# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 03:15:41 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (3~{S})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{S})-1-(4-methylphenyl)ethyl]amino]-3~{H}-quinoxalin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](Nc1ccc2N(C)C(=O)[C@H](C)N(C3CC3)c2c1)c4ccc(C)cc4
#
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
 8F0  8F0  (3~{S})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{S})-1-(4-methylphenyl)ethyl]amino]-3~{H}-quinoxalin-2-one  ligand  53  26  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8F0
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
 8F0  C13  C  CH3   0  -0.667   4.4029  -0.4363  -1.7096
 8F0  C17  C  CH2   0  -0.484   1.7185  -3.1347   0.9196
 8F0  C20  C  CH3   0  -0.653  -2.8839   2.3279  -1.7004
 8F0  C21  C  CR16  0  -0.308  -4.6146   0.7299   1.0171
 8F0  C22  C  CR16  0  -0.287  -5.7661   0.0014   1.2896
 8F0  C24  C  CR16  0  -0.279  -5.6628  -0.9704  -0.8874
 8F0  C01  C  CR16  0  -0.379   0.1226   2.0713  -0.0560
 8F0  C02  C  CR6   0   0.401  -0.3142   0.7739  -0.3304
 8F0  C03  C  CR16  0  -0.486   0.6238  -0.2694  -0.2701
 8F0  C04  C  CR6   0   0.375   1.9440  -0.0407   0.0869
 8F0  C05  C  CR6   0   0.271   2.3660   1.2692   0.3819
 8F0  C06  C  CR16  0  -0.324   1.4495   2.3004   0.2912
 8F0  C08  C  CH1   0  -0.242   4.2342  -0.6577  -0.2039
 8F0  C09  C  C     0   0.535   4.6674   0.5782   0.5605
 8F0  C14  C  CH1   0  -0.122   2.5191  -2.3869  -0.0991
 8F0  C16  C  CH1   0  -0.156  -2.7140   1.4038  -0.4950
 8F0  C18  C  CH2   0  -0.502   3.1610  -3.4710   0.7067
 8F0  C19  C  CR6   0   0.113  -3.9741   0.6215  -0.2108
 8F0  C23  C  CR6   0   0.085  -6.3104  -0.8608   0.3435
 8F0  C25  C  CR16  0  -0.286  -4.5172  -0.2411  -1.1627
 8F0  N07  N  NT    0  -0.511   2.8922  -1.0430   0.1942
 8F0  N10  N  NT    0  -0.548   3.6913   1.4793   0.8166
 8F0  N15  N  NH1   0  -0.705  -1.6095   0.4753  -0.6834
 8F0  O12  O  O     0  -0.486   5.8343   0.7406   0.8828
 8F0  H1   H  HCH3  0   0.235   3.7614   0.3665  -2.0758
 8F0  H2   H  HCH3  0   0.248   5.4359  -0.1811  -1.9445
 8F0  H3   H  HCH3  0   0.250   4.1519  -1.3456  -2.2554
 8F0  H4   H  HCH2  0   0.257   1.4516  -2.6062   1.8257
 8F0  H5   H  HCH2  0   0.256   0.9648  -3.8229   0.5593
 8F0  H6   H  HCH3  0   0.235  -1.9765   2.9034  -1.8877
 8F0  H7   H  HCH3  0   0.228  -3.1074   1.7584  -2.6031
 8F0  H8   H  HCH3  0   0.230  -3.6979   3.0332  -1.5305
 8F0  H9   H  HCR6  0   0.249  -4.2087   1.3891   1.7756
 8F0  H10  H  HCR6  0   0.247  -6.2414   0.1029   2.2582
 8F0  H11  H  HCR6  0   0.247  -6.0623  -1.6357  -1.6441
 8F0  H12  H  HCH3  0   0.248  -8.4133  -1.2254   0.0794
 8F0  H13  H  HCH3  0   0.244  -7.4624  -2.6808   0.3188
 8F0  H14  H  HCH3  0   0.243  -7.8133  -1.6230   1.6846
 8F0  H15  H  HCR6  0   0.256  -0.5490   2.9163  -0.1030
 8F0  H16  H  HCR6  0   0.270   0.3010  -1.2765  -0.5010
 8F0  H17  H  HCR6  0   0.271   1.7509   3.3176   0.5020
 8F0  H18  H  HCH1  0   0.282   4.9060  -1.4585   0.1073
 8F0  H22  H  HCH1  0   0.260   2.3074  -2.6158  -1.1434
 8F0  H23  H  HCH1  0   0.243  -2.5167   2.0294   0.3846
 8F0  H24  H  HCH2  0   0.257   3.8647  -3.1771   1.4756
