# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 15:48:02 2022
#   Inital geometry file: a 75 line input string
#   Ligand name: N-cyclopropyl-5-methyl-N-(propan-2-yl)-1,2-oxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)N(C1CC1)C(=O)c2cc(C)on2
#
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
 8AK  8AK  "N-cyclopropyl-5-methyl-N-(propan-2-yl)-1,2-oxazole-3-carboxamide"  ligand  31  15  .  2022-09-16  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8AK
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
 8AK  C10  C  CR5   0   0.128   1.2805  4.6000  -10.4054
 8AK  C13  C  CH3   0  -0.748   0.5256  6.6151  -13.3523
 8AK  C01  C  CH3   0  -0.678  -1.5897  2.6466   -7.1429
 8AK  C02  C  CH1   0  -0.092  -0.1010  2.6910   -7.4569
 8AK  C03  C  CH3   0  -0.652   0.7466  2.7119   -6.1905
 8AK  N04  N  NT    0  -0.460   0.2198  3.8007   -8.3708
 8AK  C05  C  CH1   0  -0.110  -0.5387  5.0153   -8.3036
 8AK  C06  C  CH2   0  -0.487  -0.5342  5.8412   -7.0513
 8AK  C07  C  CH2   0  -0.485   0.1474  6.3451   -8.2787
 8AK  C08  C  C     0   0.522   1.1882  3.6088   -9.2881
 8AK  O09  O  O     0  -0.469   1.9525  2.6567   -9.2861
 8AK  C11  C  CR15  0  -0.483   0.2695  5.0612  -11.2825
 8AK  C12  C  CR5   0   0.425   0.9448  5.8285  -12.1710
 8AK  O14  O  O     0  -0.333   2.2432  5.8267  -11.8454
 8AK  N15  N  N     0  -0.159   2.4510  5.0511  -10.7515
 8AK  H1   H  HCH3  0   0.270   1.0189  6.2624  -14.2587
 8AK  H2   H  HCH3  0   0.268  -0.5487  6.5245  -13.4913
 8AK  H3   H  HCH3  0   0.270   0.7675  7.6712  -13.2300
 8AK  H4   H  HCH3  0   0.246  -1.8040  1.7331   -6.5880
 8AK  H5   H  HCH3  0   0.237  -1.9129  3.4876   -6.5299
 8AK  H6   H  HCH3  0   0.238  -2.1920  2.6300   -8.0516
 8AK  H7   H  HCH1  0   0.247   0.1435  1.7773   -8.0002
 8AK  H8   H  HCH3  0   0.232   0.5697  1.8022   -5.6150
 8AK  H9   H  HCH3  0   0.236   1.8098  2.7535   -6.4248
 8AK  H10  H  HCH3  0   0.225   0.5038  3.5582   -5.5483
 8AK  H11  H  HCH1  0   0.276  -1.4891  4.9852   -8.8278
 8AK  H12  H  HCH2  0   0.262  -1.4762  6.2800   -6.7501
 8AK  H13  H  HCH2  0   0.262   0.0974  5.5302   -6.2309
 8AK  H14  H  HCH2  0   0.265   1.2295  6.3647   -8.2694
 8AK  H15  H  HCH2  0   0.263  -0.3081  7.1432   -8.8497
 8AK  H16  H  HCR5  0   0.286  -0.7862  4.8521  -11.2572

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
 8AK  C13  C12  single    1.480  0.020  1.480
 8AK  C12  O14  aromatic  1.339  0.020  1.339
 8AK  C12  C11  aromatic  1.354  0.020  1.354
 8AK  O14  N15  aromatic  1.357  0.020  1.357
 8AK  C11  C10  aromatic  1.416  0.020  1.416
 8AK  N15  C10  aromatic  1.301  0.020  1.301
 8AK  C10  C08  single    1.496  0.020  1.496
 8AK  O09  C08  double    1.221  0.020  1.221
 8AK  C08  N04  single    1.348  0.020  1.348
 8AK  N04  C05  single    1.434  0.020  1.434
 8AK  N04  C02  single    1.473  0.020  1.473
 8AK  C05  C07  single    1.497  0.020  1.497
 8AK  C05  C06  single    1.500  0.020  1.500
 8AK  C07  C06  single    1.492  0.020  1.492
 8AK  C02  C01  single    1.522  0.020  1.522
 8AK  C02  C03  single    1.524  0.020  1.524
 8AK  C13  H1   single    0.970  0.020  1.090
 8AK  C13  H2   single    0.970  0.020  1.090
