# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 06:38:30 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (3R)-4-cyclopropyl-1,3-dimethyl-6-[5-methyl-4-(4-methylphenyl)-4H-1,2,4-triazol-3-yl]-3,4-dihydroquinoxalin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1N(C2CC2)c3cc(ccc3N(C)C1=O)c4nnc(C)n4c5ccc(C)cc5
#
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
 BOF  BOF  (3R)-4-cyclopropyl-1,3-dimethyl-6-[5-methyl-4-(4-methylphenyl)-4H-1,2,4-triazol-3-yl]-3,4-dihydroquinoxalin-2(1H)-one  ligand  54  29  .  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_BOF
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
 BOF  C11  C  CH3   0  -0.558   2.9441   2.9622   1.6238
 BOF  C12  C  CH3   0  -0.672   5.2161   0.0737  -1.6990
 BOF  C14  C  CH1   0  -0.113   3.9789  -1.3811   0.5550
 BOF  C15  C  CR5   0   0.391  -1.5176  -1.6091   0.3914
 BOF  C01  C  CR16  0  -0.285  -0.5183   0.6055   1.0064
 BOF  C02  C  CR6   0   0.029  -0.4015  -0.6690   0.4565
 BOF  C03  C  CR16  0  -0.363   0.8407  -1.0778  -0.0277
 BOF  C04  C  CR6   0   0.296   1.9454  -0.2502   0.0491
 BOF  C05  C  CR6   0   0.356   1.8192   1.0294   0.6038
 BOF  C06  C  CR16  0  -0.327   0.5766   1.4504   1.0702
 BOF  N07  N  NT    0  -0.490   3.2086  -0.6664  -0.4311
 BOF  C08  C  CH1   0  -0.255   3.8912   0.4555  -1.0670
 BOF  C09  C  C     0   0.547   4.0391   1.6284  -0.1028
 BOF  N10  N  NT    0  -0.568   2.9568   1.8356   0.7077
 BOF  O13  O  O     0  -0.459   5.0260   2.3373  -0.0629
 BOF  N16  N  N     0  -0.329  -1.4014  -2.9053   0.4783
 BOF  N17  N  N     0  -0.333  -2.6361  -3.4500   0.3677
 BOF  C18  C  CR5   0   0.388  -3.4944  -2.4823   0.2194
 BOF  N19  N  NR5   0  -0.578  -2.8352  -1.2892   0.2300
 BOF  C20  C  CR6   0   0.224  -3.4152  -0.0163  -0.0105
 BOF  C21  C  CR16  0  -0.237  -4.2435   0.5569   0.9406
 BOF  C22  C  CR16  0  -0.305  -4.8121   1.7976   0.6910
 BOF  C23  C  CR6   0   0.108  -4.5570   2.4829  -0.4940
 BOF  C24  C  CR16  0  -0.294  -3.7175   1.8855  -1.4345
 BOF  C25  C  CR16  0  -0.230  -3.1515   0.6436  -1.2030
 BOF  C26  C  CH3   0  -0.722  -5.1545   3.8337  -0.7539
 BOF  C27  C  CH3   0  -0.753  -4.9589  -2.6214   0.0465
 BOF  C28  C  CH2   0  -0.495   3.5873  -2.7862   0.8830
 BOF  C29  C  CH2   0  -0.482   4.8443  -2.5194   0.1172
 BOF  H1   H  HCH3  0   0.258   2.5220   2.6555   2.5788
 BOF  H2   H  HCH3  0   0.276   3.9595   3.3055   1.7872
 BOF  H3   H  HCH3  0   0.254   2.3572   3.7929   1.2297
 BOF  H4   H  HCH3  0   0.243   5.0710  -0.7648  -2.3783
 BOF  H5   H  HCH3  0   0.249   5.6076   0.9079  -2.2777
 BOF  H6   H  HCH3  0   0.239   5.9648  -0.2055  -0.9598
 BOF  H7   H  HCH1  0   0.253   4.3532  -0.7947   1.3953
 BOF  H8   H  HCR6  0   0.266  -1.4598   0.9564   1.4046
 BOF  H9   H  HCR6  0   0.256   0.9496  -2.0539  -0.4813
