# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 05:49:40 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (4~{R})-4-pyridin-3-yl-5-[3-(trifluoromethyl)phenyl]sulfonyl-4~{H}-pyrrolo[1,2-a]quinoxaline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1cccc(c1)[S](=O)(=O)N2[C@H](c3cccnc3)c4cccn4c5ccccc25
#
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
 7N2  7N2  (4~{R})-4-pyridin-3-yl-5-[3-(trifluoromethyl)phenyl]sulfonyl-4~{H}-pyrrolo[1,2-a]quinoxaline  ligand  48  32  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7N2
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
 7N2  N01  N  N     0  -0.587  -3.4725  -0.6835  -0.1544
 7N2  C02  C  CR56  0   0.382  -3.1963   0.4847  -0.8178
 7N2  C03  C  CR15  0  -0.400  -4.2860   0.8201  -1.5695
 7N2  C04  C  CR15  0  -0.355  -5.2620  -0.1939  -1.3594
 7N2  C05  C  CR15  0  -0.062  -4.7347  -1.1042  -0.4869
 7N2  C06  C  CR66  0   0.396  -2.5265  -1.3156   0.6537
 7N2  C07  C  CR16  0  -0.332  -2.8754  -2.2639   1.6068
 7N2  C08  C  CR16  0  -0.250  -1.8882  -2.8704   2.3660
 7N2  C09  C  CR16  0  -0.265  -0.5562  -2.5111   2.2057
 7N2  C10  C  CR16  0  -0.286  -0.2095  -1.5411   1.2791
 7N2  C11  C  CR66  0   0.305  -1.1864  -0.9561   0.4871
 7N2  N12  N  NR6   0  -0.713  -0.8745   0.0462  -0.4656
 7N2  C13  C  CR6   0   0.043  -1.8346   1.9839   0.6757
 7N2  C14  C  CR16  0  -0.318  -2.8452   3.5854   2.1411
 7N2  C15  C  CR16  0  -0.163  -2.9252   2.7716   1.0236
 7N2  C16  C  CR16  0  -0.087  -0.7071   2.0629   1.4867
 7N2  N17  N  N     0  -0.399  -0.6200   2.8417   2.5576
 7N2  C18  C  CR16  0  -0.070  -1.6700   3.5868   2.8768
 7N2  C19  C  CR16  0  -0.288  -1.8688   1.1171  -0.5740
 7N2  S20  S  S     0   1.368   0.0888  -0.3597  -1.7691
 7N2  O21  O  OS    0  -0.615   0.0949  -1.8027  -1.9006
 7N2  O22  O  OS    0  -0.623  -0.3127   0.4826  -2.8802
 7N2  C23  C  CR6   0  -0.156   1.7083   0.1521  -1.2630
 7N2  C24  C  CR16  0  -0.228   1.9623   1.5089  -1.0941
 7N2  C25  C  CR16  0  -0.225   3.2229   1.9068  -0.6919
 7N2  C26  C  CR16  0  -0.265   4.2221   0.9641  -0.4779
 7N2  C27  C  CR6   0  -0.172   3.9565  -0.3822  -0.6699
 7N2  C28  C  CR16  0  -0.273   2.6882  -0.8009  -1.0611
 7N2  C29  C  CT    0   1.060   5.0089  -1.4285  -0.4598
 7N2  F30  F  F     0  -0.310   5.2701  -2.0908  -1.5942
 7N2  F31  F  F     0  -0.297   6.1612  -0.9178  -0.0248
 7N2  F32  F  F     0  -0.310   4.6162  -2.3422   0.4366
 7N2  H1   H  HCR5  0   0.259  -4.3773   1.6960  -2.1926
 7N2  H2   H  HCR5  0   0.255  -6.2407  -0.2496  -1.8082
 7N2  H3   H  HCR5  0   0.290  -5.1434  -2.0250  -0.1061
