# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 21:09:05 2022
#   Inital geometry file: a 147 line input string
#   Ligand name: [(1~{R},3~{R})-1-acetyloxy-1-[4-methanoyl-5-(2-phenylmethoxyethyl)-2,3-dihydro-1,3-thiazol-2-yl]-4-methyl-pentan-3-yl]-methyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[NH2+][C@H](C[C@@H](OC(C)=O)[C@H]1NC(=C(CCOCc2ccccc2)S1)C=O)C(C)C
#
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
 O9H  O9H  '[(1~{R},3~{R})-1-acetyloxy-1-[4-methanoyl-5-(2-phenylmethoxyethyl)-2,3-dihydro-1,3-thiazol-2-yl]-4-methyl-pentan-3-yl]-methyl-azanium'  ligand  62  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O9H
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
 O9H  N1   N  NR15  0  -0.642  -2.9100  25.7747  14.4950
 O9H  C5   C  C1    0   0.096  -3.9695  23.5926  13.9875
 O9H  O1   O  O     0  -0.402  -3.2303  22.9668  14.7200
 O9H  C1   C  CH1   0  -0.011  -2.2863  28.1974  14.7344
 O9H  C2   C  CR15  0  -0.221  -2.7205  27.0395  13.8425
 O9H  S1   S  S2    0   0.089  -4.3145  27.4346  12.9654
 O9H  C3   C  CR5   0  -0.131  -4.6833  25.7264  12.9590
 O9H  C4   C  CR5   0   0.247  -3.8775  25.0260  13.7863
 O9H  C18  C  CH2   0  -0.555  -5.7057  25.2352  11.9922
 O9H  C19  C  CH2   0  -0.145  -5.0679  24.9494  10.6359
 O9H  O4   O  O2    0  -0.475  -4.2455  23.8145  10.7445
 O9H  C20  C  CH2   0  -0.254  -3.0982  23.8309   9.9202
 O9H  C21  C  CR6   0   0.094  -1.9585  24.5978  10.5390
 O9H  C22  C  CR16  0  -0.278  -1.2683  24.0553  11.6214
 O9H  C23  C  CR16  0  -0.239  -0.2074  24.7350  12.1989
 O9H  C24  C  CR16  0  -0.276   0.1756  25.9763  11.7034
 O9H  C25  C  CR16  0  -0.244  -0.5150  26.5350  10.6372
 O9H  C26  C  CR16  0  -0.299  -1.5756  25.8463  10.0588
 O9H  C27  C  CH2   0  -0.504  -3.1512  28.4024  15.9711
 O9H  C28  C  CH1   0  -0.087  -2.8241  29.6500  16.7847
 O9H  N3   N  NT2   1  -0.672  -3.0925  30.9007  15.9805
 O9H  C41  C  CH3   0  -0.550  -4.4769  31.1091  15.4858
 O9H  C42  C  CH1   0  -0.259  -3.5652  29.6954  18.1320
 O9H  C43  C  CH3   0  -0.701  -3.4148  31.0436  18.8364
 O9H  C44  C  CH3   0  -0.660  -3.0313  28.5945  19.0487
 O9H  O7   O  O2    0  -0.459  -0.9572  27.9426  15.1915
 O9H  C45  C  C     0   0.573   0.0786  28.3961  14.4713
 O9H  O8   O  O     0  -0.432  -0.0484  29.0508  13.4707
 O9H  C46  C  CH3   0  -0.774   1.3793  27.9638  15.0716
 O9H  H1   H  HNR5  0   0.386  -3.1433  25.8430  15.4798
 O9H  H2   H  H     0   0.185  -4.7791  23.0922  13.4372
 O9H  H3   H  HCH1  0   0.276  -2.2912  29.0864  14.0978
 O9H  H4   H  HCR5  0   0.324  -1.9890  26.9249  13.0386
 O9H  H5   H  HCH2  0   0.277  -6.4782  25.9953  11.8579
 O9H  H6   H  HCH2  0   0.274  -6.2095  24.3409  12.3611