 BOF  H10  H  HCR6  0   0.284   0.4493   2.4350   1.4980
 BOF  H11  H  HCH1  0   0.296   3.2280   0.8025  -1.8711
 BOF  H12  H  HCR6  0   0.277  -4.4391   0.0456   1.8747
 BOF  H13  H  HCR6  0   0.260  -5.4606   2.2407   1.4365
 BOF  H14  H  HCR6  0   0.259  -3.5076   2.3944  -2.3676
 BOF  H15  H  HCR6  0   0.273  -2.5098   0.1862  -1.9450
 BOF  H16  H  HCH3  0   0.253  -4.3943   4.6142  -0.6895
 BOF  H17  H  HCH3  0   0.250  -5.5878   3.8896  -1.7527
 BOF  H18  H  HCH3  0   0.247  -5.9345   4.0719  -0.0324
 BOF  H19  H  HCH3  0   0.267  -5.5038  -2.2546   0.9172
 BOF  H20  H  HCH3  0   0.265  -5.3116  -2.0645  -0.8218
 BOF  H21  H  HCH3  0   0.274  -5.2066  -3.6712  -0.0912
 BOF  H22  H  HCH2  0   0.256   3.6602  -3.0950   1.9175
 BOF  H23  H  HCH2  0   0.251   2.7558  -3.2211   0.3446
 BOF  H24  H  HCH2  0   0.252   4.8461  -2.7680  -0.9356
 BOF  H25  H  HCH2  0   0.254   5.7982  -2.6473   0.6121

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
 BOF  C26  C23  single    1.500  0.020  1.500
 BOF  C23  C22  aromatic  1.392  0.020  1.392
 BOF  C23  C24  aromatic  1.395  0.020  1.395
 BOF  C22  C21  aromatic  1.387  0.020  1.387
 BOF  C24  C25  aromatic  1.384  0.020  1.384
 BOF  C21  C20  aromatic  1.385  0.020  1.385
 BOF  C28  C29  single    1.496  0.020  1.496
 BOF  C28  C14  single    1.495  0.020  1.495
 BOF  C29  C14  single    1.495  0.020  1.495
 BOF  C25  C20  aromatic  1.388  0.020  1.388
 BOF  C27  C18  single    1.481  0.020  1.481
 BOF  C20  N19  single    1.419  0.020  1.419
 BOF  C14  N07  single    1.441  0.020  1.441
 BOF  N19  C18  aromatic  1.363  0.020  1.363
 BOF  N19  C15  aromatic  1.365  0.020  1.365
 BOF  C18  N17  aromatic  1.302  0.020  1.302
 BOF  N07  C04  single    1.414  0.020  1.414
 BOF  N07  C08  single    1.459  0.020  1.459
 BOF  C03  C04  aromatic  1.382  0.020  1.382
 BOF  C03  C02  aromatic  1.395  0.020  1.395
 BOF  C04  C05  aromatic  1.400  0.020  1.400
 BOF  C15  C02  single    1.461  0.020  1.461
 BOF  C15  N16  aromatic  1.304  0.020  1.304
 BOF  N17  N16  aromatic  1.354  0.020  1.354
 BOF  C08  C09  single    1.525  0.020  1.525
 BOF  C08  C12  single    1.517  0.020  1.517
 BOF  C02  C01  aromatic  1.393  0.020  1.393
 BOF  C09  O13  double    1.216  0.020  1.216
 BOF  C09  N10  single    1.368  0.020  1.368
 BOF  C05  N10  single    1.398  0.020  1.398
 BOF  C05  C06  aromatic  1.392  0.020  1.392
 BOF  N10  C11  single    1.452  0.020  1.452
 BOF  C01  C06  aromatic  1.384  0.020  1.384
 BOF  C11  H1   single    0.970  0.020  1.090
 BOF  C11  H2   single    0.970  0.020  1.090
 BOF  C11  H3   single    0.970  0.020  1.090
 BOF  C12  H4   single    0.970  0.020  1.090
 BOF  C12  H5   single    0.970  0.020  1.090
 BOF  C12  H6   single    0.970  0.020  1.090
