# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:45:33 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: (1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C[C@@](O)(C[C@H](CCCOc2ccccc2)[C@H]1O)C(O)=O
#
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
 CA2  CA2  '(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexanecarboxylic acid'  ligand  43  22  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CA2
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
 CA2  O2    O  O      0  -0.586   3.7127  -2.4337  -1.6115
 CA2  C7    C  C      0   0.424   3.7289  -2.2805  -0.3815
 CA2  O1    O  OC    -1  -0.608   4.0440  -3.1317   0.4840
 CA2  C1    C  CT     0   0.078   3.3225  -0.8978   0.1905
 CA2  O3    O  OH1    0  -0.712   3.4195  -0.9627   1.5969
 CA2  C2    C  CH2    0  -0.430   1.8848  -0.5635  -0.2178
 CA2  C3    C  CH1    0  -0.272   1.4322   0.8156   0.2626
 CA2  C4    C  CH1    0   0.090   2.4003   1.8777  -0.2559
 CA2  O4    O  OH1    0  -0.684   2.0054   3.1394   0.2383
 CA2  C5    C  CH1    0   0.033   3.8364   1.5644   0.1479
 CA2  O5    O  OH1    0  -0.687   4.6457   2.5930  -0.3998
 CA2  C6    C  CH2    0  -0.475   4.2558   0.1887  -0.3457
 CA2  C8    C  CH2    0  -0.414  -0.0022   1.1252  -0.1753
 CA2  C9    C  CH2    0  -0.468  -1.0407   0.1489   0.3677
 CA2  C10   C  CH2    0  -0.166  -2.4390   0.5615  -0.0419
 CA2  O11   O  O2     0  -0.478  -3.3489  -0.4225   0.4261
 CA2  C12   C  CR6    0   0.385  -4.6555  -0.3042   0.1216
 CA2  C17   C  CR16   0  -0.347  -5.4874  -1.3377   0.5607
 CA2  C16   C  CR16   0  -0.241  -6.8442  -1.3013   0.2922
 CA2  C15   C  CR16   0  -0.284  -7.3988  -0.2400  -0.4172
 CA2  C14   C  CR16   0  -0.241  -6.5711   0.7831  -0.8500
 CA2  C13   C  CR16   0  -0.383  -5.2046   0.7623  -0.5880
 CA2  H3    H  HOH1   0   0.425   3.7047  -1.8881   1.7335
 CA2  H2C1  H  HCH2   0   0.216   1.8055  -0.6085  -1.3087
 CA2  H2C2  H  HCH2   0   0.236   1.2184  -1.3351   0.1765
 CA2  HA    H  HCH1   0   0.217   1.4689   0.8308   1.3595
 CA2  H4    H  HCH1   0   0.179   2.3522   1.8654  -1.3600
 CA2  HB    H  HOH1   0   0.443   2.6829   3.7754  -0.0149
 CA2  H5    H  HCH1   0   0.200   3.8906   1.5869   1.2458
 CA2  HC    H  HOH1   0   0.452   5.5150   2.5466   0.0090
 CA2  H6C1  H  HCH2   0   0.222   4.2358   0.1727  -1.4388
 CA2  H6C2  H  HCH2   0   0.230   5.2875  -0.0159  -0.0398
 CA2  H8C1  H  HCH2   0   0.232  -0.2665   2.1349   0.1477
 CA2  H8C2  H  HCH2   0   0.211  -0.0476   1.1307  -1.2710
 CA2  H9C1  H  HCH2   0   0.235  -0.8511  -0.8604  -0.0039
 CA2  H9C2  H  HCH2   0   0.229  -0.9720   0.1056   1.4590
 CA2  H101  H  HCH2   0   0.220  -2.6894   1.5426   0.3780
 CA2  H102  H  HCH2   0   0.218  -2.5009   0.6452  -1.1337
 CA2  H17   H  HCR6   0   0.259  -5.0586  -2.1678   1.1087
 CA2  H16   H  HCR6   0   0.256  -7.4736  -2.1107   0.6394
 CA2  H15   H  HCR6   0   0.251  -8.4596  -0.2150  -0.6276
 CA2  H14   H  HCR6   0   0.257  -6.9843   1.6183  -1.4009
 CA2  H13   H  HCR6   0   0.277  -4.5926   1.5804  -0.9427

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
 CA2  O2   C7    deloc     1.240  0.020  1.240
 CA2  C7   O1    deloc     1.254  0.020  1.254
 CA2  C7   C1    single    1.550  0.020  1.550