 O9H  H7   H  HCH2  0   0.218  -4.5063  25.8329  10.3110
 O9H  H8   H  HCH2  0   0.233  -5.8587  24.7791   9.8955
 O9H  H9   H  HCH2  0   0.227  -3.3274  24.2329   8.9260
 O9H  H10  H  HCH2  0   0.242  -2.8066  22.7871   9.7847
 O9H  H11  H  HCR6  0   0.251  -1.5533  23.0834  12.0072
 O9H  H12  H  HCR6  0   0.253   0.3270  24.2962  13.0318
 O9H  H13  H  HCR6  0   0.257   1.0110  26.5039  12.1450
 O9H  H14  H  HCR6  0   0.254  -0.2256  27.5033  10.2494
 O9H  H15  H  HCR6  0   0.251  -2.1039  26.2788   9.2169
 O9H  H16  H  HCH2  0   0.284  -4.2057  28.3973  15.6881
 O9H  H17  H  HCH2  0   0.292  -3.0220  27.5504  16.6383
 O9H  H18  H  HCH1  0   0.308  -1.7504  29.6970  16.9852
 O9H  H19  H  HNT2  0   0.476  -2.4519  30.9415  15.1857
 O9H  H20  H  HNT2  0   0.479  -2.8185  31.7072  16.5452
 O9H  H21  H  HCH3  0   0.302  -4.5268  32.0963  15.0381
 O9H  H22  H  HCH3  0   0.291  -4.7131  30.3602  14.7376
 O9H  H23  H  HCH3  0   0.293  -5.1759  31.0441  16.3123
 O9H  H24  H  HCH1  0   0.255  -4.6288  29.5054  17.9553
 O9H  H25  H  HCH3  0   0.262  -3.8367  30.9819  19.8389
 O9H  H26  H  HCH3  0   0.239  -2.3631  31.3215  18.9412
 O9H  H27  H  HCH3  0   0.240  -3.9402  31.8599  18.3377
 O9H  H28  H  HCH3  0   0.248  -3.5207  28.6580  20.0199
 O9H  H29  H  HCH3  0   0.243  -3.2122  27.5915  18.6659
 O9H  H30  H  HCH3  0   0.231  -1.9573  28.7077  19.2090
 O9H  H31  H  HCH3  0   0.265   2.2094  28.4381  14.5563
 O9H  H32  H  HCH3  0   0.275   1.4235  28.2057  16.1331
 O9H  H33  H  HCH3  0   0.278   1.4822  26.8809  14.9811

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
 O9H  C26  C25  aromatic  1.391  0.020  1.391
 O9H  C26  C21  aromatic  1.391  0.020  1.391
 O9H  C20  C21  single    1.507  0.020  1.507
 O9H  C20  O4   single    1.413  0.020  1.413
 O9H  C25  C24  aromatic  1.388  0.020  1.388
 O9H  C21  C22  aromatic  1.394  0.020  1.394
 O9H  C19  O4   single    1.406  0.020  1.406
 O9H  C19  C18  single    1.526  0.020  1.526
 O9H  C24  C23  aromatic  1.390  0.020  1.390
 O9H  C22  C23  aromatic  1.386  0.020  1.386
 O9H  C18  C3   single    1.490  0.020  1.490
 O9H  C3   S1   single    1.748  0.020  1.748
 O9H  C3   C4   double    1.351  0.020  1.351
 O9H  S1   C2   single    1.862  0.020  1.862
 O9H  O8   C45  double    1.202  0.020  1.202
 O9H  C4   C5   single    1.450  0.020  1.450
 O9H  C4   N1   single    1.414  0.020  1.414
 O9H  C45  C46  single    1.496  0.020  1.496
 O9H  C45  O7   single    1.341  0.020  1.341
 O9H  C5   O1   double    1.214  0.020  1.214
 O9H  C2   N1   single    1.436  0.020  1.436
 O9H  C2   C1   single    1.525  0.020  1.525
 O9H  C1   O7   single    1.428  0.020  1.428
 O9H  C1   C27  single    1.523  0.020  1.523
