# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 01:42:06 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: ~{N},~{N}-dicyclohexyl-5-cyclopropyl-1,2-oxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(N(C1CCCCC1)C2CCCCC2)c3cc(on3)C4CC4
#
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
 JF9  JF9  "N,N-dicyclohexyl-5-cyclopropyl-1,2-oxazole-3-carboxamide"
  ligand  51  23  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JF9
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
 JF9  C1   C  CH2   0  -0.426  107.1468  108.2048  85.8674
 JF9  C2   C  CH2   0  -0.448  106.6483  107.8997  84.4414
 JF9  C3   C  CH2   0  -0.451  107.8028  107.6437  83.4771
 JF9  C4   C  CH1   0  -0.083  108.6237  108.9291  83.3494
 JF9  C5   C  CH2   0  -0.436  108.9807  109.5305  84.7332
 JF9  C6   C  CH2   0  -0.450  108.6238  108.6054  85.8901
 JF9  C8   C  CH1   0  -0.099  109.7435  109.6024  81.2043
 JF9  C9   C  CH2   0  -0.470  108.4804  109.3459  80.3463
 JF9  C10  C  CH2   0  -0.460  107.5224  110.5322  80.3161
 JF9  C11  C  CH2   0  -0.424  108.2066  111.7950  79.7799
 JF9  C12  C  CH2   0  -0.449  109.6808  111.8866  80.2101
 JF9  C13  C  CH2   0  -0.440  109.9437  111.0929  81.4833
 JF9  C16  C  CR5   0   0.081  112.0350  108.0797  81.9056
 JF9  C19  C  CR5   0   0.506  113.6987  107.4968  80.6305
 JF9  C20  C  CR15  0  -0.493  112.5150  107.0226  81.0991
 JF9  C21  C  CH1   0  -0.411  114.7036  106.9156  79.7458
 JF9  C22  C  CH2   0  -0.467  115.4662  107.7730  78.7669
 JF9  C23  C  CH2   0  -0.467  116.1704  107.2023  79.9466
 JF9  N7   N  NT    0  -0.471  109.7727  108.8139  82.4406
 JF9  N17  N  N     0  -0.161  112.8603  109.0852  81.9240
 JF9  O15  O  O     0  -0.477  110.8874  107.3659  83.7935
 JF9  O18  O  O     0  -0.347  113.9035  108.7209  81.1223
 JF9  H1   H  HCH2  0   0.217  106.5422  109.0043  86.3019
 JF9  H2   H  HCH2  0   0.222  107.0053  107.3339  86.5108
 JF9  H3   H  HCH2  0   0.217  106.0632  108.7423  84.0608
 JF9  H4   H  HCH2  0   0.234  105.9718  107.0436  84.4477
 JF9  H5   H  HCH2  0   0.238  107.4173  107.3608  82.4953
 JF9  H6   H  HCH2  0   0.235  108.4116  106.8110  83.8299
 JF9  H7   H  HCH1  0   0.262  107.9639  109.6452  82.8604
 JF9  H8   H  HCH2  0   0.240  110.0377  109.7955  84.7756
 JF9  H9   H  HCH2  0   0.228  108.4349  110.4708  84.8496
 JF9  H10  H  HCH2  0   0.225  109.2491  107.7126  85.8410
 JF9  H11  H  HCH2  0   0.226  108.8619  109.0931  86.8381
 JF9  H12  H  HCH1  0   0.276  110.5921  109.2754  80.6071
 JF9  H13  H  HCH2  0   0.255  107.9689  108.4428  80.6821
 JF9  H14  H  HCH2  0   0.246  108.8029  109.1344  79.3236
 JF9  H15  H  HCH2  0   0.228  107.1311  110.7207  81.3194
 JF9  H16  H  HCH2  0   0.237  106.6533  110.2856  79.7031
 JF9  H17  H  HCH2  0   0.222  108.1446  111.8136  78.6896
 JF9  H18  H  HCH2  0   0.224  107.6599  112.6730  80.1306
