# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 15:07:43 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 3-(2-chlorophenyl)-5-methyl-N-[4-(propan-2-yl)phenyl]-1,2-oxazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc(NC(=O)c2c(C)onc2c3ccccc3Cl)cc1
#
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
 2ZW  2ZW  3-(2-chlorophenyl)-5-methyl-N-[4-(propan-2-yl)phenyl]-1,2-oxazole-4-carboxamide  ligand  44  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2ZW
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
 2ZW  CP3  C   CH3   0  -0.645  -7.2624  -0.4682   0.0674
 2ZW  CP1  C   CH1   0  -0.328  -6.3677   0.4713  -0.7407
 2ZW  CP2  C   CH3   0  -0.642  -6.5811   1.9223  -0.3090
 2ZW  C44  C   CR6   0   0.165  -4.9125   0.0792  -0.6434
 2ZW  C45  C   CR16  0  -0.309  -4.2535   0.0168   0.5827
 2ZW  C46  C   CR16  0  -0.281  -2.9171  -0.3389   0.6797
 2ZW  C43  C   CR16  0  -0.323  -4.1765  -0.2301  -1.7828
 2ZW  C42  C   CR16  0  -0.319  -2.8365  -0.5767  -1.7068
 2ZW  C41  C   CR6   0   0.350  -2.1923  -0.6331  -0.4743
 2ZW  N3   N   NH1   0  -0.750  -0.8452  -1.0296  -0.4527
 2ZW  C3   C   C     0   0.466   0.1070  -0.6132   0.4190
 2ZW  O3   O   O     0  -0.445  -0.0865   0.1681   1.3313
 2ZW  C25  C   CR5   0  -0.340   1.4422  -1.1967   0.1913
 2ZW  C24  C   CR5   0   0.456   1.8027  -2.4647  -0.1479
 2ZW  CM   C   CH3   0  -0.778   1.0398  -3.6856  -0.4920
 2ZW  O23  O   O     0  -0.332   3.1311  -2.5501  -0.1273
 2ZW  N22  N   N     0  -0.152   3.6798  -1.3529   0.2191
 2ZW  C21  C   CR5   0   0.262   2.6847  -0.5416   0.4207
 2ZW  C11  C   CR6   0   0.164   2.9429   0.8383   0.8522
 2ZW  C12  C   CR6   0  -0.105   2.4686   1.9405   0.1449
 2ZW  CL   CL  CL    0  -0.115   1.5582   1.7097  -1.3103
 2ZW  C13  C   CR16  0  -0.197   2.7334   3.2339   0.5630
 2ZW  C14  C   CR16  0  -0.264   3.4863   3.4388   1.7103
 2ZW  C15  C   CR16  0  -0.233   3.9769   2.3561   2.4252
 2ZW  C16  C   CR16  0  -0.299   3.7060   1.0668   1.9945
 2ZW  H1   H   HCH3  0   0.231  -8.3146  -0.2265  -0.0910
 2ZW  H2   H   HCH3  0   0.231  -7.1119  -1.5103  -0.2171
 2ZW  H3   H   HCH3  0   0.218  -7.0652  -0.3807   1.1379
 2ZW  H4   H   HCH1  0   0.239  -6.6568   0.3879  -1.7930
 2ZW  H5   H   HCH3  0   0.231  -5.9700   2.6090  -0.8956
 2ZW  H6   H   HCH3  0   0.229  -7.6259   2.2128  -0.4326
 2ZW  H7   H   HCH3  0   0.219  -6.3234   2.0583   0.7430
 2ZW  H8   H   HCR6  0   0.248  -4.7867   0.2421   1.4990
 2ZW  H9   H   HCR6  0   0.268  -2.4577  -0.3968   1.6545
 2ZW  H10  H   HCR6  0   0.251  -4.6547  -0.1938  -2.7548
 2ZW  H11  H   HCR6  0   0.266  -2.2901  -0.8061  -2.6140
 2ZW  H12  H   HNH1  0   0.420  -0.5228  -1.4981  -1.2864
 2ZW  H13  H   HCH3  0   0.284   0.9563  -3.7986  -1.5744
 2ZW  H14  H   HCH3  0   0.286   1.5321  -4.5743  -0.1006
 2ZW  H15  H   HCH3  0   0.273   0.0353  -3.6371  -0.0788
 2ZW  H16  H   HCR6  0   0.286   2.3593   4.0750  -0.0045
