# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 04:00:50 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(S)-hydroxy(phenyl)methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2cc(O)cc(c2)[C@@H](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
 1H3  1H3  3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(S)-hydroxy(phenyl)methyl]phenol  ligand  39  22  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1H3
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
 1H3  C4   C  CR16  0  -0.382  -0.1117  -0.3366   0.4225
 1H3  C14  C  CR16  0  -0.242   3.5505   1.6838  -1.1475
 1H3  C5   C  CR6   0   0.084   0.8818  -1.3013   0.5558
 1H3  C6   C  CR16  0  -0.470   0.6565  -2.5868   0.0866
 1H3  C11  C  CR16  0  -0.322   3.1604   1.3686   1.5782
 1H3  C7   C  CR6   0   0.406  -0.5579  -2.9036  -0.5209
 1H3  C8   C  CR16  0  -0.422  -1.5522  -1.9417  -0.6445
 1H3  C9   C  CH1   0  -0.056   2.1815  -0.9310   1.2494
 1H3  C10  C  CR6   0   0.095   2.7636   0.3582   0.7101
 1H3  C12  C  CR16  0  -0.241   3.7443   2.5320   1.0919
 1H3  C13  C  CR16  0  -0.265   3.9428   2.6903  -0.2722
 1H3  C3   C  CR6   0   0.088  -1.3322  -0.6507  -0.1696
 1H3  O1   O  OH1   0  -0.645   3.1349  -1.9669   1.2291
 1H3  C15  C  CR16  0  -0.284   2.9620   0.5269  -0.6592
 1H3  O    O  OH1   0  -0.633  -0.8240  -4.1367  -0.9944
 1H3  C2   C  CR5   0  -0.182  -2.3748   0.3709  -0.2902
 1H3  C16  C  CR5   0   0.420  -2.8011   1.2502   0.6566
 1H3  C17  C  CH3   0  -0.765  -2.4341   1.4671   2.0747
 1H3  O2   O  O     0  -0.344  -3.7471   2.0322   0.1341
 1H3  N    N  N     0  -0.182  -3.9665   1.6924  -1.1697
 1H3  C1   C  CR5   0   0.250  -3.1631   0.7042  -1.4327
 1H3  C    C  CH3   0  -0.749  -3.1323   0.0857  -2.7845
 1H3  H1   H  HCR6  0   0.243   0.0755   0.6768   0.7568
 1H3  H3   H  HCR6  0   0.267   1.4186  -3.3503   0.1913
 1H3  H4   H  HCR6  0   0.255   3.0065   1.2488   2.6444
 1H3  H5   H  HCR6  0   0.255  -2.5004  -2.2149  -1.0905
 1H3  H6   H  HCH1  0   0.272   1.9480  -0.7792   2.3085
 1H3  H7   H  HCR6  0   0.257   4.0428   3.3131   1.7792
 1H3  H8   H  HCR6  0   0.258   4.3963   3.5954  -0.6544
 1H3  H9   H  HOH1  0   0.451   3.4957  -2.0459   0.3387
 1H3  H10  H  HCR6  0   0.255   2.6415  -0.2404  -1.3556
 1H3  H11  H  HOH1  0   0.475  -0.0808  -4.7284  -0.8329
 1H3  H12  H  HCH3  0   0.274  -3.3079   1.7311   2.6696
 1H3  H13  H  HCH3  0   0.266  -1.9941   0.5638   2.4920
 1H3  H14  H  HCH3  0   0.272  -1.7046   2.2725   2.1776
 1H3  H15  H  HCH3  0   0.260  -3.5587  -0.9174  -2.7665
 1H3  H16  H  HCH3  0   0.265  -3.7012   0.6806  -3.4962
 1H3  H17  H  HCH3  0   0.258  -2.1072  -0.0040  -3.1437
 1H3  H2   H  HCR6  0   0.258   3.6982   1.8049  -2.2128

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
 1H3  C12  C13  aromatic  1.387  0.020  1.387
 1H3  C12  C11  aromatic  1.390  0.020  1.390
 1H3  C13  C14  aromatic  1.390  0.020  1.390
 1H3  C11  C10  aromatic  1.390  0.020  1.390
 1H3  C14  C15  aromatic  1.387  0.020  1.387
 1H3  C10  C15  aromatic  1.394  0.020  1.394
 1H3  C10  C9   single    1.514  0.020  1.514
 1H3  C9   O1   single    1.408  0.020  1.408
 1H3  C9   C5   single    1.519  0.020  1.519
 1H3  C5   C4   aromatic  1.391  0.020  1.391
 1H3  C5   C6   aromatic  1.387  0.020  1.387
 1H3  C4   C3   aromatic  1.392  0.020  1.392
 1H3  C17  C16  single    1.481  0.020  1.481
 1H3  C6   C7   aromatic  1.394  0.020  1.394