 JF9  H19  H  HCH2  0   0.221  110.3278  111.4958  79.4187
 JF9  H20  H  HCH2  0   0.236  109.9717  112.9292  80.3467
 JF9  H21  H  HCH2  0   0.238  110.9633  111.2526  81.8408
 JF9  H22  H  HCH2  0   0.229  109.2772  111.4371  82.2808
 JF9  H23  H  HCR5  0   0.281  112.0513  106.0718  80.8997
 JF9  H24  H  HCH1  0   0.290  114.4447  105.9172  79.4169
 JF9  H25  H  HCH2  0   0.264  115.2598  108.8353  78.7558
 JF9  H26  H  HCH2  0   0.268  115.6538  107.3424  77.7924
 JF9  H27  H  HCH2  0   0.268  116.8507  106.3748  79.7959
 JF9  H28  H  HCH2  0   0.264  116.4498  107.8716  80.7498
 JF9  C14  C  C     0   0.551  110.8252  108.0654  82.7922

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
 JF9  C22  C23  single    1.488  0.020  1.488
 JF9  C22  C21  single    1.508  0.020  1.508
 JF9  C23  C21  single    1.508  0.020  1.508
 JF9  C11  C10  single    1.533  0.020  1.533
 JF9  C11  C12  single    1.538  0.020  1.538
 JF9  C21  C19  single    1.459  0.020  1.459
 JF9  C10  C9   single    1.525  0.020  1.525
 JF9  C9   C8   single    1.548  0.020  1.548
 JF9  C12  C13  single    1.523  0.020  1.523
 JF9  C19  O18  aromatic  1.335  0.020  1.335
 JF9  C19  C20  aromatic  1.359  0.020  1.359
 JF9  O18  N17  aromatic  1.365  0.020  1.365
 JF9  C8   C13  single    1.530  0.020  1.530
 JF9  C8   N7   single    1.467  0.020  1.467
 JF9  C20  C16  aromatic  1.414  0.020  1.414
 JF9  N17  C16  aromatic  1.301  0.020  1.301
 JF9  C16  C14  single    1.500  0.020  1.500
 JF9  N7   C14  single    1.338  0.020  1.338
 JF9  N7   C4   single    1.469  0.020  1.469
 JF9  C14  O15  double    1.223  0.020  1.223
 JF9  C4   C3   single    1.531  0.020  1.531
 JF9  C4   C5   single    1.550  0.020  1.550
 JF9  C3   C2   single    1.526  0.020  1.526
 JF9  C2   C1   single    1.541  0.020  1.541
 JF9  C5   C6   single    1.524  0.020  1.524
 JF9  C1   C6   single    1.530  0.020  1.530
 JF9  C1   H1   single    0.970  0.020  1.090
 JF9  C1   H2   single    0.970  0.020  1.090
 JF9  C2   H3   single    0.970  0.020  1.090
 JF9  C2   H4   single    0.970  0.020  1.090
 JF9  C3   H5   single    0.970  0.020  1.090
 JF9  C3   H6   single    0.970  0.020  1.090
 JF9  C4   H7   single    0.970  0.020  1.090
 JF9  C5   H8   single    0.970  0.020  1.090
 JF9  C5   H9   single    0.970  0.020  1.090
 JF9  C6   H10  single    0.970  0.020  1.090
 JF9  C6   H11  single    0.970  0.020  1.090
 JF9  C8   H12  single    0.970  0.020  1.090
 JF9  C9   H13  single    0.970  0.020  1.090
 JF9  C9   H14  single    0.970  0.020  1.090
 JF9  C10  H15  single    0.970  0.020  1.090
 JF9  C10  H16  single    0.970  0.020  1.090
 JF9  C11  H17  single    0.970  0.020  1.090
 JF9  C11  H18  single    0.970  0.020  1.090
 JF9  C12  H19  single    0.970  0.020  1.090
 JF9  C12  H20  single    0.970  0.020  1.090
 JF9  C13  H21  single    0.970  0.020  1.090
 JF9  C13  H22  single    0.970  0.020  1.090
