# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:29:37 2022
#   Inital geometry file: a 135 line input string
#   Ligand name: 4-[({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}carbonyl)amino]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1C[C@H](CC[C@@H]1c2ccc(cc2)C(=O)NCCCC(O)=O)c3ccccc3
#
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
 HOP  HOP  '4-[({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}carbonyl)amino]butanoic acid'  ligand  54  28  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HOP
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
 HOP  C1    C  CR16   0  -0.277   1.2985  -0.3726   8.9605
 HOP  C2    C  CR16   0  -0.238   0.0221  -0.4639   8.4181
 HOP  C6    C  CR16   0  -0.237   2.3832  -0.1708   8.1188
 HOP  C5    C  CR16   0  -0.341   2.1894  -0.0608   6.7470
 HOP  C4    C  CR6    0   0.204   0.9164  -0.1501   6.1898
 HOP  C3    C  CR16   0  -0.320  -0.1651  -0.3539   7.0476
 HOP  C7    C  CH1    0  -0.355   0.7213  -0.0438   4.6989
 HOP  C12   C  CH2    0  -0.458  -0.2197   1.1018   4.3170
 HOP  C11   C  CH1    0   0.102  -0.3668   1.2246   2.8038
 HOP  C10   C  CH1    0  -0.377  -0.8898  -0.0816   2.2079
 HOP  C9    C  CH2    0  -0.425   0.0414  -1.2393   2.5856
 HOP  C8    C  CH2    0  -0.413   0.2163  -1.3575   4.0943
 HOP  C13   C  CR6    0   0.218  -1.0837   0.0119   0.7178
 HOP  C14   C  CR16   0  -0.328  -2.3513  -0.1122   0.1567
 HOP  C15   C  CR16   0  -0.254  -2.5391  -0.0545  -1.2150
 HOP  C16   C  CR6    0  -0.055  -1.4546   0.1140  -2.0708
 HOP  C17   C  CR16   0  -0.279  -0.1834   0.2548  -1.5153
 HOP  C18   C  CR16   0  -0.303  -0.0040   0.2051  -0.1426
 HOP  O19   O  OH1    0  -0.668  -1.2644   2.2514   2.4460
 HOP  C20   C  C      0   0.525  -1.7111   0.1557  -3.5429
 HOP  O21   O  O      0  -0.497  -2.8050   0.4877  -3.9850
 HOP  N22   N  NH1    0  -0.653  -0.6823  -0.1947  -4.3303
 HOP  C23   C  CH2    0  -0.241  -0.7631  -0.2519  -5.7757
 HOP  C24   C  CH2    0  -0.451   0.6164  -0.1237  -6.4044
 HOP  C25   C  CH2    0  -0.586   0.5507  -0.2599  -7.9161
 HOP  C26   C  C      0   0.415   1.8937  -0.1376  -8.6590
 HOP  O27   O  O      0  -0.607   2.9236   0.0328  -7.9782
 HOP  O28   O  OC    -1  -0.632   1.8349  -0.2236  -9.9036
 HOP  H1    H  HCR6   0   0.252   1.4439  -0.4569  10.0297
 HOP  H2    H  HCR6   0   0.252  -0.8312  -0.6210   9.0657
 HOP  H6    H  HCR6   0   0.252   3.3830  -0.0977   8.5279
 HOP  H5    H  HCR6   0   0.246   3.0434   0.0977   6.0984
 HOP  H3    H  HCR6   0   0.245  -1.1689  -0.4278   6.6444
 HOP  H7    H  HCH1   0   0.241   1.6999   0.1700   4.2520
 HOP  H121  H  HCH2   0   0.242   0.1594   2.0440   4.7256
 HOP  H122  H  HCH2   0   0.224  -1.2107   0.9393   4.7546
 HOP  H11   H  HCH1   0   0.192   0.6317   1.4219   2.3809
 HOP  H10   H  HCH1   0   0.245  -1.8684  -0.2778   2.6637
 HOP  H91   H  HCH2   0   0.224   1.0215  -1.0907   2.1205
 HOP  H92   H  HCH2   0   0.246  -0.3555  -2.1717   2.1787
 HOP  H81   H  HCH2   0   0.240   0.9170  -2.1641   4.3227
 HOP  H82   H  HCH2   0   0.222  -0.7388  -1.6296   4.5554
 HOP  H14   H  HCR6   0   0.251  -3.2076  -0.2606   0.8037
 HOP  H15   H  HCR6   0   0.254  -3.5365  -0.1530  -1.6231
 HOP  H17   H  HCR6   0   0.254   0.6825   0.4267  -2.1431
 HOP  H18   H  HCR6   0   0.253   0.9964   0.3220   0.2574