 1H3  C16  O2   aromatic  1.334  0.020  1.334
 1H3  C16  C2   aromatic  1.361  0.020  1.361
 1H3  O2   N    aromatic  1.365  0.020  1.365
 1H3  C3   C2   single    1.465  0.020  1.465
 1H3  C3   C8   aromatic  1.393  0.020  1.393
 1H3  C2   C1   aromatic  1.427  0.020  1.427
 1H3  N    C1   aromatic  1.300  0.020  1.300
 1H3  C1   C    single    1.487  0.020  1.487
 1H3  C7   C8   aromatic  1.389  0.020  1.389
 1H3  C7   O    single    1.347  0.020  1.347
 1H3  C4   H1   single    0.930  0.020  1.080
 1H3  C14  H2   single    0.930  0.020  1.080
 1H3  C6   H3   single    0.930  0.020  1.080
 1H3  C11  H4   single    0.930  0.020  1.080
 1H3  C8   H5   single    0.930  0.020  1.080
 1H3  C9   H6   single    0.970  0.020  1.090
 1H3  C12  H7   single    0.930  0.020  1.080
 1H3  C13  H8   single    0.930  0.020  1.080
 1H3  O1   H9   single    0.850  0.020  0.980
 1H3  C15  H10  single    0.930  0.020  1.080
 1H3  O    H11  single    0.850  0.020  0.980
 1H3  C17  H12  single    0.970  0.020  1.090
 1H3  C17  H13  single    0.970  0.020  1.090
 1H3  C17  H14  single    0.970  0.020  1.090
 1H3  C    H15  single    0.970  0.020  1.090
 1H3  C    H16  single    0.970  0.020  1.090
 1H3  C    H17  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
 1H3  H1   C4   C3   119.59  3.000
 1H3  H1   C4   C5   119.71  3.000
 1H3  C3   C4   C5   120.68  3.000
 1H3  H2   C14  C15  119.86  3.000
 1H3  H2   C14  C13  120.01  3.000
 1H3  C15  C14  C13  120.13  3.000
 1H3  C9   C5   C6   121.29  3.000
 1H3  C6   C5   C4   119.63  3.000
 1H3  C9   C5   C4   119.06  3.000
 1H3  H3   C6   C7   119.63  3.000
 1H3  H3   C6   C5   120.40  3.000
 1H3  C7   C6   C5   119.96  3.000
 1H3  H4   C11  C12  119.76  3.000
 1H3  H4   C11  C10  119.57  3.000
 1H3  C12  C11  C10  120.66  3.000
 1H3  O    C7   C8   117.46  3.000
 1H3  O    C7   C6   122.21  3.000
 1H3  C8   C7   C6   120.32  3.000
 1H3  H5   C8   C3   120.83  3.000
 1H3  H5   C8   C7   119.26  3.000
 1H3  C3   C8   C7   119.90  3.000
 1H3  H6   C9   O1   105.09  3.000
 1H3  H6   C9   C10  107.97  3.000
 1H3  O1   C9   C10  111.17  3.000
 1H3  H6   C9   C5   107.03  3.000
 1H3  O1   C9   C5   113.17  3.000
 1H3  C10  C9   C5   111.95  3.000
 1H3  C15  C10  C9   120.52  3.000
 1H3  C9   C10  C11  120.42  3.000
 1H3  C15  C10  C11  119.01  3.000
 1H3  H7   C12  C13  120.17  3.000
 1H3  H7   C12  C11  119.85  3.000
 1H3  C13  C12  C11  119.98  3.000
 1H3  H8   C13  C12  120.17  3.000
 1H3  H8   C13  C14  120.10  3.000
 1H3  C12  C13  C14  119.73  3.000
 1H3  C2   C3   C8   120.39  3.000
 1H3  C8   C3   C4   119.50  3.000
 1H3  C2   C3   C4   120.11  3.000
 1H3  H9   O1   C9   109.10  3.000
 1H3  H10  C15  C10  120.21  3.000
 1H3  H10  C15  C14  119.30  3.000
 1H3  C10  C15  C14  120.48  3.000
 1H3  H11  O    C7   110.54  3.000
 1H3  C1   C2   C16  103.47  3.000
 1H3  C1   C2   C3   128.45  3.000
 1H3  C16  C2   C3   128.06  3.000
 1H3  O2   C16  C17  117.71  3.000
 1H3  O2   C16  C2   109.18  3.000
 1H3  C17  C16  C2   133.11  3.000
 1H3  H14  C17  H13  107.83  3.000
 1H3  H14  C17  H12  107.80  3.000
 1H3  H13  C17  H12  108.42  3.000
 1H3  H14  C17  C16  111.35  3.000
 1H3  H13  C17  C16  110.24  3.000
 1H3  H12  C17  C16  111.08  3.000
 1H3  N    O2   C16  110.01  3.000
 1H3  C1   N    O2   106.44  3.000
 1H3  C    C1   N    120.85  3.000
 1H3  C    C1   C2   128.25  3.000
 1H3  N    C1   C2   110.90  3.000
 1H3  H17  C    H16  108.74  3.000
 1H3  H17  C    H15  107.31  3.000
