# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 04:18:23 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-methyl-N-(naphthalen-2-yl)-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ccc2ccccc2c1)[S](=O)(=O)c3ccc4NC(=O)C(=O)Nc4c3
#
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
 NRS  NRS  N-methyl-N-(naphthalen-2-yl)-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamide  ligand  42  27  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NRS
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
 NRS  O01  O  OS    0  -0.644   0.2322  -3.5694  -0.4635
 NRS  S02  S  S     0   1.365  -0.4436  -2.3879   0.0432
 NRS  C03  C  CR6   0  -0.216   0.7762  -1.1665   0.4208
 NRS  C04  C  CR16  0  -0.319   2.0044  -1.2205  -0.2192
 NRS  C05  C  CR66  0   0.384   2.9352  -0.2229   0.0242
 NRS  C06  C  CR66  0   0.380   2.6323   0.8150   0.9063
 NRS  N07  N  NR16  0  -0.727   3.5835   1.7873   1.1299
 NRS  C08  C  CR6   0   0.430   4.8109   1.8285   0.5581
 NRS  C09  C  CR6   0   0.428   5.1415   0.6961  -0.4062
 NRS  N10  N  NR16  0  -0.730   4.1757  -0.2326  -0.5864
 NRS  O11  O  O     0  -0.428   6.2186   0.6660  -0.9564
 NRS  O12  O  O     0  -0.424   5.6243   2.6962   0.7760
 NRS  C13  C  CR16  0  -0.319   1.3970   0.8507   1.5427
 NRS  C14  C  CR16  0  -0.231   0.4639  -0.1383   1.3048
 NRS  N15  N  N     0  -0.644  -1.3214  -1.7626  -1.2286
 NRS  C16  C  CR6   0   0.262  -2.1764  -0.6655  -0.9135
 NRS  C17  C  CR16  0  -0.319  -3.4325  -0.9136  -0.4305
 NRS  C18  C  CR66  0   0.119  -4.3049   0.1522  -0.1183
 NRS  C19  C  CR16  0  -0.312  -5.6071  -0.0770   0.3859
 NRS  C20  C  CR16  0  -0.256  -6.4363   0.9721   0.6737
 NRS  C21  C  CR16  0  -0.255  -6.0035   2.3002   0.4707
 NRS  C22  C  CR16  0  -0.308  -4.7497   2.5515  -0.0160
 NRS  C23  C  CR66  0   0.116  -3.8699   1.4873  -0.3218
 NRS  C24  C  CR16  0  -0.319  -2.5689   1.7106  -0.8280
 NRS  C25  C  CR16  0  -0.245  -1.7375   0.6644  -1.1117
 NRS  C26  C  CH3   0  -0.552  -0.6458  -1.7199  -2.5252
 NRS  O27  O  OS    0  -0.633  -1.3423  -2.4928   1.1760
 NRS  H1   H  HCR6  0   0.311   2.2535  -2.0284  -0.8951
 NRS  H2   H  HNR6  0   0.433   3.3577   2.5355   1.7746
 NRS  H3   H  HNR6  0   0.432   4.3866  -0.9910  -1.2238
 NRS  H4   H  HCR6  0   0.299   1.1715   1.6553   2.2303
 NRS  H5   H  HCR6  0   0.293  -0.4909  -0.1024   1.8094
 NRS  H6   H  HCR6  0   0.263  -3.7694  -1.9333  -0.2951
 NRS  H7   H  HCR6  0   0.259  -5.9384  -1.0964   0.5417
 NRS  H8   H  HCR6  0   0.261  -7.4298   0.7863   1.0603
 NRS  H9   H  HCR6  0   0.261  -6.6698   3.1208   0.7023
 NRS  H10  H  HCR6  0   0.259  -4.4156   3.5700  -0.1727
 NRS  H11  H  HCR6  0   0.262  -2.2302   2.7274  -0.9836
 NRS  H12  H  HCR6  0   0.267  -0.7412   0.8602  -1.4873
 NRS  H13  H  HCH3  0   0.279  -1.3804  -1.4203  -3.2687