 7N2  H4   H  HCR6  0   0.284  -3.9137  -2.5271   1.7575
 7N2  H5   H  HCR6  0   0.271  -2.1643  -3.6163   3.0990
 7N2  H6   H  HCR6  0   0.269   0.2109  -2.9766   2.8089
 7N2  H7   H  HCR6  0   0.271   0.8237  -1.2352   1.1770
 7N2  H8   H  HCR6  0   0.275  -3.6803   4.2035   2.4404
 7N2  H9   H  HCR6  0   0.276  -3.8335   2.7444   0.4346
 7N2  H10  H  HCR6  0   0.255   0.1720   1.4668   1.2672
 7N2  H11  H  HCR6  0   0.268  -1.5768   4.2073   3.7609
 7N2  H12  H  HCR6  0   0.328  -1.6252   1.7522  -1.4268
 7N2  H13  H  HCR6  0   0.300   1.1949   2.2525  -1.2664
 7N2  H14  H  HCR6  0   0.291   3.4347   2.9565  -0.5460
 7N2  H15  H  HCR6  0   0.290   5.2004   1.3002  -0.1647
 7N2  H16  H  HCR6  0   0.310   2.4655  -1.8512  -1.1990

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
 7N2  N17  C18  aromatic  1.326  0.020  1.326
 7N2  N17  C16  aromatic  1.327  0.020  1.327
 7N2  C18  C14  aromatic  1.386  0.020  1.386
 7N2  C16  C13  aromatic  1.391  0.020  1.391
 7N2  C09  C10  aromatic  1.386  0.020  1.386
 7N2  C09  C08  aromatic  1.389  0.020  1.389
 7N2  C10  C11  aromatic  1.387  0.020  1.387
 7N2  C14  C15  aromatic  1.385  0.020  1.385
 7N2  O22  S20  double    1.451  0.020  1.451
 7N2  O21  S20  double    1.449  0.020  1.449
 7N2  C13  C15  aromatic  1.390  0.020  1.390
 7N2  C13  C19  single    1.521  0.020  1.521
 7N2  C08  C07  aromatic  1.385  0.020  1.385
 7N2  C11  N12  single    1.418  0.020  1.418
 7N2  C11  C06  aromatic  1.397  0.020  1.397
 7N2  N12  S20  single    1.671  0.020  1.671
 7N2  N12  C19  single    1.465  0.020  1.465
 7N2  S20  C23  single    1.772  0.020  1.772
 7N2  C19  C02  single    1.491  0.020  1.491
 7N2  C07  C06  aromatic  1.389  0.020  1.389
 7N2  C06  N01  aromatic  1.396  0.020  1.396
 7N2  C23  C28  aromatic  1.382  0.020  1.382
 7N2  C23  C24  aromatic  1.391  0.020  1.391
 7N2  C02  N01  aromatic  1.372  0.020  1.372
 7N2  C02  C03  aromatic  1.366  0.020  1.366
 7N2  C28  C27  aromatic  1.392  0.020  1.392
 7N2  N01  C05  aromatic  1.371  0.020  1.371
 7N2  C24  C25  aromatic  1.382  0.020  1.382
 7N2  F32  C29  single    1.339  0.020  1.339
 7N2  C03  C04  aromatic  1.423  0.020  1.423
 7N2  F30  C29  single    1.339  0.020  1.339
 7N2  C27  C29  single    1.499  0.020  1.499
 7N2  C27  C26  aromatic  1.386  0.020  1.386
 7N2  C05  C04  aromatic  1.367  0.020  1.367
 7N2  C29  F31  single    1.333  0.020  1.333
 7N2  C25  C26  aromatic  1.390  0.020  1.390
 7N2  C03  H1   single    0.930  0.020  1.080
 7N2  C04  H2   single    0.930  0.020  1.080