 JF9  C20  H23  single    0.930  0.020  1.080
 JF9  C21  H24  single    0.970  0.020  1.090
 JF9  C22  H25  single    0.970  0.020  1.090
 JF9  C22  H26  single    0.970  0.020  1.090
 JF9  C23  H27  single    0.970  0.020  1.090
 JF9  C23  H28  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
 JF9  H2   C1   H1   106.12  3.000
 JF9  H2   C1   C6   108.97  3.000
 JF9  H1   C1   C6   109.67  3.000
 JF9  H2   C1   C2   110.20  3.000
 JF9  H1   C1   C2   109.50  3.000
 JF9  C6   C1   C2   112.19  3.000
 JF9  H4   C2   H3   105.95  3.000
 JF9  H4   C2   C3   109.94  3.000
 JF9  H3   C2   C3   108.30  3.000
 JF9  H4   C2   C1   110.52  3.000
 JF9  H3   C2   C1   110.02  3.000
 JF9  C3   C2   C1   111.91  3.000
 JF9  H6   C3   H5   106.87  3.000
 JF9  H6   C3   C4   111.65  3.000
 JF9  H5   C3   C4   109.38  3.000
 JF9  H6   C3   C2   110.25  3.000
 JF9  H5   C3   C2   110.16  3.000
 JF9  C4   C3   C2   108.52  3.000
 JF9  H7   C4   N7   104.33  3.000
 JF9  H7   C4   C5   106.56  3.000
 JF9  N7   C4   C5   113.72  3.000
 JF9  H7   C4   C3   105.34  3.000
 JF9  C5   C4   C3   112.01  3.000
 JF9  N7   C4   C3   113.90  3.000
 JF9  H9   C5   H8   105.70  3.000
 JF9  H9   C5   C6   108.92  3.000
 JF9  H8   C5   C6   110.19  3.000
 JF9  H9   C5   C4   108.28  3.000
 JF9  H8   C5   C4   110.62  3.000
 JF9  C6   C5   C4   112.85  3.000
 JF9  H11  C6   H10  106.23  3.000
 JF9  H11  C6   C5   109.68  3.000
 JF9  H10  C6   C5   109.17  3.000
 JF9  H11  C6   C1   109.89  3.000
 JF9  H10  C6   C1   109.77  3.000
 JF9  C5   C6   C1   111.94  3.000
 JF9  H12  C8   N7   106.59  3.000
 JF9  H12  C8   C13  106.91  3.000
 JF9  N7   C8   C13  111.56  3.000
 JF9  H12  C8   C9   106.40  3.000
 JF9  N7   C8   C9   113.22  3.000
 JF9  C13  C8   C9   111.67  3.000
 JF9  H14  C9   H13  105.44  3.000
 JF9  H14  C9   C10  108.51  3.000
 JF9  H13  C9   C10  110.83  3.000
 JF9  H14  C9   C8   108.05  3.000
 JF9  H13  C9   C8   110.43  3.000
 JF9  C10  C9   C8   113.24  3.000
 JF9  H16  C10  H15  105.62  3.000
 JF9  H16  C10  C11  110.17  3.000
 JF9  H15  C10  C11  109.80  3.000
 JF9  H16  C10  C9   109.60  3.000
 JF9  H15  C10  C9   109.93  3.000
 JF9  C11  C10  C9   111.55  3.000
 JF9  H18  C11  H17  106.17  3.000
 JF9  H18  C11  C12  110.00  3.000
 JF9  H17  C11  C12  109.42  3.000
 JF9  H18  C11  C10  109.05  3.000
 JF9  H17  C11  C10  109.74  3.000
 JF9  C12  C11  C10  112.26  3.000
 JF9  H20  C12  H19  105.92  3.000
 JF9  H20  C12  C13  110.32  3.000
 JF9  H19  C12  C13  108.44  3.000
 JF9  H20  C12  C11  110.32  3.000
 JF9  H19  C12  C11  110.06  3.000
 JF9  C13  C12  C11  111.60  3.000
 JF9  H22  C13  H21  106.49  3.000
 JF9  H22  C13  C12  109.88  3.000
 JF9  H21  C13  C12  111.01  3.000
 JF9  H22  C13  C8   111.07  3.000
 JF9  H21  C13  C8   108.93  3.000
 JF9  C12  C13  C8   109.43  3.000
 JF9  N17  C16  C20  111.75  3.000
 JF9  N17  C16  C14  120.71  3.000
 JF9  C20  C16  C14  127.15  3.000