 BOF  C14  H7   single    0.970  0.020  1.090
 BOF  C01  H8   single    0.930  0.020  1.080
 BOF  C03  H9   single    0.930  0.020  1.080
 BOF  C06  H10  single    0.930  0.020  1.080
 BOF  C08  H11  single    0.970  0.020  1.090
 BOF  C21  H12  single    0.930  0.020  1.080
 BOF  C22  H13  single    0.930  0.020  1.080
 BOF  C24  H14  single    0.930  0.020  1.080
 BOF  C25  H15  single    0.930  0.020  1.080
 BOF  C26  H16  single    0.970  0.020  1.090
 BOF  C26  H17  single    0.970  0.020  1.090
 BOF  C26  H18  single    0.970  0.020  1.090
 BOF  C27  H19  single    0.970  0.020  1.090
 BOF  C27  H20  single    0.970  0.020  1.090
 BOF  C27  H21  single    0.970  0.020  1.090
 BOF  C28  H22  single    0.970  0.020  1.090
 BOF  C28  H23  single    0.970  0.020  1.090
 BOF  C29  H24  single    0.970  0.020  1.090
 BOF  C29  H25  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
 BOF  H3   C11  H2   108.49  3.000
 BOF  H3   C11  H1   108.84  3.000
 BOF  H2   C11  H1   108.69  3.000
 BOF  H3   C11  N10  111.56  3.000
 BOF  H2   C11  N10  109.42  3.000
 BOF  H1   C11  N10  109.78  3.000
 BOF  H6   C12  H5   108.08  3.000
 BOF  H6   C12  H4   108.53  3.000
 BOF  H5   C12  H4   107.85  3.000
 BOF  H6   C12  C08  112.48  3.000
 BOF  H5   C12  C08  110.06  3.000
 BOF  H4   C12  C08  109.72  3.000
 BOF  H7   C14  C29  115.86  3.000
 BOF  H7   C14  C28  115.22  3.000
 BOF  C29  C14  C28   60.03  3.000
 BOF  H7   C14  N07  116.35  3.000
 BOF  C29  C14  N07  119.11  3.000
 BOF  C28  C14  N07  118.44  3.000
 BOF  N19  C15  N16  109.07  3.000
 BOF  N16  C15  C02  124.65  3.000
 BOF  N19  C15  C02  126.28  3.000
 BOF  H8   C01  C06  118.28  3.000
 BOF  H8   C01  C02  121.03  3.000
 BOF  C06  C01  C02  120.68  3.000
 BOF  C03  C02  C01  118.68  3.000
 BOF  C01  C02  C15  122.84  3.000
 BOF  C03  C02  C15  118.46  3.000
 BOF  H9   C03  C04  118.88  3.000
 BOF  H9   C03  C02  119.98  3.000
 BOF  C04  C03  C02  121.13  3.000
 BOF  N07  C04  C05  118.95  3.000
 BOF  C05  C04  C03  119.80  3.000
 BOF  N07  C04  C03  121.25  3.000
 BOF  N10  C05  C06  121.79  3.000
 BOF  C06  C05  C04  119.30  3.000
 BOF  N10  C05  C04  118.88  3.000
 BOF  H10  C06  C05  120.86  3.000
 BOF  H10  C06  C01  118.75  3.000
 BOF  C05  C06  C01  120.39  3.000
 BOF  C08  N07  C04  109.85  3.000
 BOF  C08  N07  C14  115.44  3.000
 BOF  C04  N07  C14  113.03  3.000
 BOF  H11  C08  C09  106.16  3.000
 BOF  H11  C08  N07  106.23  3.000
 BOF  C09  C08  N07  111.16  3.000
 BOF  H11  C08  C12  107.57  3.000
 BOF  C09  C08  C12  111.85  3.000
 BOF  N07  C08  C12  113.37  3.000
 BOF  O13  C09  N10  122.31  3.000
 BOF  N10  C09  C08  114.47  3.000
 BOF  O13  C09  C08  123.21  3.000
 BOF  C09  N10  C05  120.82  3.000
 BOF  C05  N10  C11  119.15  3.000
 BOF  C09  N10  C11  119.88  3.000
