# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 18:31:17 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (3~{R})-4-cyclopropyl-1,3-dimethyl-6-(1~{H}-pyrrol-2-yl)-3~{H}-quinoxalin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1N(C2CC2)c3cc(ccc3N(C)C1=O)c4[nH]ccc4
#
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
 BW6  BW6  (3~{R})-4-cyclopropyl-1,3-dimethyl-6-(1~{H}-pyrrol-2-yl)-3~{H}-quinoxalin-2-one  ligand  40  21  .  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_BW6
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
 BW6  C12  C  CH3   0  -0.558   2.5228  -3.0229   0.9046
 BW6  C14  C  CH1   0  -0.125   1.2149   2.3246   0.1579
 BW6  C15  C  CR5   0   0.333  -3.2485  -0.1854  -0.0657
 BW6  C16  C  CH2   0  -0.485   0.6364   2.9702   1.3765
 BW6  C18  C  CR15  0  -0.401  -3.8434   1.0205   0.2505
 BW6  C19  C  CR15  0  -0.345  -5.2291   0.8958  -0.0039
 BW6  C20  C  CR15  0  -0.072  -5.4404  -0.3794  -0.4696
 BW6  C01  C  CR16  0  -0.349  -1.4908  -1.9445   0.1112
 BW6  C02  C  CR6   0   0.097  -1.8551  -0.6031   0.0320
 BW6  C03  C  CR16  0  -0.453  -0.8450   0.3630   0.0463
 BW6  C04  C  CR6   0   0.388   0.4932   0.0142   0.1707
 BW6  C05  C  CR6   0   0.295   0.8437  -1.3459   0.2584
 BW6  C06  C  CR16  0  -0.323  -0.1546  -2.3067   0.2137
 BW6  C08  C  CH1   0  -0.245   2.7476   0.5168  -0.4334
 BW6  C09  C  C     0   0.544   3.1908  -0.8237   0.1171
 BW6  C13  C  CH3   0  -0.667   2.6488   0.4554  -1.9596
 BW6  C17  C  CH2   0  -0.501   2.0506   3.2549   0.9777
 BW6  N07  N  NT    0  -0.510   1.5238   0.9346   0.2243
 BW6  N10  N  NT    0  -0.555   2.1932  -1.6880   0.4396
 BW6  N21  N  NR15  0  -0.643  -4.2422  -1.0173  -0.4957
 BW6  O11  O  O     0  -0.474   4.3726  -1.1034   0.2180
 BW6  H1   H  HCH3  0   0.253   2.3785  -3.7654   0.1188
 BW6  H2   H  HCH3  0   0.275   3.5602  -3.0499   1.2180
 BW6  H3   H  HCH3  0   0.256   1.8955  -3.2859   1.7546
 BW6  H4   H  HCH1  0   0.263   0.8685   2.6978  -0.8051
 BW6  H5   H  HCH2  0   0.258  -0.1116   3.7391   1.2354
 BW6  H6   H  HCH2  0   0.259   0.4776   2.3388   2.2413
 BW6  H7   H  HCR5  0   0.241  -3.3395   1.8872   0.6496
 BW6  H8   H  HCR5  0   0.244  -5.9862   1.6492   0.1444
 BW6  H9   H  HCR5  0   0.270  -6.3430  -0.8761  -0.7847
 BW6  H10  H  HCR6  0   0.242  -2.2366  -2.7284   0.1215
 BW6  H11  H  HCR6  0   0.262  -1.1106   1.4068  -0.0509
 BW6  H12  H  HCR6  0   0.278   0.0910  -3.3578   0.2777
 BW6  H13  H  HCH1  0   0.286   3.5252   1.2314  -0.1610
 BW6  H14  H  HCH3  0   0.235   1.8882  -0.2538  -2.2888
 BW6  H15  H  HCH3  0   0.253   2.3953   1.4361  -2.3631
 BW6  H16  H  HCH3  0   0.250   3.6032   0.1581  -2.3939
 BW6  H17  H  HCH2  0   0.258   2.8380   2.8210   1.5813
 BW6  H18  H  HCH2  0   0.259   2.2884   4.2220   0.5553
 BW6  H19  H  HNR5  0   0.410  -4.1075  -1.9512  -0.8465

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
 BW6  C17  C16  single    1.497  0.020  1.497
 BW6  C17  C14  single    1.495  0.020  1.495
 BW6  C16  C14  single    1.495  0.020  1.495
 BW6  C14  N07  single    1.425  0.020  1.425
 BW6  C18  C19  aromatic  1.414  0.020  1.414
 BW6  C18  C15  aromatic  1.381  0.020  1.381
 BW6  C19  C20  aromatic  1.374  0.020  1.374
 BW6  N07  C04  single    1.383  0.020  1.383
 BW6  N07  C08  single    1.451  0.020  1.451
 BW6  C03  C04  aromatic  1.388  0.020  1.388
 BW6  C03  C02  aromatic  1.398  0.020  1.398
 BW6  C04  C05  aromatic  1.407  0.020  1.407
