# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 21:31:18 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: 1-[3-(6-methyl-2,3-dihydropyrazolo[5,1-b][1,3]oxazol-7-yl)indol-1-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)n1cc(c2ccccc12)c3c(C)nn4CCOc34
#
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
 U2K  U2K  "1-[3-(6-Methyl-2,3-dihydropyrazolo[5,1-b][1,3]oxazol-7-yl)indol-1-yl]ethanone"
  ligand  36  21  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_U2K
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
 U2K  C01  C  CH3   0  -0.814  -34.0719  37.6347  -19.7354
 U2K  C02  C  C     0   0.527  -34.1075  39.0200  -20.3175
 U2K  C05  C  CR15  0  -0.086  -36.5676  38.9930  -20.1077
 U2K  C06  C  CR5   0   0.070  -37.6089  39.8171  -20.3744
 U2K  C07  C  CR56  0  -0.001  -37.0426  41.0140  -20.9544
 U2K  C08  C  CR56  0   0.361  -35.6470  40.8493  -21.0002
 U2K  C09  C  CR16  0  -0.285  -34.8148  41.8396  -21.5143
 U2K  C10  C  CR16  0  -0.270  -35.4139  42.9967  -21.9859
 U2K  C11  C  CR16  0  -0.254  -36.8002  43.1687  -21.9581
 U2K  C12  C  CR16  0  -0.383  -37.6225  42.1819  -21.4460
 U2K  C13  C  CR5   0  -0.258  -39.0138  39.5373  -20.1465
 U2K  C14  C  CR55  0   0.621  -40.0127  40.3774  -19.7024
 U2K  C16  C  CH2   0  -0.226  -41.5734  41.8347  -19.0778
 U2K  C17  C  CH2   0  -0.310  -42.2155  40.4320  -19.0438
 U2K  C20  C  CR5   0   0.227  -39.7185  38.3071  -20.3267
 U2K  C21  C  CH3   0  -0.755  -39.1446  37.0227  -20.8142
 U2K  N04  N  NR5   0  -0.615  -35.3639  39.5877  -20.4760
 U2K  N18  N  N     0  -0.347  -41.1489  39.6900  -19.6663
 U2K  N19  N  N     0  -0.320  -41.0008  38.4089  -20.0229
 U2K  O03  O  O     0  -0.421  -33.1099  39.6259  -20.6342
 U2K  O15  O  O     0  -0.474  -40.1493  41.6265  -19.2614
 U2K  H1   H  HCH3  0   0.285  -33.0394  37.3010  -19.6820
 U2K  H2   H  HCH3  0   0.279  -34.4961  37.6154  -18.7310
 U2K  H3   H  HCH3  0   0.278  -34.6361  36.9293  -20.3464
 U2K  H4   H  HCR5  0   0.303  -36.5835  38.0148  -19.6579
 U2K  H5   H  HCR6  0   0.274  -33.7438  41.7280  -21.5531
 U2K  H6   H  HCR6  0   0.255  -34.7885  43.7825  -22.3893
 U2K  H7   H  HCR6  0   0.254  -37.2330  44.0824  -22.3441
 U2K  H8   H  HCR6  0   0.248  -38.6957  42.3169  -21.4341
 U2K  H9   H  HCH2  0   0.268  -41.7217  42.3946  -18.1579
 U2K  H10  H  HCH2  0   0.283  -43.1395  40.3947  -19.6179
 U2K  H11  H  HCH3  0   0.254  -39.9361  36.3386  -21.1159
 U2K  H12  H  HCH3  0   0.245  -38.4855  37.1855  -21.6674
 U2K  H13  H  HCH3  0   0.249  -38.5533  36.5272  -20.0421
 U2K  H14  H  HCH2  0   0.265  -41.9464  42.4180  -19.9205
 U2K  H15  H  HCH2  0   0.273  -42.4079  40.0740  -18.0307

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
 U2K  C10  C11  aromatic  1.397  0.020  1.397
 U2K  C10  C09  aromatic  1.386  0.020  1.386
 U2K  C11  C12  aromatic  1.383  0.020  1.383
 U2K  C09  C08  aromatic  1.392  0.020  1.392
 U2K  C12  C07  aromatic  1.394  0.020  1.394