 7N2  C05  H3   single    0.930  0.020  1.080
 7N2  C07  H4   single    0.930  0.020  1.080
 7N2  C08  H5   single    0.930  0.020  1.080
 7N2  C09  H6   single    0.930  0.020  1.080
 7N2  C10  H7   single    0.930  0.020  1.080
 7N2  C14  H8   single    0.930  0.020  1.080
 7N2  C15  H9   single    0.930  0.020  1.080
 7N2  C16  H10  single    0.930  0.020  1.080
 7N2  C18  H11  single    0.930  0.020  1.080
 7N2  C19  H12  single    0.970  0.020  1.090
 7N2  C24  H13  single    0.930  0.020  1.080
 7N2  C25  H14  single    0.930  0.020  1.080
 7N2  C26  H15  single    0.930  0.020  1.080
 7N2  C28  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
 7N2  C06  N01  C05  128.71  3.000
 7N2  C05  N01  C02  109.23  3.000
 7N2  C06  N01  C02  121.96  3.000
 7N2  C19  C02  C03  134.15  3.000
 7N2  C03  C02  N01  108.34  3.000
 7N2  C19  C02  N01  117.49  3.000
 7N2  H1   C03  C04  127.29  3.000
 7N2  H1   C03  C02  125.79  3.000
 7N2  C04  C03  C02  106.92  3.000
 7N2  H2   C04  C05  125.56  3.000
 7N2  H2   C04  C03  126.72  3.000
 7N2  C05  C04  C03  107.71  3.000
 7N2  H3   C05  C04  130.45  3.000
 7N2  H3   C05  N01  121.72  3.000
 7N2  C04  C05  N01  107.79  3.000
 7N2  C11  C06  C07  119.89  3.000
 7N2  C07  C06  N01  122.43  3.000
 7N2  C11  C06  N01  117.68  3.000
 7N2  H4   C07  C08  120.07  3.000
 7N2  H4   C07  C06  120.19  3.000
 7N2  C08  C07  C06  119.74  3.000
 7N2  H5   C08  C09  120.09  3.000
 7N2  H5   C08  C07  119.44  3.000
 7N2  C09  C08  C07  120.46  3.000
 7N2  H6   C09  C10  119.80  3.000
 7N2  H6   C09  C08  120.31  3.000
 7N2  C10  C09  C08  119.88  3.000
 7N2  H7   C10  C11  119.95  3.000
 7N2  H7   C10  C09  119.98  3.000
 7N2  C11  C10  C09  120.07  3.000
 7N2  N12  C11  C10  121.80  3.000
 7N2  N12  C11  C06  118.23  3.000
 7N2  C10  C11  C06  119.92  3.000
 7N2  S20  N12  C19  120.73  3.000
 7N2  C19  N12  C11  114.65  3.000
 7N2  S20  N12  C11  118.65  3.000
 7N2  C19  C13  C16  121.97  3.000
 7N2  C19  C13  C15  120.73  3.000
 7N2  C16  C13  C15  117.26  3.000
 7N2  H8   C14  C18  120.47  3.000
 7N2  H8   C14  C15  120.98  3.000
 7N2  C18  C14  C15  118.55  3.000
 7N2  H9   C15  C14  120.15  3.000
 7N2  H9   C15  C13  120.52  3.000
 7N2  C14  C15  C13  119.33  3.000
 7N2  H10  C16  N17  115.64  3.000
 7N2  H10  C16  C13  120.51  3.000
 7N2  N17  C16  C13  123.85  3.000
 7N2  C18  N17  C16  118.16  3.000
 7N2  H11  C18  N17  116.72  3.000
 7N2  H11  C18  C14  120.41  3.000
 7N2  N17  C18  C14  122.86  3.000
 7N2  H12  C19  C13  107.79  3.000
 7N2  H12  C19  N12  109.38  3.000
 7N2  C13  C19  N12  109.90  3.000