 BW6  C08  C09  single    1.515  0.020  1.515
 BW6  C08  C13  single    1.531  0.020  1.531
 BW6  C15  C02  single    1.458  0.020  1.458
 BW6  C15  N21  aromatic  1.365  0.020  1.365
 BW6  C02  C01  aromatic  1.392  0.020  1.392
 BW6  C20  N21  aromatic  1.358  0.020  1.358
 BW6  C09  O11  double    1.219  0.020  1.219
 BW6  C09  N10  single    1.359  0.020  1.359
 BW6  C05  N10  single    1.404  0.020  1.404
 BW6  C05  C06  aromatic  1.386  0.020  1.386
 BW6  N10  C12  single    1.451  0.020  1.451
 BW6  C01  C06  aromatic  1.388  0.020  1.388
 BW6  C12  H1   single    0.970  0.020  1.090
 BW6  C12  H2   single    0.970  0.020  1.090
 BW6  C12  H3   single    0.970  0.020  1.090
 BW6  C14  H4   single    0.970  0.020  1.090
 BW6  C16  H5   single    0.970  0.020  1.090
 BW6  C16  H6   single    0.970  0.020  1.090
 BW6  C18  H7   single    0.930  0.020  1.080
 BW6  C19  H8   single    0.930  0.020  1.080
 BW6  C20  H9   single    0.930  0.020  1.080
 BW6  C01  H10  single    0.930  0.020  1.080
 BW6  C03  H11  single    0.930  0.020  1.080
 BW6  C06  H12  single    0.930  0.020  1.080
 BW6  C08  H13  single    0.970  0.020  1.090
 BW6  C13  H14  single    0.970  0.020  1.090
 BW6  C13  H15  single    0.970  0.020  1.090
 BW6  C13  H16  single    0.970  0.020  1.090
 BW6  C17  H17  single    0.970  0.020  1.090
 BW6  C17  H18  single    0.970  0.020  1.090
 BW6  N21  H19  single    0.860  0.020  1.020

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
 BW6  H3   C12  H2   108.64  3.000
 BW6  H3   C12  H1   108.77  3.000
 BW6  H2   C12  H1   108.54  3.000
 BW6  H3   C12  N10  109.97  3.000
 BW6  H2   C12  N10  109.44  3.000
 BW6  H1   C12  N10  111.43  3.000
 BW6  H4   C14  N07  116.37  3.000
 BW6  H4   C14  C17  116.69  3.000
 BW6  N07  C14  C17  117.38  3.000
 BW6  H4   C14  C16  116.71  3.000
 BW6  N07  C14  C16  117.83  3.000
 BW6  C17  C14  C16   60.06  3.000
 BW6  N21  C15  C02  122.83  3.000
 BW6  N21  C15  C18  106.89  3.000
 BW6  C02  C15  C18  130.26  3.000
 BW6  H6   C16  H5   114.66  3.000
 BW6  H6   C16  C17  117.54  3.000
 BW6  H5   C16  C17  118.90  3.000
 BW6  H6   C16  C14  117.13  3.000
 BW6  H5   C16  C14  117.91  3.000
 BW6  C17  C16  C14   59.97  3.000
 BW6  H7   C18  C19  126.51  3.000
 BW6  H7   C18  C15  125.78  3.000
 BW6  C19  C18  C15  107.68  3.000
 BW6  H8   C19  C20  125.95  3.000
 BW6  H8   C19  C18  126.98  3.000
 BW6  C20  C19  C18  107.07  3.000
 BW6  H9   C20  N21  121.14  3.000
 BW6  H9   C20  C19  130.99  3.000
 BW6  N21  C20  C19  107.87  3.000
 BW6  H10  C01  C06  118.27  3.000
 BW6  H10  C01  C02  121.22  3.000
 BW6  C06  C01  C02  120.49  3.000
 BW6  C03  C02  C01  118.44  3.000
 BW6  C01  C02  C15  122.00  3.000
 BW6  C03  C02  C15  119.56  3.000
 BW6  H11  C03  C04  119.16  3.000
 BW6  H11  C03  C02  119.26  3.000
 BW6  C04  C03  C02  121.58  3.000
 BW6  N07  C04  C05  117.08  3.000
 BW6  C05  C04  C03  119.24  3.000
 BW6  N07  C04  C03  123.69  3.000
 BW6  N10  C05  C06  121.83  3.000
 BW6  C06  C05  C04  119.24  3.000
 BW6  N10  C05  C04  118.88  3.000
 BW6  H12  C06  C05  120.55  3.000
 BW6  H12  C06  C01  118.46  3.000
 BW6  C05  C06  C01  120.98  3.000
 BW6  H13  C08  N07  107.43  3.000
 BW6  H13  C08  C13  108.74  3.000
 BW6  N07  C08  C13  114.15  3.000
 BW6  H13  C08  C09  106.28  3.000
 BW6  C13  C08  C09  110.22  3.000
 BW6  N07  C08  C09  109.68  3.000
 BW6  O11  C09  N10  123.11  3.000