 O9H  C41  N3   single    1.485  0.020  1.485
 O9H  N3   C28  single    1.511  0.020  1.511
 O9H  C27  C28  single    1.525  0.020  1.525
 O9H  C28  C42  single    1.538  0.020  1.538
 O9H  C42  C43  single    1.529  0.020  1.529
 O9H  C42  C44  single    1.529  0.020  1.529
 O9H  N1   H1   single    0.890  0.020  1.040
 O9H  C5   H2   single    0.930  0.020  1.080
 O9H  C1   H3   single    0.970  0.020  1.090
 O9H  C2   H4   single    0.970  0.020  1.090
 O9H  C18  H5   single    0.970  0.020  1.090
 O9H  C18  H6   single    0.970  0.020  1.090
 O9H  C19  H7   single    0.970  0.020  1.090
 O9H  C19  H8   single    0.970  0.020  1.090
 O9H  C20  H9   single    0.970  0.020  1.090
 O9H  C20  H10  single    0.970  0.020  1.090
 O9H  C22  H11  single    0.930  0.020  1.080
 O9H  C23  H12  single    0.930  0.020  1.080
 O9H  C24  H13  single    0.930  0.020  1.080
 O9H  C25  H14  single    0.930  0.020  1.080
 O9H  C26  H15  single    0.930  0.020  1.080
 O9H  C27  H16  single    0.970  0.020  1.090
 O9H  C27  H17  single    0.970  0.020  1.090
 O9H  C28  H18  single    0.970  0.020  1.090
 O9H  N3   H19  single    0.890  0.020  1.040
 O9H  N3   H20  single    0.890  0.020  1.040
 O9H  C41  H21  single    0.970  0.020  1.090
 O9H  C41  H22  single    0.970  0.020  1.090
 O9H  C41  H23  single    0.970  0.020  1.090
 O9H  C42  H24  single    0.970  0.020  1.090
 O9H  C43  H25  single    0.970  0.020  1.090
 O9H  C43  H26  single    0.970  0.020  1.090
 O9H  C43  H27  single    0.970  0.020  1.090
 O9H  C44  H28  single    0.970  0.020  1.090
 O9H  C44  H29  single    0.970  0.020  1.090
 O9H  C44  H30  single    0.970  0.020  1.090
 O9H  C46  H31  single    0.970  0.020  1.090
 O9H  C46  H32  single    0.970  0.020  1.090
 O9H  C46  H33  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
 O9H  H1   N1   C4   111.41  3.000
 O9H  H1   N1   C2   114.35  3.000
 O9H  C4   N1   C2   109.21  3.000
 O9H  H2   C5   C4   115.28  3.000
 O9H  H2   C5   O1   121.04  3.000
 O9H  C4   C5   O1   123.67  3.000
 O9H  H3   C1   O7   109.60  3.000
 O9H  H3   C1   C27  111.15  3.000
 O9H  O7   C1   C27  107.01  3.000
 O9H  H3   C1   C2   106.00  3.000
 O9H  C27  C1   C2   114.55  3.000
 O9H  O7   C1   C2   108.46  3.000
 O9H  H4   C2   S1   104.41  3.000
 O9H  H4   C2   C1   108.62  3.000
 O9H  S1   C2   C1   110.99  3.000
 O9H  H4   C2   N1   109.29  3.000
 O9H  C1   C2   N1   116.15  3.000
 O9H  S1   C2   N1   106.74  3.000
 O9H  C3   S1   C2    88.56  3.000
 O9H  C18  C3   C4   129.47  3.000
 O9H  C4   C3   S1   112.26  3.000
 O9H  C18  C3   S1   117.99  3.000
 O9H  C3   C4   C5   124.03  3.000
 O9H  C5   C4   N1   119.82  3.000