 NRS  H14  H  HCH3  0   0.241   0.1899  -1.0156  -2.5626
 NRS  H15  H  HCH3  0   0.277  -0.2851  -2.7094  -2.7899

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
 NRS  C20  C21  aromatic  1.411  0.020  1.411
 NRS  C20  C19  aromatic  1.368  0.020  1.368
 NRS  C21  C22  aromatic  1.368  0.020  1.368
 NRS  C19  C18  aromatic  1.415  0.020  1.415
 NRS  C22  C23  aromatic  1.414  0.020  1.414
 NRS  C18  C23  aromatic  1.419  0.020  1.419
 NRS  C18  C17  aromatic  1.412  0.020  1.412
 NRS  C23  C24  aromatic  1.414  0.020  1.414
 NRS  C17  C16  aromatic  1.368  0.020  1.368
 NRS  C24  C25  aromatic  1.366  0.020  1.366
 NRS  C16  C25  aromatic  1.414  0.020  1.414
 NRS  C16  N15  single    1.426  0.020  1.426
 NRS  O01  S02  double    1.452  0.020  1.452
 NRS  N15  S02  single    1.667  0.020  1.667
 NRS  N15  C26  single    1.463  0.020  1.463
 NRS  O27  S02  double    1.450  0.020  1.450
 NRS  S02  C03  single    1.767  0.020  1.767
 NRS  C03  C14  aromatic  1.391  0.020  1.391
 NRS  C03  C04  aromatic  1.386  0.020  1.386
 NRS  C14  C13  aromatic  1.380  0.020  1.380
 NRS  C04  C05  aromatic  1.386  0.020  1.386
 NRS  C13  C06  aromatic  1.390  0.020  1.390
 NRS  C05  C06  aromatic  1.395  0.020  1.395
 NRS  C05  N10  single    1.383  0.020  1.383
 NRS  C06  N07  single    1.378  0.020  1.378
 NRS  N10  C09  single    1.352  0.020  1.352
 NRS  N07  C08  single    1.355  0.020  1.355
 NRS  C09  C08  single    1.524  0.020  1.524
 NRS  C09  O11  double    1.210  0.020  1.210
 NRS  C08  O12  double    1.209  0.020  1.209
 NRS  C04  H1   single    0.930  0.020  1.080
 NRS  N07  H2   single    0.860  0.020  1.020
 NRS  N10  H3   single    0.860  0.020  1.020
 NRS  C13  H4   single    0.930  0.020  1.080
 NRS  C14  H5   single    0.930  0.020  1.080
 NRS  C17  H6   single    0.930  0.020  1.080
 NRS  C19  H7   single    0.930  0.020  1.080
 NRS  C20  H8   single    0.930  0.020  1.080
 NRS  C21  H9   single    0.930  0.020  1.080
 NRS  C22  H10  single    0.930  0.020  1.080
 NRS  C24  H11  single    0.930  0.020  1.080
 NRS  C25  H12  single    0.930  0.020  1.080
 NRS  C26  H13  single    0.970  0.020  1.090
 NRS  C26  H14  single    0.970  0.020  1.090
 NRS  C26  H15  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
 NRS  O27  S02  N15  107.27  3.000
 NRS  O27  S02  C03  108.12  3.000
 NRS  N15  S02  C03  105.50  3.000
 NRS  C03  S02  O01  108.40  3.000
 NRS  O27  S02  O01  120.15  3.000
 NRS  N15  S02  O01  106.50  3.000
 NRS  C14  C03  C04  121.40  3.000
 NRS  C04  C03  S02  119.09  3.000
 NRS  C14  C03  S02  119.45  3.000
 NRS  H1   C04  C05  119.49  3.000
 NRS  H1   C04  C03  121.42  3.000
 NRS  C05  C04  C03  119.08  3.000
 NRS  N10  C05  C06  118.63  3.000
 NRS  N10  C05  C04  121.33  3.000
 NRS  C06  C05  C04  120.04  3.000
 NRS  C13  C06  N07  121.39  3.000