 BW6  N10  C09  C08  115.73  3.000
 BW6  O11  C09  C08  121.12  3.000
 BW6  H16  C13  H15  107.55  3.000
 BW6  H16  C13  H14  108.24  3.000
 BW6  H15  C13  H14  108.12  3.000
 BW6  H16  C13  C08  110.59  3.000
 BW6  H15  C13  C08  110.36  3.000
 BW6  H14  C13  C08  111.83  3.000
 BW6  H18  C17  H17  114.58  3.000
 BW6  H18  C17  C16  118.80  3.000
 BW6  H17  C17  C16  117.53  3.000
 BW6  H18  C17  C14  117.71  3.000
 BW6  H17  C17  C14  117.56  3.000
 BW6  C16  C17  C14   59.97  3.000
 BW6  C08  N07  C04  114.80  3.000
 BW6  C08  N07  C14  116.27  3.000
 BW6  C04  N07  C14  119.05  3.000
 BW6  C09  N10  C05  121.34  3.000
 BW6  C05  N10  C12  118.93  3.000
 BW6  C09  N10  C12  119.63  3.000
 BW6  H19  N21  C20  124.10  3.000
 BW6  H19  N21  C15  125.28  3.000
 BW6  C20  N21  C15  110.49  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
 BW6  CONST_01  C20  C19  C18  C15     0.00   0.0  0
 BW6  CONST_02  C04  C03  C02  C15   180.00   0.0  0
 BW6  CONST_03  C06  C01  C02  C15   180.00   0.0  0
 BW6  CONST_04  C19  C20  N21  C15     0.00   0.0  0
 BW6  CONST_05  N21  C20  C19  C18     0.00   0.0  0
 BW6  CONST_08  C20  N21  C15  C18     0.00   0.0  0
 BW6  CONST_09  C02  C15  C18  C19   180.00   0.0  0
 BW6  CONST_10  N21  C15  C18  C19     0.00   0.0  0
 BW6  CONST_11  C02  C15  N21  C20   180.00   0.0  0
 BW6  CONST_12  C04  C03  C02  C01     0.00   0.0  0
 BW6  CONST_14  C04  C05  C06  C01     0.00   0.0  0
 BW6  CONST_15  C05  C04  C03  C02     0.00   0.0  0
 BW6  CONST_16  C05  C06  C01  C02     0.00   0.0  0
 BW6  CONST_17  C06  C05  C04  C03     0.00   0.0  0
 BW6  CONST_19  C06  C01  C02  C03     0.00   0.0  0
 BW6  CONST_20  C08  C09  N10  C05     0.00   0.0  0
 BW6  CONST_21  C08  C09  N10  C12   180.00   0.0  0
 BW6  CONST_22  O11  C09  N10  C05   180.00   0.0  0
 BW6  CONST_23  H8   C19  C18  C15   180.00   0.0  0
 BW6  CONST_24  H11  C03  C02  C15     0.00   0.0  0
 BW6  CONST_25  H10  C01  C02  C15     0.00   0.0  0
 BW6  CONST_26  H9   C20  N21  C15   180.00   0.0  0
 BW6  CONST_27  H19  N21  C15  C18   180.00   0.0  0
 BW6  CONST_28  H7   C18  C19  C20   180.00   0.0  0
 BW6  CONST_29  H12  C06  C01  C02   180.00   0.0  0
 BW6  CONST_30  O11  C09  N10  C12     0.00   0.0  0
 BW6  Var_01    C03  C04  N07  C14     0.40  30.0  1
 BW6  Var_02    N07  C14  C17  C16  -107.96  30.0  1
 BW6  Var_03    C04  N07  C14  C16    75.31  30.0  3
 BW6  Var_04    C09  N10  C05  C04   -21.07  30.0  1
 BW6  Var_05    H5   C16  C17  C14  -107.36  30.0  1
 BW6  Var_06    H1   C12  N10  C05    73.53  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
 BW6  chir_02  C08  N07  C09  C13  negativ
 BW6  chir_03  C14  C17  C16  N07  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
 BW6  plan-1  C15  0.020
 BW6  plan-1  C18  0.020
 BW6  plan-1  C19  0.020
 BW6  plan-1  C20  0.020
 BW6  plan-1  C02  0.020
 BW6  plan-1  N21  0.020
 BW6  plan-1  H7   0.020
 BW6  plan-1  H8   0.020
 BW6  plan-1  H9   0.020
 BW6  plan-1  H19  0.020
 BW6  plan-2  C15  0.020
 BW6  plan-2  C01  0.020
 BW6  plan-2  C02  0.020
 BW6  plan-2  C03  0.020
 BW6  plan-2  C04  0.020
 BW6  plan-2  C05  0.020
 BW6  plan-2  C06  0.020
 BW6  plan-2  N07  0.020
 BW6  plan-2  N10  0.020
 BW6  plan-2  H10  0.020
 BW6  plan-2  H11  0.020
 BW6  plan-2  H12  0.020
 BW6  plan-3  C12  0.020
 BW6  plan-3  C05  0.020
 BW6  plan-3  C08  0.020
 BW6  plan-3  C09  0.020
 BW6  plan-3  N10  0.020
 BW6  plan-3  O11  0.020