 2ZW  H17  H   HCR6  0   0.274   3.6884   4.4491   2.0392
 2ZW  H18  H   HCR6  0   0.270   4.5657   2.5124   3.3186
 2ZW  H19  H   HCR6  0   0.270   4.0778   0.2198   2.5558

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
 2ZW  CL   C12  single    1.732  0.020  1.732
 2ZW  C45  C46  aromatic  1.386  0.020  1.386
 2ZW  C45  C44  aromatic  1.393  0.020  1.393
 2ZW  CP1  CP2  single    1.529  0.020  1.529
 2ZW  CP1  C44  single    1.510  0.020  1.510
 2ZW  CP1  CP3  single    1.529  0.020  1.529
 2ZW  C46  C41  aromatic  1.394  0.020  1.394
 2ZW  C44  C43  aromatic  1.391  0.020  1.391
 2ZW  C13  C12  aromatic  1.385  0.020  1.385
 2ZW  C13  C14  aromatic  1.387  0.020  1.387
 2ZW  O3   C3   double    1.217  0.020  1.217
 2ZW  C12  C11  aromatic  1.393  0.020  1.393
 2ZW  C41  N3   single    1.404  0.020  1.404
 2ZW  C41  C42  aromatic  1.392  0.020  1.392
 2ZW  C43  C42  aromatic  1.386  0.020  1.386
 2ZW  C3   N3   single    1.356  0.020  1.356
 2ZW  C3   C25  single    1.475  0.020  1.475
 2ZW  C25  C24  aromatic  1.361  0.020  1.361
 2ZW  C25  C21  aromatic  1.423  0.020  1.423
 2ZW  CM   C24  single    1.480  0.020  1.480
 2ZW  C14  C15  aromatic  1.387  0.020  1.387
 2ZW  C24  O23  aromatic  1.331  0.020  1.331
 2ZW  C11  C21  single    1.469  0.020  1.469
 2ZW  C11  C16  aromatic  1.393  0.020  1.393
 2ZW  C21  N22  aromatic  1.300  0.020  1.300
 2ZW  O23  N22  aromatic  1.362  0.020  1.362
 2ZW  C15  C16  aromatic  1.386  0.020  1.386
 2ZW  CP3  H1   single    0.970  0.020  1.090
 2ZW  CP3  H2   single    0.970  0.020  1.090
 2ZW  CP3  H3   single    0.970  0.020  1.090
 2ZW  CP1  H4   single    0.970  0.020  1.090
 2ZW  CP2  H5   single    0.970  0.020  1.090
 2ZW  CP2  H6   single    0.970  0.020  1.090
 2ZW  CP2  H7   single    0.970  0.020  1.090
 2ZW  C45  H8   single    0.930  0.020  1.080
 2ZW  C46  H9   single    0.930  0.020  1.080
 2ZW  C43  H10  single    0.930  0.020  1.080
 2ZW  C42  H11  single    0.930  0.020  1.080
 2ZW  N3   H12  single    0.860  0.020  1.020
 2ZW  CM   H13  single    0.970  0.020  1.090
 2ZW  CM   H14  single    0.970  0.020  1.090
 2ZW  CM   H15  single    0.970  0.020  1.090
 2ZW  C13  H16  single    0.930  0.020  1.080
 2ZW  C14  H17  single    0.930  0.020  1.080
 2ZW  C15  H18  single    0.930  0.020  1.080
 2ZW  C16  H19  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
 2ZW  H3   CP3  H2   107.90  3.000
 2ZW  H3   CP3  H1   107.38  3.000
 2ZW  H2   CP3  H1   107.87  3.000
 2ZW  H3   CP3  CP1  111.31  3.000
 2ZW  H2   CP3  CP1  111.63  3.000
 2ZW  H1   CP3  CP1  110.58  3.000
 2ZW  H4   CP1  C44  107.26  3.000
 2ZW  H4   CP1  CP2  107.88  3.000
 2ZW  C44  CP1  CP2  111.27  3.000
 2ZW  H4   CP1  CP3  107.87  3.000
 2ZW  C44  CP1  CP3  111.74  3.000
 2ZW  CP2  CP1  CP3  110.63  3.000
 2ZW  H7   CP2  H6   107.58  3.000
 2ZW  H7   CP2  H5   107.92  3.000