 8F0  H25  H  HCH2  0   0.258   3.4103  -4.3938   0.2000
 8F0  H26  H  HCR6  0   0.254  -4.0446  -0.3511  -2.1319
 8F0  H27  H  HNH1  0   0.383  -1.8519  -0.4984  -0.5941
 8F0  C11  C  CH3   0  -0.555   4.0094   2.7135   1.5088
 8F0  C26  C  CH3   0  -0.723  -7.5626  -1.6390   0.6246
 8F0  H19  H  HCH3  0   0.253   3.2611   2.9089   2.2754
 8F0  H20  H  HCH3  0   0.272   4.9806   2.6234   1.9827
 8F0  H21  H  HCH3  0   0.249   4.0364   3.5619   0.8234

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
 8F0  C11  N10  single    1.450  0.020  1.450
 8F0  C06  C01  aromatic  1.391  0.020  1.391
 8F0  C06  C05  aromatic  1.383  0.020  1.383
 8F0  N10  C05  single    1.411  0.020  1.411
 8F0  N10  C09  single    1.353  0.020  1.353
 8F0  C01  C02  aromatic  1.396  0.020  1.396
 8F0  O12  C09  double    1.221  0.020  1.221
 8F0  C05  C04  aromatic  1.407  0.020  1.407
 8F0  C09  C08  single    1.516  0.020  1.516
 8F0  C08  C13  single    1.531  0.020  1.531
 8F0  C08  N07  single    1.452  0.020  1.452
 8F0  C02  N15  single    1.375  0.020  1.375
 8F0  C02  C03  aromatic  1.404  0.020  1.404
 8F0  C04  C03  aromatic  1.387  0.020  1.387
 8F0  C04  N07  single    1.384  0.020  1.384
 8F0  N15  C16  single    1.455  0.020  1.455
 8F0  N07  C14  single    1.425  0.020  1.425
 8F0  C16  C20  single    1.528  0.020  1.528
 8F0  C16  C19  single    1.510  0.020  1.510
 8F0  C14  C17  single    1.496  0.020  1.496
 8F0  C14  C18  single    1.496  0.020  1.496
 8F0  C21  C19  aromatic  1.389  0.020  1.389
 8F0  C21  C22  aromatic  1.390  0.020  1.390
 8F0  C19  C25  aromatic  1.395  0.020  1.395
 8F0  C17  C18  single    1.496  0.020  1.496
 8F0  C22  C23  aromatic  1.391  0.020  1.391
 8F0  C25  C24  aromatic  1.386  0.020  1.386
 8F0  C23  C24  aromatic  1.395  0.020  1.395
 8F0  C23  C26  single    1.501  0.020  1.501
 8F0  C13  H1   single    0.970  0.020  1.090
 8F0  C13  H2   single    0.970  0.020  1.090
 8F0  C13  H3   single    0.970  0.020  1.090
 8F0  C17  H4   single    0.970  0.020  1.090
 8F0  C17  H5   single    0.970  0.020  1.090
 8F0  C20  H6   single    0.970  0.020  1.090
 8F0  C20  H7   single    0.970  0.020  1.090
 8F0  C20  H8   single    0.970  0.020  1.090
 8F0  C21  H9   single    0.930  0.020  1.080
 8F0  C22  H10  single    0.930  0.020  1.080
 8F0  C24  H11  single    0.930  0.020  1.080
 8F0  C26  H12  single    0.970  0.020  1.090
 8F0  C26  H13  single    0.970  0.020  1.090
 8F0  C26  H14  single    0.970  0.020  1.090
 8F0  C01  H15  single    0.930  0.020  1.080
 8F0  C03  H16  single    0.930  0.020  1.080
 8F0  C06  H17  single    0.930  0.020  1.080
 8F0  C08  H18  single    0.970  0.020  1.090
 8F0  C11  H19  single    0.970  0.020  1.090
 8F0  C11  H20  single    0.970  0.020  1.090
 8F0  C11  H21  single    0.970  0.020  1.090
 8F0  C14  H22  single    0.970  0.020  1.090
 8F0  C16  H23  single    0.970  0.020  1.090
 8F0  C18  H24  single    0.970  0.020  1.090
 8F0  C18  H25  single    0.970  0.020  1.090
 8F0  C25  H26  single    0.930  0.020  1.080
 8F0  N15  H27  single    0.890  0.020  1.040

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
 8F0  H3   C13  H2   107.80  3.000
 8F0  H3   C13  H1   108.09  3.000