 CA2  C1   O3    single    1.411  0.020  1.411
 CA2  C1   C2    single    1.532  0.020  1.532
 CA2  C1   C6    single    1.529  0.020  1.529
 CA2  O3   H3    single    0.850  0.020  0.980
 CA2  C2   C3    single    1.529  0.020  1.529
 CA2  C2   H2C1  single    0.970  0.020  1.090
 CA2  C2   H2C2  single    0.970  0.020  1.090
 CA2  C3   C4    single    1.528  0.020  1.528
 CA2  C3   C8    single    1.531  0.020  1.531
 CA2  C3   HA    single    0.970  0.020  1.090
 CA2  C4   O4    single    1.411  0.020  1.411
 CA2  C4   C5    single    1.524  0.020  1.524
 CA2  C4   H4    single    0.970  0.020  1.090
 CA2  O4   HB    single    0.850  0.020  0.980
 CA2  C5   O5    single    1.419  0.020  1.419
 CA2  C5   C6    single    1.521  0.020  1.521
 CA2  C5   H5    single    0.970  0.020  1.090
 CA2  O5   HC    single    0.850  0.020  0.980
 CA2  C6   H6C1  single    0.970  0.020  1.090
 CA2  C6   H6C2  single    0.970  0.020  1.090
 CA2  C8   C9    single    1.525  0.020  1.525
 CA2  C8   H8C1  single    0.970  0.020  1.090
 CA2  C8   H8C2  single    0.970  0.020  1.090
 CA2  C9   C10   single    1.514  0.020  1.514
 CA2  C9   H9C1  single    0.970  0.020  1.090
 CA2  C9   H9C2  single    0.970  0.020  1.090
 CA2  C10  O11   single    1.420  0.020  1.420
 CA2  C10  H101  single    0.970  0.020  1.090
 CA2  C10  H102  single    0.970  0.020  1.090
 CA2  O11  C12   single    1.347  0.020  1.347
 CA2  C12  C17   aromatic  1.398  0.020  1.398
 CA2  C12  C13   aromatic  1.394  0.020  1.394
 CA2  C17  C16   aromatic  1.384  0.020  1.384
 CA2  C17  H17   single    0.930  0.020  1.080
 CA2  C16  C15   aromatic  1.392  0.020  1.392
 CA2  C16  H16   single    0.930  0.020  1.080
 CA2  C15  C14   aromatic  1.385  0.020  1.385
 CA2  C15  H15   single    0.930  0.020  1.080
 CA2  C14  C13   aromatic  1.392  0.020  1.392
 CA2  C14  H14   single    0.930  0.020  1.080
 CA2  C13  H13   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
 CA2  C1    C7   O1    114.62  3.000
 CA2  C1    C7   O2    118.21  3.000
 CA2  O1    C7   O2    127.17  3.000
 CA2  C6    C1   C2    108.92  3.000
 CA2  C6    C1   O3    109.88  3.000
 CA2  C2    C1   O3    109.89  3.000
 CA2  C6    C1   C7    110.14  3.000
 CA2  C2    C1   C7    110.02  3.000
 CA2  O3    C1   C7    107.98  3.000
 CA2  H3    O3   C1    101.70  3.000
 CA2  H2C2  C2   H2C1  106.64  3.000
 CA2  H2C2  C2   C3    110.05  3.000
 CA2  H2C1  C2   C3    109.19  3.000
 CA2  H2C2  C2   C1    108.79  3.000
 CA2  H2C1  C2   C1    108.95  3.000
 CA2  C3    C2   C1    113.02  3.000
 CA2  HA    C3   C8    108.32  3.000
 CA2  HA    C3   C4    107.96  3.000
 CA2  C8    C3   C4    110.85  3.000
 CA2  HA    C3   C2    108.46  3.000
 CA2  C8    C3   C2    111.70  3.000
 CA2  C4    C3   C2    109.44  3.000
 CA2  H4    C4   C5    107.66  3.000
 CA2  H4    C4   O4    110.34  3.000
 CA2  C5    C4   O4    110.77  3.000
 CA2  H4    C4   C3    107.68  3.000
 CA2  C5    C4   C3    111.36  3.000
 CA2  O4    C4   C3    108.98  3.000
 CA2  HB    O4   C4    107.54  3.000
 CA2  H5    C5   C6    109.21  3.000
 CA2  H5    C5   O5    110.04  3.000
 CA2  C6    C5   O5    111.92  3.000
 CA2  H5    C5   C4    107.87  3.000
 CA2  C6    C5   C4    111.09  3.000
 CA2  O5    C5   C4    106.62  3.000