 U2K  C08  C07  aromatic  1.406  0.020  1.406
 U2K  C08  N04  aromatic  1.395  0.020  1.395
 U2K  C07  C06  aromatic  1.446  0.020  1.446
 U2K  O03  C02  double    1.209  0.020  1.209
 U2K  C21  C20  single    1.489  0.020  1.489
 U2K  N04  C02  single    1.388  0.020  1.388
 U2K  N04  C05  aromatic  1.392  0.020  1.392
 U2K  C06  C13  single    1.450  0.020  1.450
 U2K  C06  C05  aromatic  1.354  0.020  1.354
 U2K  C02  C01  single    1.503  0.020  1.503
 U2K  C20  C13  aromatic  1.429  0.020  1.429
 U2K  C20  N19  aromatic  1.322  0.020  1.322
 U2K  C13  C14  aromatic  1.379  0.020  1.379
 U2K  N19  N18  aromatic  1.338  0.020  1.338
 U2K  C14  N18  aromatic  1.328  0.020  1.328
 U2K  C14  O15  single    1.332  0.020  1.332
 U2K  N18  C17  single    1.441  0.020  1.441
 U2K  O15  C16  single    1.451  0.020  1.451
 U2K  C17  C16  single    1.543  0.020  1.543
 U2K  C01  H1   single    0.970  0.020  1.090
 U2K  C01  H2   single    0.970  0.020  1.090
 U2K  C01  H3   single    0.970  0.020  1.090
 U2K  C05  H4   single    0.930  0.020  1.080
 U2K  C09  H5   single    0.930  0.020  1.080
 U2K  C10  H6   single    0.930  0.020  1.080
 U2K  C11  H7   single    0.930  0.020  1.080
 U2K  C12  H8   single    0.930  0.020  1.080
 U2K  C16  H9   single    0.970  0.020  1.090
 U2K  C17  H10  single    0.970  0.020  1.090
 U2K  C21  H11  single    0.970  0.020  1.090
 U2K  C21  H12  single    0.970  0.020  1.090
 U2K  C21  H13  single    0.970  0.020  1.090
 U2K  C16  H14  single    0.970  0.020  1.090
 U2K  C17  H15  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
 U2K  H3   C01  H2   107.66  3.000
 U2K  H3   C01  H1   108.70  3.000
 U2K  H2   C01  H1   108.60  3.000
 U2K  H3   C01  C02  111.53  3.000
 U2K  H2   C01  C02  111.33  3.000
 U2K  H1   C01  C02  108.95  3.000
 U2K  O03  C02  N04  120.79  3.000
 U2K  N04  C02  C01  116.28  3.000
 U2K  O03  C02  C01  122.93  3.000
 U2K  H4   C05  N04  120.75  3.000
 U2K  H4   C05  C06  128.58  3.000
 U2K  N04  C05  C06  110.66  3.000
 U2K  C13  C06  C07  127.03  3.000
 U2K  C13  C06  C05  126.61  3.000
 U2K  C07  C06  C05  106.35  3.000
 U2K  C12  C07  C08  119.98  3.000
 U2K  C08  C07  C06  107.76  3.000
 U2K  C12  C07  C06  132.25  3.000
 U2K  N04  C08  C09  131.36  3.000
 U2K  N04  C08  C07  107.16  3.000
 U2K  C09  C08  C07  121.48  3.000
 U2K  H5   C09  C10  120.26  3.000
 U2K  H5   C09  C08  122.27  3.000
 U2K  C10  C09  C08  117.47  3.000
 U2K  H6   C10  C11  119.43  3.000
 U2K  H6   C10  C09  118.90  3.000
 U2K  C11  C10  C09  121.66  3.000
 U2K  H7   C11  C12  119.79  3.000
 U2K  H7   C11  C10  119.58  3.000
 U2K  C12  C11  C10  120.63  3.000
 U2K  H8   C12  C11  120.33  3.000
 U2K  H8   C12  C07  120.90  3.000
 U2K  C11  C12  C07  118.77  3.000
 U2K  C20  C13  C14  101.99  3.000
 U2K  C14  C13  C06  129.41  3.000
 U2K  C20  C13  C06  128.60  3.000
 U2K  O15  C14  N18  112.87  3.000
 U2K  O15  C14  C13  138.81  3.000
 U2K  N18  C14  C13  108.25  3.000
 U2K  H14  C16  H9   109.37  3.000