 1H3  H16  C    H15  108.02  3.000
 1H3  H17  C    C1   110.70  3.000
 1H3  H16  C    C1   110.88  3.000
 1H3  H15  C    C1   111.08  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
 1H3  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 1H3  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 1H3  CONST_05  C11  C12  C13  C14     0.00   0.0  0
 1H3  CONST_06  C11  C10  C15  C14     0.00   0.0  0
 1H3  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 1H3  CONST_08  C8   C3   C4   C5      0.00   0.0  0
 1H3  CONST_09  C8   C7   C6   C5      0.00   0.0  0
 1H3  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 1H3  CONST_11  C3   C8   C7   C6      0.00   0.0  0
 1H3  CONST_12  C2   C3   C8   C7    180.00   0.0  0
 1H3  CONST_15  C13  C12  C11  C10     0.00   0.0  0
 1H3  CONST_16  C13  C14  C15  C10     0.00   0.0  0
 1H3  CONST_17  C15  C14  C13  C12     0.00   0.0  0
 1H3  CONST_18  C15  C10  C11  C12     0.00   0.0  0
 1H3  CONST_19  O2   C16  C2   C3    180.00   0.0  0
 1H3  CONST_20  N    C1   C2   C3    180.00   0.0  0
 1H3  CONST_21  N    O2   C16  C2      0.00   0.0  0
 1H3  CONST_22  O2   N    C1   C2      0.00   0.0  0
 1H3  CONST_23  C1   N    O2   C16     0.00   0.0  0
 1H3  CONST_24  N    C1   C2   C16     0.00   0.0  0
 1H3  CONST_25  C1   C2   C16  O2      0.00   0.0  0
 1H3  CONST_26  C9   C10  C15  C14   180.00   0.0  0
 1H3  CONST_27  O    C7   C6   C5    180.00   0.0  0
 1H3  CONST_28  C9   C5   C6   C7    180.00   0.0  0
 1H3  CONST_29  C12  C11  C10  C9    180.00   0.0  0
 1H3  CONST_30  C3   C4   C5   C9    180.00   0.0  0
 1H3  CONST_31  C17  C16  C2   C3      0.00   0.0  0
 1H3  CONST_32  C    C1   C2   C3      0.00   0.0  0
 1H3  CONST_33  O    C7   C8   C3    180.00   0.0  0
 1H3  CONST_34  C    C1   C2   C16   180.00   0.0  0
 1H3  CONST_35  N    O2   C16  C17   180.00   0.0  0
 1H3  CONST_36  C1   C2   C16  C17   180.00   0.0  0
 1H3  CONST_37  C    C1   N    O2    180.00   0.0  0
 1H3  CONST_38  H3   C6   C5   C4    180.00   0.0  0
 1H3  CONST_39  H5   C8   C3   C4    180.00   0.0  0
 1H3  CONST_40  H7   C12  C13  C14   180.00   0.0  0
 1H3  CONST_41  H1   C4   C5   C6    180.00   0.0  0
 1H3  CONST_42  H8   C13  C12  C11   180.00   0.0  0
 1H3  CONST_43  H10  C15  C10  C11   180.00   0.0  0
 1H3  CONST_44  H2   C14  C15  C10   180.00   0.0  0
 1H3  CONST_45  H4   C11  C12  C13   180.00   0.0  0
 1H3  Var_01    H12  C17  C16  C2   -142.72  30.0  2
 1H3  Var_02    H15  C    C1   C2     71.32  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
 1H3  chir_01  C9  C10  O1  C5  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
 1H3  plan-1  C3   0.020
 1H3  plan-1  C2   0.020
 1H3  plan-1  C16  0.020
 1H3  plan-1  C17  0.020
 1H3  plan-1  O2   0.020
 1H3  plan-1  N    0.020
 1H3  plan-1  C1   0.020
 1H3  plan-1  C    0.020
 1H3  plan-2  C4   0.020
 1H3  plan-2  C5   0.020
 1H3  plan-2  C6   0.020
 1H3  plan-2  C7   0.020
 1H3  plan-2  C8   0.020
 1H3  plan-2  C9   0.020
 1H3  plan-2  C3   0.020
 1H3  plan-2  O    0.020
 1H3  plan-2  C2   0.020
 1H3  plan-2  H1   0.020
 1H3  plan-2  H3   0.020
 1H3  plan-2  H5   0.020
 1H3  plan-3  C14  0.020
 1H3  plan-3  C11  0.020
 1H3  plan-3  C9   0.020
 1H3  plan-3  C10  0.020
 1H3  plan-3  C12  0.020
 1H3  plan-3  C13  0.020
 1H3  plan-3  C15  0.020
 1H3  plan-3  H4   0.020
 1H3  plan-3  H7   0.020
 1H3  plan-3  H8   0.020
 1H3  plan-3  H10  0.020
 1H3  plan-3  H2   0.020