 HOP  HO9   H  HOH1   0   0.448  -0.9394   3.0765   2.8206
 HOP  HN2   H  HNH1   0   0.401   0.1289  -0.6159  -3.9073
 HOP  H231  H  HCH2   0   0.225  -1.2315  -1.1911  -6.0915
 HOP  H232  H  HCH2   0   0.235  -1.4097   0.5551  -6.1217
 HOP  H241  H  HCH2   0   0.222   1.0481   0.8412  -6.1281
 HOP  H242  H  HCH2   0   0.217   1.2783  -0.8910  -5.9919
 HOP  H251  H  HCH2   0   0.224   0.1049  -1.2259  -8.1795
 HOP  H252  H  HCH2   0   0.223  -0.1363   0.4893  -8.3260

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
 HOP  C1   C2    aromatic  1.390  0.020  1.390
 HOP  C1   C6    aromatic  1.388  0.020  1.388
 HOP  C1   H1    single    0.930  0.020  1.080
 HOP  C2   C3    aromatic  1.388  0.020  1.388
 HOP  C2   H2    single    0.930  0.020  1.080
 HOP  C6   C5    aromatic  1.390  0.020  1.390
 HOP  C6   H6    single    0.930  0.020  1.080
 HOP  C5   C4    aromatic  1.392  0.020  1.392
 HOP  C5   H5    single    0.930  0.020  1.080
 HOP  C4   C3    aromatic  1.395  0.020  1.395
 HOP  C4   C7    single    1.507  0.020  1.507
 HOP  C3   H3    single    0.930  0.020  1.080
 HOP  C7   C12   single    1.531  0.020  1.531
 HOP  C7   C8    single    1.532  0.020  1.532
 HOP  C7   H7    single    0.970  0.020  1.090
 HOP  C12  C11   single    1.525  0.020  1.525
 HOP  C12  H121  single    0.970  0.020  1.090
 HOP  C12  H122  single    0.970  0.020  1.090
 HOP  C11  C10   single    1.528  0.020  1.528
 HOP  C11  O19   single    1.410  0.020  1.410
 HOP  C11  H11   single    0.970  0.020  1.090
 HOP  C10  C9    single    1.533  0.020  1.533
 HOP  C10  C13   single    1.506  0.020  1.506
 HOP  C10  H10   single    0.970  0.020  1.090
 HOP  C9   C8    single    1.523  0.020  1.523
 HOP  C9   H91   single    0.970  0.020  1.090
 HOP  C9   H92   single    0.970  0.020  1.090
 HOP  C8   H81   single    0.970  0.020  1.090
 HOP  C8   H82   single    0.970  0.020  1.090
 HOP  C13  C14   aromatic  1.392  0.020  1.392
 HOP  C13  C18   aromatic  1.394  0.020  1.394
 HOP  C14  C15   aromatic  1.386  0.020  1.386
 HOP  C14  H14   single    0.930  0.020  1.080
 HOP  C15  C16   aromatic  1.392  0.020  1.392
 HOP  C15  H15   single    0.930  0.020  1.080
 HOP  C16  C17   aromatic  1.394  0.020  1.394
 HOP  C16  C20   single    1.495  0.020  1.495
 HOP  C17  C18   aromatic  1.385  0.020  1.385
 HOP  C17  H17   single    0.930  0.020  1.080
 HOP  C18  H18   single    0.930  0.020  1.080
 HOP  O19  HO9   single    0.850  0.020  0.980
 HOP  C20  O21   double    1.226  0.020  1.226
 HOP  C20  N22   single    1.342  0.020  1.342
 HOP  N22  C23   single    1.449  0.020  1.449
 HOP  N22  HN2   single    0.860  0.020  1.020
 HOP  C23  C24   single    1.521  0.020  1.521
 HOP  C23  H231  single    0.970  0.020  1.090
 HOP  C23  H232  single    0.970  0.020  1.090
 HOP  C24  C25   single    1.519  0.020  1.519
 HOP  C24  H241  single    0.970  0.020  1.090
 HOP  C24  H242  single    0.970  0.020  1.090
 HOP  C25  C26   single    1.540  0.020  1.540
 HOP  C25  H251  single    0.970  0.020  1.090
 HOP  C25  H252  single    0.970  0.020  1.090
 HOP  C26  O27   deloc     1.246  0.020  1.246
 HOP  C26  O28   deloc     1.249  0.020  1.249

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
 HOP  H1    C1   C6    120.37  3.000
 HOP  H1    C1   C2    120.24  3.000
 HOP  C6    C1   C2    119.39  3.000