 7N2  H12  C19  C02  108.54  3.000
 7N2  N12  C19  C02  107.84  3.000
 7N2  C13  C19  C02  113.33  3.000
 7N2  C23  S20  O22  107.69  3.000
 7N2  C23  S20  O21  108.04  3.000
 7N2  O22  S20  O21  120.65  3.000
 7N2  C23  S20  N12  103.53  3.000
 7N2  O21  S20  N12  108.37  3.000
 7N2  O22  S20  N12  107.27  3.000
 7N2  C28  C23  C24  121.71  3.000
 7N2  C24  C23  S20  118.90  3.000
 7N2  C28  C23  S20  119.38  3.000
 7N2  H13  C24  C25  119.69  3.000
 7N2  H13  C24  C23  121.43  3.000
 7N2  C25  C24  C23  118.88  3.000
 7N2  H14  C25  C26  119.80  3.000
 7N2  H14  C25  C24  119.85  3.000
 7N2  C26  C25  C24  120.34  3.000
 7N2  H15  C26  C27  121.05  3.000
 7N2  H15  C26  C25  118.96  3.000
 7N2  C27  C26  C25  119.99  3.000
 7N2  C29  C27  C28  117.99  3.000
 7N2  C29  C27  C26  121.62  3.000
 7N2  C28  C27  C26  120.39  3.000
 7N2  H16  C28  C27  121.01  3.000
 7N2  H16  C28  C23  120.31  3.000
 7N2  C27  C28  C23  118.68  3.000
 7N2  F32  C29  F31  107.24  3.000
 7N2  F31  C29  F30  107.29  3.000
 7N2  F32  C29  F30  106.67  3.000
 7N2  F31  C29  C27  112.66  3.000
 7N2  F30  C29  C27  111.31  3.000
 7N2  F32  C29  C27  111.36  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
 7N2  CONST_01  C10  C11  C06  N01  180.00   0.0  0
 7N2  CONST_02  C08  C07  C06  N01  180.00   0.0  0
 7N2  CONST_03  C04  C03  C02  N01    0.00   0.0  0
 7N2  CONST_04  C03  C04  C05  N01    0.00   0.0  0
 7N2  CONST_07  C04  C05  N01  C02    0.00   0.0  0
 7N2  CONST_08  C05  C04  C03  C02    0.00   0.0  0
 7N2  CONST_09  C06  N01  C02  C03  180.00   0.0  0
 7N2  CONST_10  C05  N01  C02  C03    0.00   0.0  0
 7N2  CONST_11  C06  N01  C05  C04  180.00   0.0  0
 7N2  CONST_14  C09  C10  C11  C06    0.00   0.0  0
 7N2  CONST_15  C09  C08  C07  C06    0.00   0.0  0
 7N2  CONST_16  C10  C09  C08  C07    0.00   0.0  0
 7N2  CONST_17  C10  C11  C06  C07    0.00   0.0  0
 7N2  CONST_18  C11  C10  C09  C08    0.00   0.0  0
 7N2  CONST_19  C11  C06  C07  C08    0.00   0.0  0
 7N2  CONST_20  C18  N17  C16  C13    0.00   0.0  0
 7N2  CONST_21  C18  C14  C15  C13    0.00   0.0  0
 7N2  CONST_22  C16  N17  C18  C14    0.00   0.0  0
 7N2  CONST_23  C16  C13  C15  C14    0.00   0.0  0
 7N2  CONST_24  N17  C18  C14  C15    0.00   0.0  0
 7N2  CONST_25  N17  C16  C13  C15    0.00   0.0  0
 7N2  CONST_26  C26  C27  C28  C23    0.00   0.0  0
 7N2  CONST_27  C26  C25  C24  C23    0.00   0.0  0
 7N2  CONST_28  C27  C28  C23  C24    0.00   0.0  0
 7N2  CONST_29  C27  C26  C25  C24    0.00   0.0  0
 7N2  CONST_30  C28  C23  C24  C25    0.00   0.0  0
 7N2  CONST_31  C28  C27  C26  C25    0.00   0.0  0