 CA2  HC    O5   C5    108.45  3.000
 CA2  H6C2  C6   H6C1  107.08  3.000
 CA2  H6C2  C6   C5    109.76  3.000
 CA2  H6C1  C6   C5    109.43  3.000
 CA2  H6C2  C6   C1    110.13  3.000
 CA2  H6C1  C6   C1    109.21  3.000
 CA2  C5    C6   C1    111.14  3.000
 CA2  H8C2  C8   H8C1  106.31  3.000
 CA2  H8C2  C8   C9    109.31  3.000
 CA2  H8C1  C8   C9    108.75  3.000
 CA2  H8C2  C8   C3    109.00  3.000
 CA2  H8C1  C8   C3    109.20  3.000
 CA2  C9    C8   C3    113.98  3.000
 CA2  H9C2  C9   H9C1  106.97  3.000
 CA2  H9C2  C9   C10   109.79  3.000
 CA2  H9C1  C9   C10   108.67  3.000
 CA2  H9C2  C9   C8    109.74  3.000
 CA2  H9C1  C9   C8    110.62  3.000
 CA2  C10   C9   C8    110.98  3.000
 CA2  H102  C10  H101  107.47  3.000
 CA2  H102  C10  O11   110.18  3.000
 CA2  H101  C10  O11   110.34  3.000
 CA2  H102  C10  C9    110.01  3.000
 CA2  H101  C10  C9    110.56  3.000
 CA2  O11   C10  C9    108.29  3.000
 CA2  C12   O11  C10   119.10  3.000
 CA2  C13   C12  C17   119.43  3.000
 CA2  C13   C12  O11   124.37  3.000
 CA2  C17   C12  O11   116.19  3.000
 CA2  H17   C17  C16   120.44  3.000
 CA2  H17   C17  C12   119.35  3.000
 CA2  C16   C17  C12   120.21  3.000
 CA2  H16   C16  C15   120.12  3.000
 CA2  H16   C16  C17   119.23  3.000
 CA2  C15   C16  C17   120.65  3.000
 CA2  H15   C15  C14   120.53  3.000
 CA2  H15   C15  C16   120.50  3.000
 CA2  C14   C15  C16   118.96  3.000
 CA2  H14   C14  C13   118.83  3.000
 CA2  H14   C14  C15   120.05  3.000
 CA2  C13   C14  C15   121.12  3.000
 CA2  H13   C13  C14   118.86  3.000
 CA2  H13   C13  C12   121.53  3.000
 CA2  C14   C13  C12   119.62  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
 CA2  CONST_01  C15   C16  C17  C12    0.00   0.0  0
 CA2  CONST_02  C15   C14  C13  C12    0.00   0.0  0
 CA2  CONST_03  C14   C13  C12  C17    0.00   0.0  0
 CA2  CONST_04  C14   C15  C16  C17    0.00   0.0  0
 CA2  CONST_05  C13   C12  C17  C16    0.00   0.0  0
 CA2  CONST_06  C13   C14  C15  C16    0.00   0.0  0
 CA2  CONST_07  C16   C17  C12  O11  180.00   0.0  0
 CA2  CONST_08  C14   C13  C12  O11  180.00   0.0  0
 CA2  CONST_09  H16   C16  C17  C12  180.00   0.0  0
 CA2  CONST_10  H14   C14  C13  C12  180.00   0.0  0
 CA2  CONST_11  H13   C13  C12  C17  180.00   0.0  0
 CA2  CONST_12  H15   C15  C16  C17  180.00   0.0  0
 CA2  CONST_13  H17   C17  C16  C15  180.00   0.0  0
 CA2  Var_01    C17   C12  O11  C10  177.17  30.0  2
 CA2  Var_02    C10   C9   C8   C3   176.84  30.0  3
 CA2  Var_03    H101  C10  O11  C12   62.15  30.0  1
 CA2  Var_04    O11   C10  C9   C8   176.72  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
 CA2  chir_01  C1  O3  C2  C6  negativ
 CA2  chir_02  C3  C2  C4  C8  negativ
 CA2  chir_03  C4  O4  C3  C5  positiv
 CA2  chir_04  C5  O5  C4  C6  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
 CA2  plan-1  O11  0.020
 CA2  plan-1  C12  0.020
 CA2  plan-1  C17  0.020
 CA2  plan-1  C16  0.020
 CA2  plan-1  C15  0.020
 CA2  plan-1  C14  0.020
 CA2  plan-1  C13  0.020
 CA2  plan-1  H17  0.020
 CA2  plan-1  H16  0.020
 CA2  plan-1  H15  0.020
 CA2  plan-1  H14  0.020
 CA2  plan-1  H13  0.020
 CA2  plan-2  O2   0.020
 CA2  plan-2  C7   0.020
 CA2  plan-2  O1   0.020
 CA2  plan-2  C1   0.020