 2ZW  H6   CP2  H5   107.94  3.000
 2ZW  H7   CP2  CP1  110.94  3.000
 2ZW  H6   CP2  CP1  110.75  3.000
 2ZW  H5   CP2  CP1  111.56  3.000
 2ZW  C43  C44  C45  117.42  3.000
 2ZW  C43  C44  CP1  120.98  3.000
 2ZW  C45  C44  CP1  121.61  3.000
 2ZW  H8   C45  C46  117.93  3.000
 2ZW  H8   C45  C44  120.13  3.000
 2ZW  C46  C45  C44  121.94  3.000
 2ZW  H9   C46  C41  121.01  3.000
 2ZW  H9   C46  C45  119.16  3.000
 2ZW  C41  C46  C45  119.83  3.000
 2ZW  H10  C43  C42  118.95  3.000
 2ZW  H10  C43  C44  119.58  3.000
 2ZW  C42  C43  C44  121.47  3.000
 2ZW  H11  C42  C41  119.96  3.000
 2ZW  H11  C42  C43  119.63  3.000
 2ZW  C41  C42  C43  120.41  3.000
 2ZW  N3   C41  C42  117.97  3.000
 2ZW  C42  C41  C46  118.94  3.000
 2ZW  N3   C41  C46  123.06  3.000
 2ZW  H12  N3   C3   116.69  3.000
 2ZW  H12  N3   C41  115.13  3.000
 2ZW  C3   N3   C41  126.63  3.000
 2ZW  C25  C3   O3   120.91  3.000
 2ZW  C25  C3   N3   114.52  3.000
 2ZW  O3   C3   N3   124.57  3.000
 2ZW  C21  C25  C24  103.75  3.000
 2ZW  C21  C25  C3   125.69  3.000
 2ZW  C24  C25  C3   130.30  3.000
 2ZW  O23  C24  CM   117.71  3.000
 2ZW  O23  C24  C25  108.67  3.000
 2ZW  CM   C24  C25  133.62  3.000
 2ZW  H15  CM   H14  108.51  3.000
 2ZW  H15  CM   H13  108.11  3.000
 2ZW  H14  CM   H13  107.86  3.000
 2ZW  H15  CM   C24  110.55  3.000
 2ZW  H14  CM   C24  110.89  3.000
 2ZW  H13  CM   C24  110.82  3.000
 2ZW  N22  O23  C24  110.46  3.000
 2ZW  C21  N22  O23  106.24  3.000
 2ZW  C11  C21  N22  119.83  3.000
 2ZW  N22  C21  C25  110.86  3.000
 2ZW  C11  C21  C25  129.29  3.000
 2ZW  C16  C11  C12  118.25  3.000
 2ZW  C16  C11  C21  119.44  3.000
 2ZW  C12  C11  C21  122.31  3.000
 2ZW  C13  C12  CL   118.60  3.000
 2ZW  C13  C12  C11  121.37  3.000
 2ZW  CL   C12  C11  120.01  3.000
 2ZW  H16  C13  C14  120.45  3.000
 2ZW  H16  C13  C12  120.12  3.000
 2ZW  C14  C13  C12  119.43  3.000
 2ZW  H17  C14  C15  120.42  3.000
 2ZW  H17  C14  C13  119.39  3.000
 2ZW  C15  C14  C13  120.18  3.000
 2ZW  H18  C15  C16  119.84  3.000
 2ZW  H18  C15  C14  120.37  3.000
 2ZW  C16  C15  C14  119.79  3.000
 2ZW  H19  C16  C15  119.99  3.000
 2ZW  H19  C16  C11  119.04  3.000
 2ZW  C15  C16  C11  120.97  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
 2ZW  CONST_01  C41  C46  C45  C44     0.00   0.0  0
 2ZW  CONST_02  C41  C42  C43  C44     0.00   0.0  0
 2ZW  CONST_03  C42  C41  C46  C45     0.00   0.0  0
 2ZW  CONST_04  C42  C43  C44  C45     0.00   0.0  0
 2ZW  CONST_05  C43  C44  C45  C46     0.00   0.0  0
 2ZW  CONST_06  C43  C42  C41  C46     0.00   0.0  0
 2ZW  CONST_07  N22  O23  C24  C25     0.00   0.0  0
 2ZW  CONST_10  O23  N22  C21  C25     0.00   0.0  0
 2ZW  CONST_11  C11  C21  C25  C24   180.00   0.0  0
 2ZW  CONST_12  N22  C21  C25  C24     0.00   0.0  0
 2ZW  CONST_13  C21  N22  O23  C24     0.00   0.0  0
 2ZW  CONST_14  C21  C25  C24  O23     0.00   0.0  0