 NRS  N07  C06  C05  118.52  3.000
 NRS  C13  C06  C05  120.09  3.000
 NRS  H2   N07  C08  116.62  3.000
 NRS  H2   N07  C06  118.05  3.000
 NRS  C08  N07  C06  125.32  3.000
 NRS  O12  C08  C09  120.10  3.000
 NRS  O12  C08  N07  123.73  3.000
 NRS  C09  C08  N07  116.17  3.000
 NRS  O11  C09  N10  123.94  3.000
 NRS  O11  C09  C08  119.96  3.000
 NRS  N10  C09  C08  116.10  3.000
 NRS  H3   N10  C09  116.70  3.000
 NRS  H3   N10  C05  118.04  3.000
 NRS  C09  N10  C05  125.26  3.000
 NRS  H4   C13  C14  120.09  3.000
 NRS  H4   C13  C06  119.68  3.000
 NRS  C14  C13  C06  120.23  3.000
 NRS  H5   C14  C13  119.54  3.000
 NRS  H5   C14  C03  121.30  3.000
 NRS  C13  C14  C03  119.16  3.000
 NRS  C26  N15  C16  116.76  3.000
 NRS  C26  N15  S02  116.36  3.000
 NRS  C16  N15  S02  115.83  3.000
 NRS  C25  C16  C17  120.31  3.000
 NRS  C25  C16  N15  120.42  3.000
 NRS  C17  C16  N15  119.26  3.000
 NRS  H6   C17  C18  119.41  3.000
 NRS  H6   C17  C16  120.04  3.000
 NRS  C18  C17  C16  120.55  3.000
 NRS  C23  C18  C19  119.06  3.000
 NRS  C23  C18  C17  119.28  3.000
 NRS  C19  C18  C17  121.67  3.000
 NRS  H7   C19  C20  120.41  3.000
 NRS  H7   C19  C18  119.02  3.000
 NRS  C20  C19  C18  120.57  3.000
 NRS  H8   C20  C21  119.64  3.000
 NRS  H8   C20  C19  120.00  3.000
 NRS  C21  C20  C19  120.36  3.000
 NRS  H9   C21  C22  120.07  3.000
 NRS  H9   C21  C20  119.60  3.000
 NRS  C22  C21  C20  120.33  3.000
 NRS  H10  C22  C23  118.97  3.000
 NRS  H10  C22  C21  120.45  3.000
 NRS  C23  C22  C21  120.58  3.000
 NRS  C24  C23  C22  122.07  3.000
 NRS  C24  C23  C18  118.82  3.000
 NRS  C22  C23  C18  119.10  3.000
 NRS  H11  C24  C25  119.93  3.000
 NRS  H11  C24  C23  119.18  3.000
 NRS  C25  C24  C23  120.89  3.000
 NRS  H12  C25  C24  119.58  3.000
 NRS  H12  C25  C16  120.28  3.000
 NRS  C24  C25  C16  120.14  3.000
 NRS  H15  C26  H14  108.95  3.000
 NRS  H15  C26  H13  107.99  3.000
 NRS  H14  C26  H13  108.39  3.000
 NRS  H15  C26  N15  110.05  3.000
 NRS  H14  C26  N15  113.71  3.000
 NRS  H13  C26  N15  107.59  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
 NRS  CONST_01  C06  C13  C14  C03     0.00   0.0  0
 NRS  CONST_02  C06  C05  C04  C03     0.00   0.0  0
 NRS  CONST_03  C13  C14  C03  C04     0.00   0.0  0
 NRS  CONST_04  C13  C06  C05  C04     0.00   0.0  0
 NRS  CONST_05  C14  C03  C04  C05     0.00   0.0  0
 NRS  CONST_06  C14  C13  C06  C05     0.00   0.0  0
 NRS  CONST_07  C19  C18  C17  C16   180.00   0.0  0
 NRS  CONST_08  C23  C18  C17  C16     0.00   0.0  0
 NRS  CONST_09  C23  C24  C25  C16     0.00   0.0  0
 NRS  CONST_10  C20  C19  C18  C17   180.00   0.0  0
 NRS  CONST_11  C22  C23  C18  C17   180.00   0.0  0
 NRS  CONST_12  C24  C23  C18  C17     0.00   0.0  0
 NRS  CONST_13  C24  C25  C16  C17     0.00   0.0  0
 NRS  CONST_14  C21  C20  C19  C18     0.00   0.0  0