 8AK  C13  H3   single    0.970  0.020  1.090
 8AK  C01  H4   single    0.970  0.020  1.090
 8AK  C01  H5   single    0.970  0.020  1.090
 8AK  C01  H6   single    0.970  0.020  1.090
 8AK  C02  H7   single    0.970  0.020  1.090
 8AK  C03  H8   single    0.970  0.020  1.090
 8AK  C03  H9   single    0.970  0.020  1.090
 8AK  C03  H10  single    0.970  0.020  1.090
 8AK  C05  H11  single    0.970  0.020  1.090
 8AK  C06  H12  single    0.970  0.020  1.090
 8AK  C06  H13  single    0.970  0.020  1.090
 8AK  C07  H14  single    0.970  0.020  1.090
 8AK  C07  H15  single    0.970  0.020  1.090
 8AK  C11  H16  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
 8AK  N15  C10  C11  111.39  3.000
 8AK  N15  C10  C08  118.93  3.000
 8AK  C11  C10  C08  129.37  3.000
 8AK  H3   C13  H2   108.32  3.000
 8AK  H3   C13  H1   107.82  3.000
 8AK  H2   C13  H1   108.28  3.000
 8AK  H3   C13  C12  111.25  3.000
 8AK  H2   C13  C12  109.74  3.000
 8AK  H1   C13  C12  111.32  3.000
 8AK  H6   C01  H5   108.46  3.000
 8AK  H6   C01  H4   107.63  3.000
 8AK  H5   C01  H4   107.58  3.000
 8AK  H6   C01  C02  111.64  3.000
 8AK  H5   C01  C02  112.56  3.000
 8AK  H4   C01  C02  108.77  3.000
 8AK  H7   C02  N04  105.86  3.000
 8AK  H7   C02  C03  107.50  3.000
 8AK  N04  C02  C03  112.59  3.000
 8AK  H7   C02  C01  107.31  3.000
 8AK  C03  C02  C01  111.89  3.000
 8AK  N04  C02  C01  111.28  3.000
 8AK  H10  C03  H9   108.33  3.000
 8AK  H10  C03  H8   107.50  3.000
 8AK  H9   C03  H8   107.67  3.000
 8AK  H10  C03  C02  112.11  3.000
 8AK  H9   C03  C02  111.38  3.000
 8AK  H8   C03  C02  109.68  3.000
 8AK  C08  N04  C05  122.20  3.000
 8AK  C05  N04  C02  119.61  3.000
 8AK  C08  N04  C02  118.13  3.000
 8AK  H11  C05  C07  115.72  3.000
 8AK  H11  C05  C06  114.90  3.000
 8AK  C07  C05  C06   59.70  3.000
 8AK  H11  C05  N04  114.65  3.000
 8AK  C06  C05  N04  120.26  3.000
 8AK  C07  C05  N04  120.73  3.000
 8AK  H13  C06  H12  114.46  3.000
 8AK  H13  C06  C07  117.04  3.000
 8AK  H12  C06  C07  119.33  3.000
 8AK  H13  C06  C05  118.48  3.000
 8AK  H12  C06  C05  116.94  3.000
 8AK  C07  C06  C05   60.03  3.000
 8AK  H15  C07  H14  114.33  3.000
 8AK  H15  C07  C06  119.41  3.000
 8AK  H14  C07  C06  117.12  3.000
 8AK  H15  C07  C05  116.98  3.000
 8AK  H14  C07  C05  118.33  3.000
 8AK  C06  C07  C05   60.27  3.000
 8AK  O09  C08  N04  124.04  3.000
 8AK  N04  C08  C10  117.27  3.000
 8AK  O09  C08  C10  118.63  3.000
 8AK  H16  C11  C12  127.91  3.000
 8AK  H16  C11  C10  128.50  3.000
 8AK  C12  C11  C10  103.59  3.000
 8AK  O14  C12  C11  108.86  3.000
 8AK  C11  C12  C13  133.13  3.000
 8AK  O14  C12  C13  118.02  3.000
 8AK  N15  O14  C12  110.21  3.000
 8AK  O14  N15  C10  105.95  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
 8AK  CONST_01  O14  C12  C11  C10     0.00   0.0  0
 8AK  CONST_02  C12  O14  N15  C10     0.00   0.0  0
 8AK  CONST_03  N15  O14  C12  C11     0.00   0.0  0
 8AK  CONST_04  O14  N15  C10  C11     0.00   0.0  0
 8AK  CONST_05  N15  C10  C11  C12     0.00   0.0  0
 8AK  CONST_06  C13  C12  C11  C10   180.00   0.0  0
 8AK  CONST_07  N15  O14  C12  C13   180.00   0.0  0
 8AK  CONST_08  C12  C11  C10  C08   180.00   0.0  0