 2ZW  CONST_15  C11  C21  N22  O23   180.00   0.0  0
 2ZW  CONST_18  C13  C12  C11  C21   180.00   0.0  0
 2ZW  CONST_19  C15  C16  C11  C21   180.00   0.0  0
 2ZW  CONST_20  C14  C13  C12  C11     0.00   0.0  0
 2ZW  CONST_21  C14  C15  C16  C11     0.00   0.0  0
 2ZW  CONST_22  C15  C14  C13  C12     0.00   0.0  0
 2ZW  CONST_23  C15  C16  C11  C12     0.00   0.0  0
 2ZW  CONST_24  C16  C11  C12  C13     0.00   0.0  0
 2ZW  CONST_25  C16  C15  C14  C13     0.00   0.0  0
 2ZW  CONST_26  C46  C45  C44  CP1   180.00   0.0  0
 2ZW  CONST_27  C42  C43  C44  CP1   180.00   0.0  0
 2ZW  CONST_28  N3   C41  C46  C45   180.00   0.0  0
 2ZW  CONST_29  N3   C41  C42  C43   180.00   0.0  0
 2ZW  CONST_30  O23  C24  C25  C3    180.00   0.0  0
 2ZW  CONST_31  C11  C21  C25  C3      0.00   0.0  0
 2ZW  CONST_32  N22  C21  C25  C3    180.00   0.0  0
 2ZW  CONST_33  C21  C25  C24  CM    180.00   0.0  0
 2ZW  CONST_34  N22  O23  C24  CM    180.00   0.0  0
 2ZW  CONST_35  CL   C12  C11  C21     0.00   0.0  0
 2ZW  CONST_36  C14  C13  C12  CL    180.00   0.0  0
 2ZW  CONST_37  C16  C11  C12  CL    180.00   0.0  0
 2ZW  CONST_38  H9   C46  C45  C44   180.00   0.0  0
 2ZW  CONST_39  H11  C42  C43  C44   180.00   0.0  0
 2ZW  CONST_40  H10  C43  C44  C45   180.00   0.0  0
 2ZW  CONST_41  H8   C45  C44  C43   180.00   0.0  0
 2ZW  CONST_42  H19  C16  C11  C21     0.00   0.0  0
 2ZW  CONST_43  H16  C13  C12  C11   180.00   0.0  0
 2ZW  CONST_44  H18  C15  C16  C11   180.00   0.0  0
 2ZW  CONST_45  H17  C14  C13  C12   180.00   0.0  0
 2ZW  CONST_46  C25  C3   N3   C41   180.00   0.0  0
 2ZW  CONST_50  O3   C3   N3   C41     0.00   0.0  0
 2ZW  Var_01    C45  C44  CP1  CP3   -58.78  30.0  2
 2ZW  Var_02    C24  C25  C3   N3    -40.39  30.0  2
 2ZW  Var_03    H13  CM   C24  C25    96.63  30.0  2
 2ZW  Var_04    H5   CP2  CP1  C44    56.75  30.0  3
 2ZW  Var_05    H1   CP3  CP1  C44  -174.66  30.0  3

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
 2ZW  plan-1  C3   0.020
 2ZW  plan-1  C25  0.020
 2ZW  plan-1  C24  0.020
 2ZW  plan-1  CM   0.020
 2ZW  plan-1  O23  0.020
 2ZW  plan-1  N22  0.020
 2ZW  plan-1  C21  0.020
 2ZW  plan-1  C11  0.020
 2ZW  plan-2  CP1  0.020
 2ZW  plan-2  C44  0.020
 2ZW  plan-2  C45  0.020
 2ZW  plan-2  C46  0.020
 2ZW  plan-2  C43  0.020
 2ZW  plan-2  C42  0.020
 2ZW  plan-2  C41  0.020
 2ZW  plan-2  N3   0.020
 2ZW  plan-2  H8   0.020
 2ZW  plan-2  H9   0.020
 2ZW  plan-2  H10  0.020
 2ZW  plan-2  H11  0.020
 2ZW  plan-3  C21  0.020
 2ZW  plan-3  C11  0.020
 2ZW  plan-3  C12  0.020
 2ZW  plan-3  CL   0.020
 2ZW  plan-3  C13  0.020
 2ZW  plan-3  C14  0.020
 2ZW  plan-3  C15  0.020
 2ZW  plan-3  C16  0.020
 2ZW  plan-3  H16  0.020
 2ZW  plan-3  H17  0.020
 2ZW  plan-3  H18  0.020
 2ZW  plan-3  H19  0.020
 2ZW  plan-4  C41  0.020
 2ZW  plan-4  N3   0.020
 2ZW  plan-4  C3   0.020
 2ZW  plan-4  O3   0.020
 2ZW  plan-4  C25  0.020
 2ZW  plan-4  H12  0.020