 JF9  O18  C19  C21  118.87  3.000
 JF9  O18  C19  C20  109.06  3.000
 JF9  C21  C19  C20  132.06  3.000
 JF9  H23  C20  C19  128.30  3.000
 JF9  H23  C20  C16  128.31  3.000
 JF9  C19  C20  C16  103.39  3.000
 JF9  H24  C21  C23  116.64  3.000
 JF9  H24  C21  C22  116.61  3.000
 JF9  C23  C21  C22   59.11  3.000
 JF9  H24  C21  C19  112.75  3.000
 JF9  C23  C21  C19  120.88  3.000
 JF9  C22  C21  C19  121.01  3.000
 JF9  H26  C22  H25  114.49  3.000
 JF9  H26  C22  C23  118.65  3.000
 JF9  H25  C22  C23  118.36  3.000
 JF9  H26  C22  C21  116.49  3.000
 JF9  H25  C22  C21  117.91  3.000
 JF9  C23  C22  C21   60.43  3.000
 JF9  H28  C23  H27  114.46  3.000
 JF9  H28  C23  C22  118.26  3.000
 JF9  H27  C23  C22  118.73  3.000
 JF9  H28  C23  C21  117.88  3.000
 JF9  H27  C23  C21  116.60  3.000
 JF9  C22  C23  C21   60.46  3.000
 JF9  C14  N7   C8   122.53  3.000
 JF9  C14  N7   C4   119.75  3.000
 JF9  C8   N7   C4   117.62  3.000
 JF9  O18  N17  C16  105.68  3.000
 JF9  N17  O18  C19  110.11  3.000
 JF9  O15  C14  N7   125.09  3.000
 JF9  O15  C14  C16  116.64  3.000
 JF9  N7   C14  C16  118.27  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
 JF9  CONST_01  O18  C19  C20  C16     0.00   0.0  0
 JF9  CONST_02  C19  O18  N17  C16     0.00   0.0  0
 JF9  CONST_03  N17  C16  C20  C19     0.00   0.0  0
 JF9  CONST_04  N17  O18  C19  C20     0.00   0.0  0
 JF9  CONST_05  O18  N17  C16  C20     0.00   0.0  0
 JF9  CONST_06  C21  C19  C20  C16   180.00   0.0  0
 JF9  CONST_07  N17  O18  C19  C21   180.00   0.0  0
 JF9  CONST_08  C19  C20  C16  C14   180.00   0.0  0
 JF9  CONST_09  O18  N17  C16  C14   180.00   0.0  0
 JF9  CONST_10  H23  C20  C19  C21     0.00   0.0  0
 JF9  CONST_11  H23  C20  C16  N17   180.00   0.0  0
 JF9  CONST_12  H23  C20  C19  O18   180.00   0.0  0
 JF9  CONST_13  C16  C14  N7   C4    180.00   0.0  0
 JF9  CONST_14  C16  C14  N7   C8      0.00   0.0  0
 JF9  CONST_15  O15  C14  N7   C4      0.00   0.0  0
 JF9  CONST_16  O15  C14  N7   C8    180.00   0.0  0
 JF9  Var_01    C4   C3   C2   C1    -64.33  30.0  1
 JF9  Var_02    C4   C5   C6   C1    -55.67  30.0  1
 JF9  Var_03    C5   C6   C1   C2     41.04  30.0  1
 JF9  Var_04    C6   C1   C2   C3     17.81  30.0  1
 JF9  Var_05    C11  C10  C9   C8     58.10  30.0  1
 JF9  Var_06    C11  C12  C13  C8     65.98  30.0  1
 JF9  Var_07    C12  C11  C10  C9    -35.55  30.0  1
 JF9  Var_08    C13  C12  C11  C10   -24.33  30.0  1
 JF9  Var_09    C23  C22  C21  C19   109.77  30.0  1
 JF9  Var_10    C22  C21  C19  C20   144.45  30.0  1
 JF9  Var_11    C23  C21  C19  C20  -145.34  30.0  1
 JF9  Var_12    O18  C19  C21  C22   -35.85  30.0  2
 JF9  Var_13    O18  C19  C21  C23    34.37  30.0  2
 JF9  Var_14    H5   C3   C2   C1    175.95  30.0  1
 JF9  Var_15    H6   C3   C2   C1     58.25  30.0  1
 JF9  Var_16    H8   C5   C6   C1   -179.87  30.0  1