 8F0  H2   C13  H1   108.23  3.000
 8F0  H3   C13  C08  110.27  3.000
 8F0  H2   C13  C08  110.51  3.000
 8F0  H1   C13  C08  111.82  3.000
 8F0  H5   C17  H4   114.67  3.000
 8F0  H5   C17  C18  118.75  3.000
 8F0  H4   C17  C18  117.81  3.000
 8F0  H5   C17  C14  117.64  3.000
 8F0  H4   C17  C14  117.25  3.000
 8F0  C18  C17  C14   59.97  3.000
 8F0  H8   C20  H7   108.29  3.000
 8F0  H8   C20  H6   107.85  3.000
 8F0  H7   C20  H6   107.70  3.000
 8F0  H8   C20  C16  110.56  3.000
 8F0  H7   C20  C16  111.09  3.000
 8F0  H6   C20  C16  111.22  3.000
 8F0  H9   C21  C19  119.57  3.000
 8F0  H9   C21  C22  119.47  3.000
 8F0  C19  C21  C22  120.96  3.000
 8F0  H10  C22  C23  119.63  3.000
 8F0  H10  C22  C21  119.31  3.000
 8F0  C23  C22  C21  121.05  3.000
 8F0  H11  C24  C25  119.28  3.000
 8F0  H11  C24  C23  119.54  3.000
 8F0  C25  C24  C23  121.17  3.000
 8F0  H15  C01  C06  118.37  3.000
 8F0  H15  C01  C02  121.59  3.000
 8F0  C06  C01  C02  120.04  3.000
 8F0  N15  C02  C03  118.61  3.000
 8F0  C03  C02  C01  118.23  3.000
 8F0  N15  C02  C01  123.15  3.000
 8F0  H16  C03  C04  119.50  3.000
 8F0  H16  C03  C02  118.87  3.000
 8F0  C04  C03  C02  121.63  3.000
 8F0  N07  C04  C05  116.90  3.000
 8F0  N07  C04  C03  123.56  3.000
 8F0  C05  C04  C03  119.53  3.000
 8F0  N10  C05  C06  122.13  3.000
 8F0  N10  C05  C04  119.01  3.000
 8F0  C06  C05  C04  118.79  3.000
 8F0  H17  C06  C05  120.26  3.000
 8F0  H17  C06  C01  118.00  3.000
 8F0  C05  C06  C01  121.73  3.000
 8F0  H18  C08  N07  107.24  3.000
 8F0  H18  C08  C09  106.18  3.000
 8F0  N07  C08  C09  110.01  3.000
 8F0  H18  C08  C13  108.59  3.000
 8F0  N07  C08  C13  114.19  3.000
 8F0  C09  C08  C13  110.26  3.000
 8F0  O12  C09  N10  123.42  3.000
 8F0  O12  C09  C08  120.95  3.000
 8F0  N10  C09  C08  115.60  3.000
 8F0  H22  C14  N07  116.49  3.000
 8F0  H22  C14  C18  116.58  3.000
 8F0  N07  C14  C18  117.41  3.000
 8F0  H22  C14  C17  116.33  3.000
 8F0  C18  C14  C17   60.03  3.000
 8F0  N07  C14  C17  118.12  3.000
 8F0  H23  C16  N15  109.34  3.000
 8F0  H23  C16  C19  107.13  3.000
 8F0  N15  C16  C19  109.09  3.000
 8F0  H23  C16  C20  107.91  3.000
 8F0  C19  C16  C20  111.65  3.000
 8F0  N15  C16  C20  111.60  3.000
 8F0  H25  C18  H24  114.47  3.000
 8F0  H25  C18  C14  117.70  3.000
 8F0  H24  C18  C14  117.69  3.000
 8F0  H25  C18  C17  118.72  3.000
 8F0  H24  C18  C17  117.67  3.000
 8F0  C14  C18  C17   60.00  3.000
 8F0  C25  C19  C16  121.12  3.000
 8F0  C25  C19  C21  118.16  3.000
 8F0  C16  C19  C21  120.71  3.000
 8F0  C26  C23  C24  120.78  3.000
 8F0  C26  C23  C22  121.37  3.000
 8F0  C24  C23  C22  117.85  3.000
 8F0  H26  C25  C19  120.21  3.000
 8F0  H26  C25  C24  119.00  3.000
 8F0  C19  C25  C24  120.79  3.000
 8F0  C14  N07  C08  115.83  3.000
 8F0  C14  N07  C04  119.18  3.000
 8F0  C08  N07  C04  114.82  3.000
 8F0  C11  N10  C09  119.93  3.000
 8F0  C09  N10  C05  121.35  3.000
 8F0  C11  N10  C05  118.68  3.000
 8F0  H27  N15  C16  115.00  3.000
 8F0  H27  N15  C02  114.44  3.000
 8F0  C16  N15  C02  122.89  3.000
 8F0  H21  C11  H20  108.48  3.000
 8F0  H21  C11  H19  108.65  3.000
 8F0  H20  C11  H19  108.83  3.000
 8F0  H21  C11  N10  111.55  3.000