 O9H  C3   C4   N1   116.15  3.000
 O9H  H6   C18  H5   106.59  3.000
 O9H  H6   C18  C19  109.89  3.000
 O9H  H5   C18  C19  108.46  3.000
 O9H  H6   C18  C3   111.58  3.000
 O9H  H5   C18  C3   109.61  3.000
 O9H  C19  C18  C3   110.59  3.000
 O9H  H8   C19  H7   107.13  3.000
 O9H  H8   C19  O4   110.41  3.000
 O9H  H7   C19  O4   111.96  3.000
 O9H  H8   C19  C18  109.14  3.000
 O9H  H7   C19  C18  109.06  3.000
 O9H  O4   C19  C18  109.09  3.000
 O9H  C20  O4   C19  114.87  3.000
 O9H  H10  C20  H9   107.08  3.000
 O9H  H10  C20  C21  109.60  3.000
 O9H  H9   C20  C21  110.11  3.000
 O9H  H10  C20  O4   106.15  3.000
 O9H  H9   C20  O4   111.32  3.000
 O9H  C21  C20  O4   112.37  3.000
 O9H  C26  C21  C22  118.75  3.000
 O9H  C22  C21  C20  119.70  3.000
 O9H  C26  C21  C20  121.54  3.000
 O9H  H11  C22  C23  119.52  3.000
 O9H  H11  C22  C21  119.69  3.000
 O9H  C23  C22  C21  120.79  3.000
 O9H  H12  C23  C24  120.01  3.000
 O9H  H12  C23  C22  119.98  3.000
 O9H  C24  C23  C22  120.01  3.000
 O9H  H13  C24  C25  120.09  3.000
 O9H  H13  C24  C23  120.16  3.000
 O9H  C25  C24  C23  119.75  3.000
 O9H  H14  C25  C26  119.87  3.000
 O9H  H14  C25  C24  120.15  3.000
 O9H  C26  C25  C24  119.98  3.000
 O9H  H15  C26  C25  119.81  3.000
 O9H  H15  C26  C21  119.48  3.000
 O9H  C25  C26  C21  120.71  3.000
 O9H  H17  C27  H16  105.64  3.000
 O9H  H17  C27  C28  106.71  3.000
 O9H  H16  C27  C28  110.44  3.000
 O9H  H17  C27  C1   108.94  3.000
 O9H  H16  C27  C1   109.71  3.000
 O9H  C28  C27  C1   114.93  3.000
 O9H  H18  C28  C42  108.14  3.000
 O9H  H18  C28  N3   103.68  3.000
 O9H  C42  C28  N3   110.86  3.000
 O9H  H18  C28  C27  110.10  3.000
 O9H  C42  C28  C27  112.83  3.000
 O9H  N3   C28  C27  110.80  3.000
 O9H  H20  N3   H19  103.31  3.000
 O9H  H20  N3   C41  108.86  3.000
 O9H  H19  N3   C41  108.66  3.000
 O9H  H20  N3   C28  108.14  3.000
 O9H  H19  N3   C28  109.62  3.000
 O9H  C41  N3   C28  117.34  3.000
 O9H  H23  C41  H22  110.12  3.000
 O9H  H23  C41  H21  109.84  3.000
 O9H  H22  C41  H21  109.48  3.000
 O9H  H23  C41  N3   109.80  3.000
 O9H  H22  C41  N3   109.63  3.000
 O9H  H21  C41  N3   107.95  3.000
 O9H  H24  C42  C44  108.12  3.000
 O9H  H24  C42  C43  108.85  3.000
 O9H  C44  C42  C43  108.93  3.000
 O9H  H24  C42  C28  108.76  3.000
 O9H  C44  C42  C28  109.61  3.000
 O9H  C43  C42  C28  112.48  3.000
 O9H  H27  C43  H26  108.47  3.000
 O9H  H27  C43  H25  106.04  3.000
 O9H  H26  C43  H25  107.40  3.000
 O9H  H27  C43  C42  113.69  3.000
 O9H  H26  C43  C42  111.29  3.000
 O9H  H25  C43  C42  109.64  3.000
 O9H  H30  C44  H29  108.09  3.000
 O9H  H30  C44  H28  107.75  3.000
 O9H  H29  C44  H28  107.01  3.000