 HOP  H2    C2   C3    119.74  3.000
 HOP  H2    C2   C1    119.99  3.000
 HOP  C3    C2   C1    120.27  3.000
 HOP  H6    C6   C5    119.76  3.000
 HOP  H6    C6   C1    120.16  3.000
 HOP  C5    C6   C1    120.08  3.000
 HOP  H5    C5   C4    119.36  3.000
 HOP  H5    C5   C6    119.49  3.000
 HOP  C4    C5   C6    121.16  3.000
 HOP  C7    C4   C3    121.20  3.000
 HOP  C7    C4   C5    120.64  3.000
 HOP  C3    C4   C5    118.16  3.000
 HOP  H3    C3   C4    119.93  3.000
 HOP  H3    C3   C2    119.13  3.000
 HOP  C4    C3   C2    120.95  3.000
 HOP  H7    C7   C8    107.49  3.000
 HOP  H7    C7   C12   107.51  3.000
 HOP  C8    C7   C12   109.92  3.000
 HOP  H7    C7   C4    107.53  3.000
 HOP  C8    C7   C4    111.87  3.000
 HOP  C12   C7   C4    112.28  3.000
 HOP  H122  C12  H121  106.97  3.000
 HOP  H122  C12  C11   108.73  3.000
 HOP  H121  C12  C11   109.53  3.000
 HOP  H122  C12  C7    110.21  3.000
 HOP  H121  C12  C7    109.76  3.000
 HOP  C11   C12  C7    111.53  3.000
 HOP  H11   C11  O19   110.43  3.000
 HOP  H11   C11  C10   108.27  3.000
 HOP  O19   C11  C10   107.80  3.000
 HOP  H11   C11  C12   107.92  3.000
 HOP  O19   C11  C12   111.82  3.000
 HOP  C10   C11  C12   110.55  3.000
 HOP  H10   C10  C13   107.91  3.000
 HOP  H10   C10  C9    107.72  3.000
 HOP  C13   C10  C9    111.66  3.000
 HOP  H10   C10  C11   107.23  3.000
 HOP  C13   C10  C11   112.14  3.000
 HOP  C9    C10  C11   109.97  3.000
 HOP  H92   C9   H91   106.43  3.000
 HOP  H92   C9   C8    110.16  3.000
 HOP  H91   C9   C8    109.18  3.000
 HOP  H92   C9   C10   109.40  3.000
 HOP  H91   C9   C10   109.67  3.000
 HOP  C8    C9   C10   111.86  3.000
 HOP  H82   C8   H81   106.73  3.000
 HOP  H82   C8   C9    109.65  3.000
 HOP  H81   C8   C9    109.75  3.000
 HOP  H82   C8   C7    109.54  3.000
 HOP  H81   C8   C7    109.83  3.000
 HOP  C9    C8   C7    111.24  3.000
 HOP  C18   C13  C14   117.97  3.000
 HOP  C18   C13  C10   121.31  3.000
 HOP  C14   C13  C10   120.72  3.000
 HOP  H14   C14  C15   119.32  3.000
 HOP  H14   C14  C13   119.42  3.000
 HOP  C15   C14  C13   121.25  3.000
 HOP  H15   C15  C16   119.82  3.000
 HOP  H15   C15  C14   119.63  3.000
 HOP  C16   C15  C14   120.54  3.000
 HOP  C20   C16  C17   123.09  3.000
 HOP  C20   C16  C15   118.37  3.000
 HOP  C17   C16  C15   118.53  3.000
 HOP  H17   C17  C18   118.46  3.000
 HOP  H17   C17  C16   120.92  3.000
 HOP  C18   C17  C16   120.61  3.000
 HOP  H18   C18  C17   118.77  3.000
 HOP  H18   C18  C13   120.14  3.000
 HOP  C17   C18  C13   121.08  3.000
 HOP  HO9   O19  C11   108.09  3.000
 HOP  N22   C20  O21   122.91  3.000
 HOP  N22   C20  C16   116.03  3.000
 HOP  O21   C20  C16   121.05  3.000
 HOP  HN2   N22  C23   116.58  3.000
 HOP  HN2   N22  C20   118.70  3.000
 HOP  C23   N22  C20   123.56  3.000
 HOP  H232  C23  H231  106.81  3.000
 HOP  H232  C23  C24   110.14  3.000
 HOP  H231  C23  C24   109.91  3.000
 HOP  H232  C23  N22   108.69  3.000
 HOP  H231  C23  N22   110.19  3.000
 HOP  C24   C23  N22   111.00  3.000
 HOP  H242  C24  H241  106.56  3.000
 HOP  H242  C24  C25   109.78  3.000
 HOP  H241  C24  C25   110.36  3.000
 HOP  H242  C24  C23   109.49  3.000
 HOP  H241  C24  C23   109.15  3.000
 HOP  C25   C24  C23   111.37  3.000
 HOP  H252  C25  H251  104.93  3.000