 8F0  H20  C11  N10  109.53  3.000
 8F0  H19  C11  N10  109.76  3.000
 8F0  H14  C26  H13  107.94  3.000
 8F0  H14  C26  H12  107.52  3.000
 8F0  H13  C26  H12  107.07  3.000
 8F0  H14  C26  C23  111.51  3.000
 8F0  H13  C26  C23  111.48  3.000
 8F0  H12  C26  C23  111.10  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
 8F0  CONST_01  C24  C25  C19  C21    0.00   0.0  0
 8F0  CONST_02  C24  C23  C22  C21    0.00   0.0  0
 8F0  CONST_03  C25  C19  C21  C22    0.00   0.0  0
 8F0  CONST_04  C25  C24  C23  C22    0.00   0.0  0
 8F0  CONST_05  C04  C05  C06  C01    0.00   0.0  0
 8F0  CONST_06  C04  C03  C02  C01    0.00   0.0  0
 8F0  CONST_07  C05  C06  C01  C02    0.00   0.0  0
 8F0  CONST_08  C05  C04  C03  C02    0.00   0.0  0
 8F0  CONST_09  C06  C01  C02  C03    0.00   0.0  0
 8F0  CONST_10  C06  C05  C04  C03    0.00   0.0  0
 8F0  CONST_11  C23  C22  C21  C19    0.00   0.0  0
 8F0  CONST_12  C23  C24  C25  C19    0.00   0.0  0
 8F0  CONST_13  C08  C09  N10  C05    0.00   0.0  0
 8F0  CONST_14  C26  C23  C22  C21  180.00   0.0  0
 8F0  CONST_15  C16  C19  C21  C22  180.00   0.0  0
 8F0  CONST_16  C16  C19  C25  C24  180.00   0.0  0
 8F0  CONST_17  C25  C24  C23  C26  180.00   0.0  0
 8F0  CONST_18  N15  C02  C03  C04  180.00   0.0  0
 8F0  CONST_19  N15  C02  C01  C06  180.00   0.0  0
 8F0  CONST_20  O12  C09  N10  C05  180.00   0.0  0
 8F0  CONST_21  C11  N10  C09  C08  180.00   0.0  0
 8F0  CONST_22  H26  C25  C19  C21  180.00   0.0  0
 8F0  CONST_23  H11  C24  C23  C22  180.00   0.0  0
 8F0  CONST_24  H10  C22  C23  C24  180.00   0.0  0
 8F0  CONST_25  H16  C03  C02  C01  180.00   0.0  0
 8F0  CONST_26  H17  C06  C01  C02  180.00   0.0  0
 8F0  CONST_27  H15  C01  C02  C03  180.00   0.0  0
 8F0  CONST_28  H9   C21  C22  C23  180.00   0.0  0
 8F0  CONST_30  C16  N15  C02  C03  180.00   0.0  0
 8F0  CONST_31  O12  C09  N10  C11    0.00   0.0  0
 8F0  Var_01    C08  N07  C14  C17  140.06  30.0  1
 8F0  Var_02    N07  C14  C18  C17  108.29  30.0  1
 8F0  Var_03    C09  N10  C05  C04   21.34  30.0  1
 8F0  Var_04    H12  C26  C23  C22  106.20  30.0  2
 8F0  Var_05    H19  C11  N10  C05   46.90  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
 8F0  chir_01  C08  C09  C13  N07  positiv
 8F0  chir_03  C16  N15  C20  C19  negativ
 8F0  chir_04  C14  N07  C17  C18  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
 8F0  plan-1  C21  0.020
 8F0  plan-1  C22  0.020
 8F0  plan-1  C24  0.020
 8F0  plan-1  C16  0.020
 8F0  plan-1  C19  0.020
 8F0  plan-1  C23  0.020
 8F0  plan-1  C25  0.020
 8F0  plan-1  H9   0.020
 8F0  plan-1  H10  0.020
 8F0  plan-1  H11  0.020
 8F0  plan-1  H26  0.020
 8F0  plan-1  C26  0.020
 8F0  plan-2  C01  0.020
 8F0  plan-2  C02  0.020
 8F0  plan-2  C03  0.020
 8F0  plan-2  C04  0.020
 8F0  plan-2  C05  0.020
 8F0  plan-2  C06  0.020
 8F0  plan-2  N07  0.020
 8F0  plan-2  N10  0.020
 8F0  plan-2  N15  0.020
 8F0  plan-2  H15  0.020
 8F0  plan-2  H16  0.020
 8F0  plan-2  H17  0.020
 8F0  plan-3  C02  0.020
 8F0  plan-3  C16  0.020
 8F0  plan-3  N15  0.020
 8F0  plan-3  H27  0.020
 8F0  plan-4  C05  0.020
 8F0  plan-4  C08  0.020
 8F0  plan-4  C09  0.020
 8F0  plan-4  N10  0.020
 8F0  plan-4  O12  0.020
 8F0  plan-4  C11  0.020