 NRS  CONST_15  C21  C22  C23  C18     0.00   0.0  0
 NRS  CONST_16  C25  C24  C23  C18     0.00   0.0  0
 NRS  CONST_17  C25  C16  C17  C18     0.00   0.0  0
 NRS  CONST_18  C22  C21  C20  C19     0.00   0.0  0
 NRS  CONST_19  C22  C23  C18  C19     0.00   0.0  0
 NRS  CONST_20  C24  C23  C18  C19   180.00   0.0  0
 NRS  CONST_21  C23  C22  C21  C20     0.00   0.0  0
 NRS  CONST_22  C23  C18  C19  C20     0.00   0.0  0
 NRS  CONST_23  C24  C23  C22  C21   180.00   0.0  0
 NRS  CONST_24  C25  C24  C23  C22   180.00   0.0  0
 NRS  CONST_25  C08  C09  N10  C05     0.00   0.0  0
 NRS  CONST_26  C09  C08  N07  C06     0.00   0.0  0
 NRS  CONST_27  C13  C14  C03  S02   180.00   0.0  0
 NRS  CONST_28  C05  C04  C03  S02   180.00   0.0  0
 NRS  CONST_29  C18  C17  C16  N15   180.00   0.0  0
 NRS  CONST_30  C24  C25  C16  N15   180.00   0.0  0
 NRS  CONST_31  O11  C09  N10  C05   180.00   0.0  0
 NRS  CONST_32  O12  C08  N07  C06   180.00   0.0  0
 NRS  CONST_33  H4   C13  C14  C03   180.00   0.0  0
 NRS  CONST_34  H5   C14  C03  C04   180.00   0.0  0
 NRS  CONST_35  H1   C04  C05  C06   180.00   0.0  0
 NRS  CONST_36  H11  C24  C25  C16   180.00   0.0  0
 NRS  CONST_37  H7   C19  C18  C17     0.00   0.0  0
 NRS  CONST_38  H12  C25  C16  C17   180.00   0.0  0
 NRS  CONST_39  H8   C20  C19  C18   180.00   0.0  0
 NRS  CONST_40  H10  C22  C23  C18   180.00   0.0  0
 NRS  CONST_41  H9   C21  C20  C19   180.00   0.0  0
 NRS  CONST_42  H6   C17  C18  C19     0.00   0.0  0
 NRS  CONST_43  H3   N10  C09  C08   180.00   0.0  0
 NRS  CONST_44  H2   N07  C08  C09   180.00   0.0  0
 NRS  Var_01    C14  C03  S02  O01  -159.12  30.0  2
 NRS  Var_02    C16  N15  S02  C03   -71.06  30.0  2
 NRS  Var_03    H13  C26  N15  C16   -44.99  30.0  3

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
 NRS  plan-1  S02  0.020
 NRS  plan-1  C03  0.020
 NRS  plan-1  C04  0.020
 NRS  plan-1  C05  0.020
 NRS  plan-1  C06  0.020
 NRS  plan-1  N07  0.020
 NRS  plan-1  C08  0.020
 NRS  plan-1  C09  0.020
 NRS  plan-1  N10  0.020
 NRS  plan-1  O11  0.020
 NRS  plan-1  O12  0.020
 NRS  plan-1  C13  0.020
 NRS  plan-1  C14  0.020
 NRS  plan-1  H1   0.020
 NRS  plan-1  H2   0.020
 NRS  plan-1  H3   0.020
 NRS  plan-1  H4   0.020
 NRS  plan-1  H5   0.020
 NRS  plan-2  N15  0.020
 NRS  plan-2  C16  0.020
 NRS  plan-2  C17  0.020
 NRS  plan-2  C18  0.020
 NRS  plan-2  C19  0.020
 NRS  plan-2  C20  0.020
 NRS  plan-2  C21  0.020
 NRS  plan-2  C22  0.020
 NRS  plan-2  C23  0.020
 NRS  plan-2  C24  0.020
 NRS  plan-2  C25  0.020
 NRS  plan-2  H6   0.020
 NRS  plan-2  H7   0.020
 NRS  plan-2  H8   0.020
 NRS  plan-2  H9   0.020
 NRS  plan-2  H10  0.020
 NRS  plan-2  H11  0.020
 NRS  plan-2  H12  0.020
 NRS  plan-3  S02  0.020
 NRS  plan-3  N15  0.020
 NRS  plan-3  C16  0.020
 NRS  plan-3  C26  0.020