 JF9  Var_17    H9   C5   C6   C1     64.61  30.0  1
 JF9  Var_18    H10  C6   C1   C2    -80.35  30.0  1
 JF9  Var_19    H11  C6   C1   C2    163.17  30.0  1
 JF9  Var_20    H1   C1   C2   C3    139.83  30.0  1
 JF9  Var_21    H2   C1   C2   C3   -103.80  30.0  1
 JF9  Var_22    H3   C2   C3   C4     57.12  30.0  1
 JF9  Var_23    H4   C2   C3   C4    172.45  30.0  1
 JF9  Var_24    H10  C6   C5   C4     66.08  30.0  1
 JF9  Var_25    H11  C6   C5   C4   -177.92  30.0  1
 JF9  Var_26    H1   C1   C6   C5    -80.88  30.0  1
 JF9  Var_27    H2   C1   C6   C5    163.36  30.0  1
 JF9  Var_28    H3   C2   C1   C6   -102.64  30.0  1
 JF9  Var_29    H4   C2   C1   C6    140.71  30.0  1
 JF9  Var_30    H15  C10  C9   C8    -63.93  30.0  1
 JF9  Var_31    H16  C10  C9   C8   -179.61  30.0  1
 JF9  Var_32    H19  C12  C13  C8    -55.42  30.0  1
 JF9  Var_33    H20  C12  C13  C8   -171.00  30.0  1
 JF9  Var_34    H17  C11  C10  C9     86.37  30.0  1
 JF9  Var_35    H18  C11  C10  C9   -157.72  30.0  1
 JF9  Var_36    H19  C12  C11  C10    96.12  30.0  1
 JF9  Var_37    H20  C12  C11  C10  -147.36  30.0  1
 JF9  Var_38    H13  C9   C10  C11  -177.17  30.0  1
 JF9  Var_39    H14  C9   C10  C11   -61.85  30.0  1
 JF9  Var_40    H21  C13  C12  C11  -173.75  30.0  1
 JF9  Var_41    H22  C13  C12  C11   -56.22  30.0  1
 JF9  Var_42    H15  C10  C11  C12    86.56  30.0  1
 JF9  Var_43    H16  C10  C11  C12  -157.51  30.0  1
 JF9  Var_44    H17  C11  C12  C13  -146.43  30.0  1
 JF9  Var_45    H18  C11  C12  C13    97.29  30.0  1
 JF9  Var_46    H25  C22  C21  C19     1.26  30.0  1
 JF9  Var_47    H26  C22  C21  C19  -140.76  30.0  1
 JF9  Var_48    H27  C23  C21  C19   140.51  30.0  1
 JF9  Var_49    H28  C23  C21  C19    -1.56  30.0  1
 JF9  Var_50    H24  C21  C19  C20    -0.52  30.0  1
 JF9  Var_51    H27  C23  C22  C21   106.04  30.0  1
 JF9  Var_52    H28  C23  C22  C21  -107.79  30.0  1
 JF9  Var_53    H25  C22  C23  C21   107.79  30.0  1
 JF9  Var_54    H26  C22  C23  C21  -105.93  30.0  1
 JF9  Var_55    H24  C21  C23  C22   106.49  30.0  1
 JF9  Var_56    H24  C21  C19  O18   179.19  30.0  1
 JF9  Var_57    N7   C14  C16  C20  -110.80  30.0  2
 JF9  Var_58    O15  C14  C16  C20    69.58  30.0  2
 JF9  Var_59    N17  C16  C14  N7     76.90  30.0  2
 JF9  Var_60    O15  C14  C16  N17  -102.72  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
 JF9  chir_01  C4   N7   C3   C5   negativ
 JF9  chir_02  C8   N7   C13  C9   positiv
 JF9  chir_03  C21  C22  C23  C19  both

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
 JF9  plan-1  C16  0.020
 JF9  plan-1  C19  0.020
 JF9  plan-1  C20  0.020
 JF9  plan-1  C21  0.020
 JF9  plan-1  N17  0.020
 JF9  plan-1  O18  0.020
 JF9  plan-1  H23  0.020
 JF9  plan-1  C14  0.020
 JF9  plan-2  C4   0.020
 JF9  plan-2  C8   0.020
 JF9  plan-2  C16  0.020
 JF9  plan-2  N7   0.020
 JF9  plan-2  O15  0.020
 JF9  plan-2  C14  0.020