 BOF  N17  N16  C15  108.25  3.000
 BOF  C18  N17  N16  108.14  3.000
 BOF  C27  C18  N19  124.14  3.000
 BOF  N19  C18  N17  109.32  3.000
 BOF  C27  C18  N17  126.53  3.000
 BOF  C20  N19  C18  125.88  3.000
 BOF  C18  N19  C15  105.22  3.000
 BOF  C20  N19  C15  128.64  3.000
 BOF  C25  C20  C21  120.44  3.000
 BOF  C25  C20  N19  119.62  3.000
 BOF  C21  C20  N19  119.94  3.000
 BOF  H12  C21  C22  120.23  3.000
 BOF  H12  C21  C20  120.33  3.000
 BOF  C22  C21  C20  119.44  3.000
 BOF  H13  C22  C23  119.62  3.000
 BOF  H13  C22  C21  119.17  3.000
 BOF  C23  C22  C21  121.21  3.000
 BOF  C26  C23  C24  120.57  3.000
 BOF  C24  C23  C22  118.25  3.000
 BOF  C26  C23  C22  121.18  3.000
 BOF  H14  C24  C25  119.09  3.000
 BOF  H14  C24  C23  119.75  3.000
 BOF  C25  C24  C23  121.16  3.000
 BOF  H15  C25  C24  120.45  3.000
 BOF  H15  C25  C20  120.04  3.000
 BOF  C24  C25  C20  119.51  3.000
 BOF  H18  C26  H17  108.13  3.000
 BOF  H18  C26  H16  107.66  3.000
 BOF  H17  C26  H16  107.11  3.000
 BOF  H18  C26  C23  111.57  3.000
 BOF  H17  C26  C23  111.30  3.000
 BOF  H16  C26  C23  110.88  3.000
 BOF  H21  C27  H20  108.58  3.000
 BOF  H21  C27  H19  108.18  3.000
 BOF  H20  C27  H19  107.60  3.000
 BOF  H21  C27  C18  109.31  3.000
 BOF  H20  C27  C18  111.39  3.000
 BOF  H19  C27  C18  111.67  3.000
 BOF  H23  C28  H22  114.38  3.000
 BOF  H23  C28  C29  117.57  3.000
 BOF  H22  C28  C29  118.93  3.000
 BOF  H23  C28  C14  118.03  3.000
 BOF  H22  C28  C14  117.41  3.000
 BOF  C29  C28  C14   60.00  3.000
 BOF  H25  C29  H24  114.61  3.000
 BOF  H25  C29  C28  119.04  3.000
 BOF  H24  C29  C28  117.30  3.000
 BOF  H25  C29  C14  117.78  3.000
 BOF  H24  C29  C14  117.44  3.000
 BOF  C28  C29  C14   59.97  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
 BOF  CONST_03  N17  C18  N19  C15     0.00   0.0  0
 BOF  CONST_04  C04  C03  C02  C15   180.00   0.0  0
 BOF  CONST_05  C06  C01  C02  C15   180.00   0.0  0
 BOF  CONST_06  C18  N17  N16  C15     0.00   0.0  0
 BOF  CONST_07  C04  C03  C02  C01     0.00   0.0  0
 BOF  CONST_10  C04  C05  C06  C01     0.00   0.0  0
 BOF  CONST_11  C05  C04  C03  C02     0.00   0.0  0
 BOF  CONST_12  C20  N19  C15  C02     0.00   0.0  0
 BOF  CONST_13  C18  N19  C15  C02   180.00   0.0  0
 BOF  CONST_14  N17  N16  C15  C02   180.00   0.0  0
 BOF  CONST_15  C05  C06  C01  C02     0.00   0.0  0
 BOF  CONST_16  C06  C05  C04  C03     0.00   0.0  0
 BOF  CONST_19  C06  C01  C02  C03     0.00   0.0  0
 BOF  CONST_20  C20  N19  C15  N16   180.00   0.0  0
 BOF  CONST_21  C18  N19  C15  N16     0.00   0.0  0
 BOF  CONST_22  N19  C18  N17  N16     0.00   0.0  0
 BOF  CONST_23  C20  N19  C18  N17   180.00   0.0  0
 BOF  CONST_24  N19  C15  N16  N17     0.00   0.0  0
 BOF  CONST_27  C22  C21  C20  N19   180.00   0.0  0
