  3.000
 H4L  H11  C18  C19  119.27  3.000
 H4L  H11  C18  C17  119.52  3.000
 H4L  C19  C18  C17  121.20  3.000
 H4L  H12  C19  C14  119.82  3.000
 H4L  H12  C19  C18  120.16  3.000
 H4L  C14  C19  C18  120.02  3.000
 H4L  C19  C14  C15  119.22  3.000
 H4L  C15  C14  C13  120.56  3.000
 H4L  C19  C14  C13  120.21  3.000
 H4L  N8   O9   C10  109.38  3.000
 H4L  C7   N8   O9   106.65  3.000
 H4L  C6   C7   N8   120.69  3.000
 H4L  N8   C7   C11  111.34  3.000
 H4L  C6   C7   C11  127.97  3.000
 H4L  H14  C6   H13  107.19  3.000
 H4L  H14  C6   N1   110.35  3.000
 H4L  H13  C6   N1   107.87  3.000
 H4L  H14  C6   C7   110.18  3.000
 H4L  H13  C6   C7   109.85  3.000
 H4L  N1   C6   C7   111.28  3.000
 H4L  C2   N1   C5   107.31  3.000
 H4L  C2   N1   C6   125.30  3.000
 H4L  C5   N1   C6   127.33  3.000
 H4L  N4   C5   C20  124.74  3.000
 H4L  C20  C5   N1   124.24  3.000
 H4L  N4   C5   N1   111.01  3.000
 H4L  H15  C20  C21  108.11  3.000
 H4L  H15  C20  O22  110.56  3.000
 H4L  C21  C20  O22  107.53  3.000
 H4L  H15  C20  C5   108.81  3.000
 H4L  C21  C20  C5   110.80  3.000
 H4L  O22  C20  C5   110.99  3.000
 H4L  H16  O22  C20  108.76  3.000
 H4L  H19  C21  H18  108.80  3.000
 H4L  H19  C21  H17  107.93  3.000
 H4L  H18  C21  H17  107.87  3.000
 H4L  H19  C21  C20  110.71  3.000
 H4L  H18  C21  C20  110.63  3.000
 H4L  H17  C21  C20  110.80  3.000
 H4L  C3   N4   C5   106.06  3.000
 H4L  H20  C3   C2   127.81  3.000
 H4L  H20  C3   N4   121.99  3.000
 H4L  C2   C3   N4   110.19  3.000
 H4L  H21  C2   C3   132.52  3.000
 H4L  H21  C2   N1   122.05  3.000
 H4L  C3   C2   N1   105.43  3.000
 H4L  H3   O26  C25  108.24  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
 H4L  CONST_01  C19  C14  C15  C16     0.00   0.0  0
 H4L  CONST_02  C19  C18  C17  C16     0.00   0.0  0
 H4L  CONST_03  C14  C19  C18  C17     0.00   0.0  0
 H4L  CONST_04  C14  C15  C16  C17     0.00   0.0  0
 H4L  CONST_05  O9   N8   C7   C11     0.00   0.0  0
 H4L  CONST_06  N8   O9   C10  C11     0.00   0.0  0
 H4L  CONST_07  N8   C7   C11  C10     0.00   0.0  0
 H4L  CONST_08  C7   N8   O9   C10     0.00   0.0  0
 H4L  CONST_09  C18  C19  C14  C15     0.00   0.0  0
 H4L  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 H4L  CONST_11  C7   C11  C10  O9      0.00   0.0  0
 H4L  CONST_12  C3   N4   C5   N1      0.00   0.0  0
 H4L  CONST_13  N4   C3   C2   N1      0.00   0.0  0
 H4L  CONST_14  C2   C3   N4   C5      0.00   0.0  0
 H4L  CONST_15  C3   C2   N1   C5      0.00   0.0  0
 H4L  CONST_16  C2   N1   C5   N4      0.00   0.0  0
 H4L  CONST_17  C13  C14  C15  C16   180.00   0.0  0
 H4L  CONST_18  C18  C19  C14  C13   180.00   0.0  0
 H4L  CONST_19  C7   C11  C10  C12   180.00   0.0  0
 H4L  CONST_20  N8   O9   C10  C12   180.00   0.0  0
 H4L  CONST_21  C6   C7   C11  C10   180.00   0.0  0
 H4L  CONST_22  C19  C18  C17  C23   180.00   0.0  0
 H4L  CONST_23  C15  C16  C17  C23   180.00   0.0  0
 H4L  CONST_24  C6   C7   N8   O9    180.00   0.0  0
 H4L  CONST_25  N4   C5   N1   C6    180.00   0.0  0
 H4L  CONST_26  C3   C2   N1   C6    180.00   0.0  0
 H4L  CONST_27  C3   N4   C5   C20   180.00   0.0  0
 H4L  CONST_28  C2   N1   C5   C20   180.00   0.0  0
 H4L  CONST_29  H11  C18  C17  C16   180.00   0.0  0
 H4L  CONST_30  H12  C19  C18  C17   180.00   0.0  0
 H4L  CONST_31  H10  C15  C16  C17   180.00   0.0  0
 H4L  CONST_32  H1   C16  C17  C18   180.00   0.0  0
 H4L  CONST_33  H2   C11  C10  O9    180.00   0.0  0
 H4L  CONST_34  H20  C3   C2   N1    180.00   0.0  0
 H4L  CONST_35  H21  C2   N1   C5    180.00   0.0  0
 H4L  Var_01    N1   C6   C7   C11    54.82  30.0  2
 H4L  Var_02    C5   N1   C6   C7     73.02  30.0  2
 H4L  Var_03    C24  C23  C17  C16   -88.81  30.0  2
 H4L  Var_04    C25  C24  C23  C17  -177.45  30.0  3
 H4L  Var_05    C23  C24  C25  O26   -62.52  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
 H4L  chir_01  C20  O22  C21  C5  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
 H4L  plan-1  C13  0.020
 H4L  plan-1  C12  0.020
 H4L  plan-1  C11  0.020
 H4L  plan-1  C10  0.020
 H4L  plan-1  O9   0.020
 H4L  plan-1  N8   0.020
 H4L  plan-1  C7   0.020
 H4L  plan-1  C6   0.020
 H4L  plan-1  H2   0.020
 H4L  plan-2  C6   0.020
 H4L  plan-2  N1   0.020
 H4L  plan-2  C5   0.020
 H4L  plan-2  C20  0.020
 H4L  plan-2  N4   0.020
 H4L  plan-2  C3   0.020
 H4L  plan-2  C2   0.020
 H4L  plan-2  H20  0.020
 H4L  plan-2  H21  0.020
 H4L  plan-3  C16  0.020
 H4L  plan-3  C17  0.020
 H4L  plan-3  C13  0.020
 H4L  plan-3  C12  0.020
 H4L  plan-3  C23  0.020
 H4L  plan-3  C15  0.020
 H4L  plan-3  C18  0.020
 H4L  plan-3  C19  0.020
 H4L  plan-3  C14  0.020
 H4L  plan-3  H1   0.020
 H4L  plan-3  H10  0.020
 H4L  plan-3  H11  0.020
 H4L  plan-3  H12  0.020