 U2K  H14  C16  O15  108.34  3.000
 U2K  H9   C16  O15  108.36  3.000
 U2K  H14  C16  C17  111.15  3.000
 U2K  H9   C16  C17  113.13  3.000
 U2K  O15  C16  C17  106.31  3.000
 U2K  H15  C17  H10  109.19  3.000
 U2K  H15  C17  N18  111.25  3.000
 U2K  H10  C17  N18  112.51  3.000
 U2K  H15  C17  C16  113.08  3.000
 U2K  H10  C17  C16  111.89  3.000
 U2K  N18  C17  C16   98.66  3.000
 U2K  N19  C20  C21  121.04  3.000
 U2K  N19  C20  C13  112.53  3.000
 U2K  C21  C20  C13  126.43  3.000
 U2K  H13  C21  H12  107.08  3.000
 U2K  H13  C21  H11  107.73  3.000
 U2K  H12  C21  H11  108.44  3.000
 U2K  H13  C21  C20  111.65  3.000
 U2K  H12  C21  C20  111.12  3.000
 U2K  H11  C21  C20  110.65  3.000
 U2K  C08  N04  C05  108.07  3.000
 U2K  C05  N04  C02  125.30  3.000
 U2K  C08  N04  C02  126.62  3.000
 U2K  N19  N18  C17  133.65  3.000
 U2K  C17  N18  C14  112.24  3.000
 U2K  N19  N18  C14  113.17  3.000
 U2K  N18  N19  C20  104.02  3.000
 U2K  C16  O15  C14  106.09  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
 U2K  CONST_01  C09  C08  N04  C05   180.00   0.0  0
 U2K  CONST_02  C07  C08  N04  C05     0.00   0.0  0
 U2K  CONST_03  C12  C07  C06  C05   180.00   0.0  0
 U2K  CONST_04  C08  C07  C06  C05     0.00   0.0  0
 U2K  CONST_07  C11  C12  C07  C06   180.00   0.0  0
 U2K  CONST_08  C09  C08  C07  C06   180.00   0.0  0
 U2K  CONST_09  N04  C08  C07  C06     0.00   0.0  0
 U2K  CONST_10  N19  C20  C13  C06   180.00   0.0  0
 U2K  CONST_11  N18  C14  C13  C06   180.00   0.0  0
 U2K  CONST_12  C08  N04  C05  C06     0.00   0.0  0
 U2K  CONST_13  C10  C11  C12  C07     0.00   0.0  0
 U2K  CONST_14  C10  C09  C08  C07     0.00   0.0  0
 U2K  CONST_17  N04  C05  C06  C07     0.00   0.0  0
 U2K  CONST_18  C11  C10  C09  C08     0.00   0.0  0
 U2K  CONST_19  C11  C12  C07  C08     0.00   0.0  0
 U2K  CONST_20  C13  C06  C07  C08   180.00   0.0  0
 U2K  CONST_21  C12  C11  C10  C09     0.00   0.0  0
 U2K  CONST_22  C12  C07  C08  C09     0.00   0.0  0
 U2K  CONST_23  N04  C08  C09  C10   180.00   0.0  0
 U2K  CONST_24  N04  C08  C07  C12   180.00   0.0  0
 U2K  CONST_25  C13  C06  C07  C12     0.00   0.0  0
 U2K  CONST_26  N04  C05  C06  C13   180.00   0.0  0
 U2K  CONST_27  N18  N19  C20  C13     0.00   0.0  0
 U2K  CONST_28  N19  N18  C14  C13     0.00   0.0  0
 U2K  CONST_29  N19  C20  C13  C14     0.00   0.0  0
 U2K  CONST_30  C20  N19  N18  C14     0.00   0.0  0
 U2K  CONST_31  N18  C14  C13  C20     0.00   0.0  0
 U2K  CONST_32  O15  C14  C13  C06     0.00   0.0  0
 U2K  CONST_33  C09  C08  N04  C02     0.00   0.0  0
 U2K  CONST_34  C07  C08  N04  C02   180.00   0.0  0
 U2K  CONST_35  C06  C05  N04  C02   180.00   0.0  0
 U2K  CONST_36  C21  C20  C13  C06     0.00   0.0  0
 U2K  CONST_37  C21  C20  C13  C14   180.00   0.0  0
 U2K  CONST_38  N18  N19  C20  C21   180.00   0.0  0
 U2K  CONST_39  H8   C12  C07  C06     0.00   0.0  0
 U2K  CONST_40  H7   C11  C12  C07   180.00   0.0  0
 U2K  CONST_41  H5   C09  C08  C07   180.00   0.0  0