 BOF  CONST_28  C24  C25  C20  N19   180.00   0.0  0
 BOF  CONST_29  C23  C22  C21  C20     0.00   0.0  0
 BOF  CONST_30  C23  C24  C25  C20     0.00   0.0  0
 BOF  CONST_31  C24  C23  C22  C21     0.00   0.0  0
 BOF  CONST_32  C24  C25  C20  C21     0.00   0.0  0
 BOF  CONST_33  C25  C24  C23  C22     0.00   0.0  0
 BOF  CONST_34  C25  C20  C21  C22     0.00   0.0  0
 BOF  CONST_35  C08  C09  N10  C05     0.00   0.0  0
 BOF  CONST_36  C27  C18  N19  C15   180.00   0.0  0
 BOF  CONST_37  C27  C18  N17  N16   180.00   0.0  0
 BOF  CONST_38  C27  C18  N19  C20     0.00   0.0  0
 BOF  CONST_39  C26  C23  C22  C21   180.00   0.0  0
 BOF  CONST_40  C26  C23  C24  C25   180.00   0.0  0
 BOF  CONST_41  C08  C09  N10  C11   180.00   0.0  0
 BOF  CONST_42  O13  C09  N10  C05   180.00   0.0  0
 BOF  CONST_43  H9   C03  C02  C15     0.00   0.0  0
 BOF  CONST_44  H8   C01  C02  C15     0.00   0.0  0
 BOF  CONST_45  H10  C06  C01  C02   180.00   0.0  0
 BOF  CONST_46  H12  C21  C20  N19     0.00   0.0  0
 BOF  CONST_47  H15  C25  C20  N19     0.00   0.0  0
 BOF  CONST_48  H13  C22  C21  C20   180.00   0.0  0
 BOF  CONST_49  H14  C24  C25  C20   180.00   0.0  0
 BOF  CONST_50  O13  C09  N10  C11     0.00   0.0  0
 BOF  Var_01    C03  C04  N07  C14   -87.48  30.0  1
 BOF  Var_02    C28  C14  N07  C04    74.36  30.0  3
 BOF  Var_03    C09  N10  C05  C04    23.05  30.0  1
 BOF  Var_04    C29  C28  C14  N07   109.05  30.0  1
 BOF  Var_05    H24  C29  C28  C14  -107.49  30.0  1
 BOF  Var_06    H1   C11  N10  C05    45.32  30.0  3
 BOF  Var_07    H19  C27  C18  N17   111.08  30.0  2
 BOF  Var_08    H16  C26  C23  C22   107.83  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
 BOF  chir_02  C08  N07  C09  C12  negativ
 BOF  chir_03  C14  C28  C29  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
 BOF  plan-1  C15  0.020
 BOF  plan-1  C02  0.020
 BOF  plan-1  N16  0.020
 BOF  plan-1  N17  0.020
 BOF  plan-1  C18  0.020
 BOF  plan-1  N19  0.020
 BOF  plan-1  C20  0.020
 BOF  plan-1  C27  0.020
 BOF  plan-2  C15  0.020
 BOF  plan-2  C01  0.020
 BOF  plan-2  C02  0.020
 BOF  plan-2  C03  0.020
 BOF  plan-2  C04  0.020
 BOF  plan-2  C05  0.020
 BOF  plan-2  C06  0.020
 BOF  plan-2  N07  0.020
 BOF  plan-2  N10  0.020
 BOF  plan-2  H8   0.020
 BOF  plan-2  H9   0.020
 BOF  plan-2  H10  0.020
 BOF  plan-3  N19  0.020
 BOF  plan-3  C20  0.020
 BOF  plan-3  C21  0.020
 BOF  plan-3  C22  0.020
 BOF  plan-3  C23  0.020
 BOF  plan-3  C24  0.020
 BOF  plan-3  C25  0.020
 BOF  plan-3  C26  0.020
 BOF  plan-3  H12  0.020
 BOF  plan-3  H13  0.020
 BOF  plan-3  H14  0.020
 BOF  plan-3  H15  0.020
 BOF  plan-4  C11  0.020
 BOF  plan-4  C05  0.020
 BOF  plan-4  C08  0.020
 BOF  plan-4  C09  0.020
 BOF  plan-4  N10  0.020
 BOF  plan-4  O13  0.020