 7N2  CONST_32  C19  C13  C15  C14  180.00   0.0  0
 7N2  CONST_33  C19  C13  C16  N17  180.00   0.0  0
 7N2  CONST_34  C27  C28  C23  S20  180.00   0.0  0
 7N2  CONST_35  C25  C24  C23  S20  180.00   0.0  0
 7N2  CONST_36  C29  C27  C28  C23  180.00   0.0  0
 7N2  CONST_37  C29  C27  C26  C25  180.00   0.0  0
 7N2  CONST_38  H4   C07  C06  N01    0.00   0.0  0
 7N2  CONST_39  H1   C03  C02  N01  180.00   0.0  0
 7N2  CONST_40  H2   C04  C05  N01  180.00   0.0  0
 7N2  CONST_41  H3   C05  N01  C02  180.00   0.0  0
 7N2  CONST_42  H7   C10  C11  C06  180.00   0.0  0
 7N2  CONST_43  H5   C08  C07  C06  180.00   0.0  0
 7N2  CONST_44  H6   C09  C08  C07  180.00   0.0  0
 7N2  CONST_45  H8   C14  C15  C13  180.00   0.0  0
 7N2  CONST_46  H11  C18  C14  C15  180.00   0.0  0
 7N2  CONST_47  H10  C16  C13  C15  180.00   0.0  0
 7N2  CONST_48  H9   C15  C13  C16  180.00   0.0  0
 7N2  CONST_49  H14  C25  C24  C23  180.00   0.0  0
 7N2  CONST_50  H16  C28  C23  C24  180.00   0.0  0
 7N2  CONST_51  H15  C26  C25  C24  180.00   0.0  0
 7N2  CONST_52  H13  C24  C25  C26  180.00   0.0  0
 7N2  Var_01    C19  N12  C11  C06   35.59  30.0  1
 7N2  Var_02    C23  S20  N12  C11  -96.81  30.0  3
 7N2  Var_03    C28  C23  S20  N12  114.23  30.0  2
 7N2  Var_04    F32  C29  C27  C26  123.31  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
 7N2  chir_01  C19  C13  N12  C02  negativ

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
 7N2  plan-1  C13  0.020
 7N2  plan-1  C14  0.020
 7N2  plan-1  C15  0.020
 7N2  plan-1  C16  0.020
 7N2  plan-1  N17  0.020
 7N2  plan-1  C18  0.020
 7N2  plan-1  C19  0.020
 7N2  plan-1  H8   0.020
 7N2  plan-1  H9   0.020
 7N2  plan-1  H10  0.020
 7N2  plan-1  H11  0.020
 7N2  plan-2  S20  0.020
 7N2  plan-2  C23  0.020
 7N2  plan-2  C24  0.020
 7N2  plan-2  C25  0.020
 7N2  plan-2  C26  0.020
 7N2  plan-2  C27  0.020
 7N2  plan-2  C28  0.020
 7N2  plan-2  C29  0.020
 7N2  plan-2  H13  0.020
 7N2  plan-2  H14  0.020
 7N2  plan-2  H15  0.020
 7N2  plan-2  H16  0.020
 7N2  plan-3  N01  0.020
 7N2  plan-3  C02  0.020
 7N2  plan-3  C03  0.020
 7N2  plan-3  C04  0.020
 7N2  plan-3  C05  0.020
 7N2  plan-3  C06  0.020
 7N2  plan-3  C19  0.020
 7N2  plan-3  H1   0.020
 7N2  plan-3  H2   0.020
 7N2  plan-3  H3   0.020
 7N2  plan-4  N01  0.020
 7N2  plan-4  C06  0.020
 7N2  plan-4  C07  0.020
 7N2  plan-4  C08  0.020
 7N2  plan-4  C09  0.020
 7N2  plan-4  C10  0.020
 7N2  plan-4  C11  0.020
 7N2  plan-4  N12  0.020
 7N2  plan-4  H4   0.020
 7N2  plan-4  H5   0.020
 7N2  plan-4  H6   0.020
 7N2  plan-4  H7   0.020