 HOP  H252  C25  C26   108.18  3.000
 HOP  H251  C25  C26   107.99  3.000
 HOP  H252  C25  C24   109.76  3.000
 HOP  H251  C25  C24   109.62  3.000
 HOP  C26   C25  C24   115.80  3.000
 HOP  O28   C26  O27   126.35  3.000
 HOP  O28   C26  C25   115.74  3.000
 HOP  O27   C26  C25   117.91  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
 HOP  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 HOP  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 HOP  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 HOP  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 HOP  CONST_05  C3   C2   C1   C6     0.00   0.0  0
 HOP  CONST_06  C3   C4   C5   C6     0.00   0.0  0
 HOP  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 HOP  CONST_08  C16  C17  C18  C13    0.00   0.0  0
 HOP  CONST_09  C17  C18  C13  C14    0.00   0.0  0
 HOP  CONST_10  C17  C16  C15  C14    0.00   0.0  0
 HOP  CONST_11  C18  C13  C14  C15    0.00   0.0  0
 HOP  CONST_12  C18  C17  C16  C15    0.00   0.0  0
 HOP  CONST_13  C7   C4   C3   C2   180.00   0.0  0
 HOP  CONST_14  C7   C4   C5   C6   180.00   0.0  0
 HOP  CONST_15  C15  C14  C13  C10  180.00   0.0  0
 HOP  CONST_16  C17  C18  C13  C10  180.00   0.0  0
 HOP  CONST_17  C20  C16  C15  C14  180.00   0.0  0
 HOP  CONST_18  C20  C16  C17  C18  180.00   0.0  0
 HOP  CONST_19  H3   C3   C2   C1   180.00   0.0  0
 HOP  CONST_20  H5   C5   C6   C1   180.00   0.0  0
 HOP  CONST_21  H6   C6   C1   C2   180.00   0.0  0
 HOP  CONST_22  H2   C2   C1   C6   180.00   0.0  0
 HOP  CONST_23  H1   C1   C6   C5   180.00   0.0  0
 HOP  CONST_24  H14  C14  C13  C10    0.00   0.0  0
 HOP  CONST_25  H18  C18  C13  C10    0.00   0.0  0
 HOP  CONST_26  H15  C15  C14  C13  180.00   0.0  0
 HOP  CONST_27  H17  C17  C18  C13  180.00   0.0  0
 HOP  CONST_28  C23  N22  C20  C16  180.00   0.0  0
 HOP  CONST_29  HN2  N22  C20  C16    0.00   0.0  0
 HOP  CONST_30  C23  N22  C20  O21    0.00   0.0  0
 HOP  Var_01    C10  C9   C8   C7   -55.90  30.0  1
 HOP  Var_02    O21  C20  C16  C15   24.47  30.0  2
 HOP  Var_03    C24  C23  N22  C20  157.25  30.0  3
 HOP  Var_04    C25  C24  C23  N22  176.84  30.0  3
 HOP  Var_05    C26  C25  C24  C23  179.65  30.0  3
 HOP  Var_06    O27  C26  C25  C24    1.46  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
 HOP  chir_01  C7   C4   C12  C8   positiv
 HOP  chir_02  C11  O19  C12  C10  negativ
 HOP  chir_03  C10  C11  C9   C13  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
 HOP  plan-1  C1   0.020
 HOP  plan-1  C2   0.020
 HOP  plan-1  C6   0.020
 HOP  plan-1  C5   0.020
 HOP  plan-1  C4   0.020
 HOP  plan-1  C3   0.020
 HOP  plan-1  C7   0.020
 HOP  plan-1  H1   0.020
 HOP  plan-1  H2   0.020
 HOP  plan-1  H6   0.020
 HOP  plan-1  H5   0.020
 HOP  plan-1  H3   0.020
 HOP  plan-2  C10  0.020
 HOP  plan-2  C13  0.020
 HOP  plan-2  C14  0.020
 HOP  plan-2  C15  0.020
 HOP  plan-2  C16  0.020
 HOP  plan-2  C17  0.020
 HOP  plan-2  C18  0.020
 HOP  plan-2  C20  0.020
 HOP  plan-2  H14  0.020
 HOP  plan-2  H15  0.020
 HOP  plan-2  H17  0.020
 HOP  plan-2  H18  0.020
 HOP  plan-3  C16  0.020
 HOP  plan-3  C20  0.020
 HOP  plan-3  O21  0.020
 HOP  plan-3  N22  0.020
 HOP  plan-3  C23  0.020
 HOP  plan-3  HN2  0.020
 HOP  plan-4  C25  0.020
 HOP  plan-4  C26  0.020
 HOP  plan-4  O27  0.020
 HOP  plan-4  O28  0.020