 O9H  H30  C44  C42  110.91  3.000
 O9H  H29  C44  C42  113.24  3.000
 O9H  H28  C44  C42  109.62  3.000
 O9H  C45  O7   C1   119.12  3.000
 O9H  C46  C45  O8   125.66  3.000
 O9H  C46  C45  O7   111.00  3.000
 O9H  O8   C45  O7   123.34  3.000
 O9H  H33  C46  H32  107.30  3.000
 O9H  H33  C46  H31  108.78  3.000
 O9H  H32  C46  H31  109.53  3.000
 O9H  H33  C46  C45  109.59  3.000
 O9H  H32  C46  C45  111.22  3.000
 O9H  H31  C46  C45  110.35  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
 O9H  CONST_01  C24  C25  C26  C21     0.00   0.0  0
 O9H  CONST_02  C24  C23  C22  C21     0.00   0.0  0
 O9H  CONST_03  C25  C26  C21  C22     0.00   0.0  0
 O9H  CONST_04  C25  C24  C23  C22     0.00   0.0  0
 O9H  CONST_05  C26  C25  C24  C23     0.00   0.0  0
 O9H  CONST_06  C26  C21  C22  C23     0.00   0.0  0
 O9H  CONST_07  C25  C26  C21  C20   180.00   0.0  0
 O9H  CONST_08  C23  C22  C21  C20   180.00   0.0  0
 O9H  CONST_09  H14  C25  C26  C21   180.00   0.0  0
 O9H  CONST_10  H12  C23  C22  C21   180.00   0.0  0
 O9H  CONST_11  H15  C26  C21  C22   180.00   0.0  0
 O9H  CONST_12  H13  C24  C23  C22   180.00   0.0  0
 O9H  CONST_13  H11  C22  C23  C24   180.00   0.0  0
 O9H  Var_01    S1   C3   C4   N1      0.24  30.0  1
 O9H  Var_02    C4   C3   S1   C2     13.43  30.0  1
 O9H  Var_03    C3   C4   N1   C2    -19.02  30.0  1
 O9H  Var_04    O1   C5   C4   N1     -1.90  30.0  2
 O9H  Var_05    C19  C18  C3   S1     85.36  30.0  1
 O9H  Var_06    C26  C21  C20  O4   -107.44  30.0  2
 O9H  Var_07    O4   C19  C18  C3     70.15  30.0  2
 O9H  Var_08    C21  C20  O4   C19    83.38  30.0  2
 O9H  Var_09    O8   C45  O7   C1      2.48  30.0  1
 O9H  Var_10    H21  C41  N3   C28   173.29  30.0  3
 O9H  Var_11    H25  C43  C42  C28  -172.26  30.0  3
 O9H  Var_12    H28  C44  C42  C28   177.19  30.0  3
 O9H  Var_13    H31  C46  C45  O7   -172.86  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
 O9H  chir_01  C1   C2  O7   C27  positiv
 O9H  chir_02  C2   S1  N1   C1   positiv
 O9H  chir_03  C28  N3  C27  C42  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
 O9H  plan-1  C20  0.020
 O9H  plan-1  C21  0.020
 O9H  plan-1  C22  0.020
 O9H  plan-1  C23  0.020
 O9H  plan-1  C24  0.020
 O9H  plan-1  C25  0.020
 O9H  plan-1  C26  0.020
 O9H  plan-1  H11  0.020
 O9H  plan-1  H12  0.020
 O9H  plan-1  H13  0.020
 O9H  plan-1  H14  0.020
 O9H  plan-1  H15  0.020
 O9H  plan-2  N1   0.020
 O9H  plan-2  C2   0.020
 O9H  plan-2  C4   0.020
 O9H  plan-2  H1   0.020
 O9H  plan-3  O7   0.020
 O9H  plan-3  C45  0.020
 O9H  plan-3  O8   0.020
 O9H  plan-3  C46  0.020
 O9H  plan-4  C5   0.020
 O9H  plan-4  O1   0.020
 O9H  plan-4  C4   0.020
 O9H  plan-4  H2   0.020