 U2K  CONST_42  H4   C05  C06  C07   180.00   0.0  0
 U2K  CONST_43  H6   C10  C09  C08   180.00   0.0  0
 U2K  CONST_44  H8   C12  C07  C08   180.00   0.0  0
 U2K  CONST_45  H4   C05  N04  C08   180.00   0.0  0
 U2K  CONST_46  H7   C11  C10  C09   180.00   0.0  0
 U2K  CONST_47  H8   C12  C11  C10   180.00   0.0  0
 U2K  CONST_48  H5   C09  C10  C11   180.00   0.0  0
 U2K  CONST_49  H6   C10  C11  C12   180.00   0.0  0
 U2K  CONST_50  H4   C05  C06  C13     0.00   0.0  0
 U2K  CONST_51  H5   C09  C08  N04     0.00   0.0  0
 U2K  CONST_52  C08  N04  C02  C01   180.00   0.0  0
 U2K  CONST_53  C05  N04  C02  C01     0.00   0.0  0
 U2K  CONST_54  O03  C02  N04  C05   180.00   0.0  0
 U2K  CONST_55  O03  C02  N04  C08     0.00   0.0  0
 U2K  Var_01    C16  O15  C14  C13   175.45  30.0  1
 U2K  Var_02    C16  C17  N18  C14    15.00  30.0  1
 U2K  Var_03    C17  C16  O15  C14    17.28  30.0  1
 U2K  Var_04    N18  C14  O15  C16    -8.13  30.0  1
 U2K  Var_05    N19  N18  C17  C16  -177.17  30.0  1
 U2K  Var_06    O15  C16  C17  N18   -18.93  30.0  1
 U2K  Var_07    H10  C17  N18  C14   133.13  30.0  1
 U2K  Var_08    H15  C17  N18  C14  -103.99  30.0  1
 U2K  Var_09    H9   C16  O15  C14   139.17  30.0  1
 U2K  Var_10    H14  C16  O15  C14  -102.26  30.0  1
 U2K  Var_11    H9   C16  C17  N18  -137.73  30.0  1
 U2K  Var_12    H14  C16  C17  N18    98.76  30.0  1
 U2K  Var_13    H10  C17  N18  N19   -59.05  30.0  1
 U2K  Var_14    H15  C17  N18  N19    63.83  30.0  1
 U2K  Var_15    H10  C17  C16  O15  -137.52  30.0  1
 U2K  Var_16    H15  C17  C16  O15    98.68  30.0  1
 U2K  Var_17    H11  C21  C20  C13  -164.31  30.0  2
 U2K  Var_18    H12  C21  C20  C13   -43.77  30.0  2
 U2K  Var_19    H13  C21  C20  C13    75.71  30.0  2
 U2K  Var_20    H11  C21  C20  N19    14.86  30.0  2
 U2K  Var_21    H12  C21  C20  N19   135.39  30.0  2
 U2K  Var_22    H13  C21  C20  N19  -105.12  30.0  2
 U2K  Var_23    H1   C01  C02  N04   178.93  30.0  3
 U2K  Var_24    H2   C01  C02  N04   -61.33  30.0  3
 U2K  Var_25    H3   C01  C02  N04    58.94  30.0  3
 U2K  Var_26    H1   C01  C02  O03    -1.22  30.0  3
 U2K  Var_27    H2   C01  C02  O03   118.52  30.0  3
 U2K  Var_28    H3   C01  C02  O03  -121.22  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
 U2K  plan-1  C01  0.020
 U2K  plan-1  C02  0.020
 U2K  plan-1  C05  0.020
 U2K  plan-1  C06  0.020
 U2K  plan-1  C07  0.020
 U2K  plan-1  C08  0.020
 U2K  plan-1  C09  0.020
 U2K  plan-1  C10  0.020
 U2K  plan-1  C11  0.020
 U2K  plan-1  C12  0.020
 U2K  plan-1  C13  0.020
 U2K  plan-1  N04  0.020
 U2K  plan-1  O03  0.020
 U2K  plan-1  H4   0.020
 U2K  plan-1  H5   0.020
 U2K  plan-1  H6   0.020
 U2K  plan-1  H7   0.020
 U2K  plan-1  H8   0.020
 U2K  plan-2  C06  0.020
 U2K  plan-2  C13  0.020
 U2K  plan-2  C14  0.020
 U2K  plan-2  C17  0.020
 U2K  plan-2  C20  0.020
 U2K  plan-2  C21  0.020
 U2K  plan-2  N18  0.020
 U2K  plan-2  N19  0.020
 U2K  plan-2  O15  0.020