 8AK  CONST_09  O14  N15  C10  C08   180.00   0.0  0
 8AK  CONST_10  H16  C11  C12  O14   180.00   0.0  0
 8AK  CONST_11  H16  C11  C10  N15   180.00   0.0  0
 8AK  CONST_12  C05  N04  C08  C10     0.00   0.0  0
 8AK  CONST_13  C02  N04  C08  C10   180.00   0.0  0
 8AK  CONST_14  O09  C08  N04  C05   180.00   0.0  0
 8AK  CONST_15  O09  C08  N04  C02     0.00   0.0  0
 8AK  Var_01    C06  C07  C05  N04  -109.37  30.0  1
 8AK  Var_02    H12  C06  C07  C05  -106.01  30.0  1
 8AK  Var_03    H13  C06  C07  C05   108.89  30.0  1
 8AK  Var_04    H14  C07  C06  C05  -108.75  30.0  1
 8AK  Var_05    H15  C07  C06  C05   106.13  30.0  1
 8AK  Var_06    H11  C05  C07  C06   105.05  30.0  1
 8AK  Var_07    C07  C05  N04  C02   132.67  30.0  3
 8AK  Var_08    C06  C05  N04  C02    62.10  30.0  3
 8AK  Var_09    C11  C10  C08  N04   -51.42  30.0  3
 8AK  Var_10    N15  C10  C08  N04   135.66  30.0  3
 8AK  Var_11    C08  N04  C05  C06  -120.95  30.0  1
 8AK  Var_12    C08  N04  C05  C07   -50.38  30.0  1
 8AK  Var_13    C11  C10  C08  O09   125.94  30.0  3
 8AK  Var_14    N15  C10  C08  O09   -46.99  30.0  3
 8AK  Var_15    H14  C07  C05  N04    -2.60  30.0  1
 8AK  Var_16    H15  C07  C05  N04   140.52  30.0  1
 8AK  Var_17    H12  C06  C05  N04  -139.91  30.0  1
 8AK  Var_18    H13  C06  C05  N04     3.62  30.0  1
 8AK  Var_19    H1   C13  C12  C11  -119.92  30.0  2
 8AK  Var_20    H2   C13  C12  C11    -0.06  30.0  2
 8AK  Var_21    H3   C13  C12  C11   119.80  30.0  2
 8AK  Var_22    H1   C13  C12  O14    60.28  30.0  2
 8AK  Var_23    H2   C13  C12  O14  -179.86  30.0  2
 8AK  Var_24    H3   C13  C12  O14   -60.00  30.0  2
 8AK  Var_25    C05  N04  C02  C01    32.69  30.0  3
 8AK  Var_26    C05  N04  C02  C03   -93.85  30.0  3
 8AK  Var_27    H11  C05  N04  C02   -81.41  30.0  3
 8AK  Var_28    H7   C02  N04  C05   148.96  30.0  3
 8AK  Var_29    H11  C05  N04  C08    95.53  30.0  3
 8AK  Var_30    C08  N04  C02  C01  -144.38  30.0  3
 8AK  Var_31    C08  N04  C02  C03    89.08  30.0  3
 8AK  Var_32    H8   C03  C02  C01    61.47  30.0  3
 8AK  Var_33    H9   C03  C02  C01  -179.44  30.0  3
 8AK  Var_34    H10  C03  C02  C01   -57.87  30.0  3
 8AK  Var_35    H4   C01  C02  C03   -61.28  30.0  3
 8AK  Var_36    H5   C01  C02  C03    57.84  30.0  3
 8AK  Var_37    H6   C01  C02  C03  -179.90  30.0  3
 8AK  Var_38    H4   C01  C02  N04   171.79  30.0  3
 8AK  Var_39    H5   C01  C02  N04   -69.09  30.0  3
 8AK  Var_40    H6   C01  C02  N04    53.17  30.0  3
 8AK  Var_41    H8   C03  C02  N04  -172.31  30.0  3
 8AK  Var_42    H9   C03  C02  N04   -53.22  30.0  3
 8AK  Var_43    H10  C03  C02  N04    68.35  30.0  3
 8AK  Var_44    H7   C02  N04  C08   -28.11  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
 8AK  chir_01  C05  N04  C07  C06  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
 8AK  plan-1  C10  0.020
 8AK  plan-1  C13  0.020
 8AK  plan-1  C08  0.020
 8AK  plan-1  C11  0.020
 8AK  plan-1  C12  0.020
 8AK  plan-1  O14  0.020
 8AK  plan-1  N15  0.020
 8AK  plan-1  H16  0.020
 8AK  plan-2  C10  0.020
 8AK  plan-2  C02  0.020
 8AK  plan-2  N04  0.020
 8AK  plan-2  C05  0.020
 8AK  plan-2  C08  0.020
 8AK  plan-2  O09  0.020

