# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 00:46:55 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 7-hydroxy-3-(4-methoxyphenyl)-3,4-dihydro-2H-1,3-benzoxazin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)N2Cc3ccc(O)cc3OC2=O
#
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
 NVS  NVS  7-hydroxy-3-(4-methoxyphenyl)-3,4-dihydro-2H-1,3-benzoxazin-2-one  ligand  33  20  .  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_NVS
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
 NVS  N8   N  NR6   0  -0.609  -0.0772  -0.1782   0.0960
 NVS  C9   C  CR6   0   0.673   0.4504  -1.4122  -0.0251
 NVS  O10  O  O     0  -0.487   1.7943  -1.5229   0.0833
 NVS  C11  C  CR66  0   0.379   2.6135  -0.4264   0.0705
 NVS  C12  C  CR66  0  -0.041   2.1076   0.8339   0.3151
 NVS  C13  C  C     0  -0.280   0.6517   0.9760   0.6101
 NVS  O14  O  O     0  -0.469  -0.1801  -2.4197  -0.2357
 NVS  C21  C  CR16  0  -0.469   3.9555  -0.6518  -0.1907
 NVS  C22  C  CR6   0   0.364   4.8257   0.4326  -0.2046
 NVS  C23  C  CR16  0  -0.338   4.3397   1.7188   0.0364
 NVS  C24  C  CR16  0  -0.290   2.9930   1.9048   0.2883
 NVS  O25  O  OH1   0  -0.628   6.1400   0.2963  -0.4528
 NVS  C1   C  CR6   0   0.285  -1.4881  -0.0424  -0.0299
 NVS  C2   C  CR16  0  -0.251  -2.0476   0.2242  -1.2745
 NVS  C3   C  CR16  0  -0.346  -3.4120   0.3939  -1.4041
 NVS  C4   C  CR6   0   0.391  -4.2416   0.3066  -0.2828
 NVS  C5   C  CR16  0  -0.388  -3.6808   0.0471   0.9663
 NVS  C6   C  CR16  0  -0.251  -2.3074  -0.1270   1.0826
 NVS  O7   O  O2    0  -0.468  -5.5554   0.4853  -0.5012
 NVS  C8   C  CH3   0  -0.439  -6.4433   0.4008   0.5965
 NVS  H1   H  H     0   0.275   0.2513   1.8686   0.1281
 NVS  H2   H  H     0   0.271   0.4728   1.0844   1.6856
 NVS  H3   H  HCR6  0   0.290   4.3080  -1.6581  -0.3858
 NVS  H4   H  HCR6  0   0.270   5.0170   2.5625   0.0183
 NVS  H5   H  HCR6  0   0.266   2.6208   2.9054   0.4704
 NVS  H6   H  HOH1  0   0.478   6.3606  -0.6265  -0.6214
 NVS  H7   H  HCR6  0   0.267  -1.4095   0.2992  -2.1458
 NVS  H8   H  HCR6  0   0.269  -3.8462   0.5991  -2.3744
 NVS  H9   H  HCR6  0   0.285  -4.2923  -0.0254   1.8552
 NVS  H10  H  HCR6  0   0.269  -1.8808  -0.3353   2.0560
 NVS  H11  H  HCH3  0   0.231  -6.2326   1.1623   1.3517
 NVS  H12  H  HCH3  0   0.262  -7.4411   0.5678   0.1992
 NVS  H13  H  HCH3  0   0.231  -6.4140  -0.5838   1.0702

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
 NVS  C8   O7   single    1.414  0.020  1.414
 NVS  O7   C4   single    1.344  0.020  1.344
 NVS  C4   C3   aromatic  1.398  0.020  1.398
 NVS  C4   C5   aromatic  1.394  0.020  1.394
 NVS  C3   C2   aromatic  1.381  0.020  1.381
 NVS  C5   C6   aromatic  1.389  0.020  1.389
 NVS  C2   C1   aromatic  1.390  0.020  1.390
 NVS  C6   C1   aromatic  1.384  0.020  1.384
 NVS  C1   N8   single    1.423  0.020  1.423
 NVS  C13  N8   single    1.459  0.020  1.459
 NVS  C13  C12  single    1.492  0.020  1.492
 NVS  N8   C9   single    1.347  0.020  1.347
 NVS  O14  C9   double    1.207  0.020  1.207
 NVS  C9   O10  single    1.353  0.020  1.353
 NVS  C12  C24  aromatic  1.390  0.020  1.390
 NVS  C12  C11  aromatic  1.380  0.020  1.380
 NVS  C24  C23  aromatic  1.383  0.020  1.383
 NVS  O10  C11  single    1.369  0.020  1.369
 NVS  C11  C21  aromatic  1.386  0.020  1.386
 NVS  C23  C22  aromatic  1.396  0.020  1.396
 NVS  C21  C22  aromatic  1.390  0.020  1.390
 NVS  C22  O25  single    1.344  0.020  1.344
 NVS  C13  H1   single    0.970  0.020  1.090
 NVS  C13  H2   single    0.970  0.020  1.090
 NVS  C21  H3   single    0.930  0.020  1.080
 NVS  C23  H4   single    0.930  0.020  1.080
 NVS  C24  H5   single    0.930  0.020  1.080
 NVS  O25  H6   single    0.850  0.020  0.980
 NVS  C2   H7   single    0.930  0.020  1.080
 NVS  C3   H8   single    0.930  0.020  1.080
 NVS  C5   H9   single    0.930  0.020  1.080
 NVS  C6   H10  single    0.930  0.020  1.080
 NVS  C8   H11  single    0.970  0.020  1.090
 NVS  C8   H12  single    0.970  0.020  1.090
 NVS  C8   H13  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
 NVS  C1   N8   C13  116.81  3.000
 NVS  C13  N8   C9   124.10  3.000
 NVS  C1   N8   C9   117.89  3.000
 NVS  O14  C9   O10  117.68  3.000
 NVS  O10  C9   N8   117.17  3.000
 NVS  O14  C9   N8   125.14  3.000
 NVS  C11  O10  C9   121.89  3.000
 NVS  C21  C11  C12  122.48  3.000
 NVS  C21  C11  O10  116.82  3.000
 NVS  C12  C11  O10  120.70  3.000
 NVS  C24  C12  C13  123.50  3.000
 NVS  C24  C12  C11  117.83  3.000
 NVS  C13  C12  C11  118.67  3.000
 NVS  H2   C13  H1   107.03  3.000
 NVS  H2   C13  C12  111.28  3.000
 NVS  H1   C13  C12  110.41  3.000
 NVS  H2   C13  N8   110.04  3.000
 NVS  H1   C13  N8   107.96  3.000
 NVS  C12  C13  N8   110.03  3.000
 NVS  H3   C21  C22  121.25  3.000
 NVS  H3   C21  C11  119.99  3.000
 NVS  C22  C21  C11  118.76  3.000
 NVS  O25  C22  C23  117.75  3.000
 NVS  O25  C22  C21  122.32  3.000
 NVS  C23  C22  C21  119.93  3.000
 NVS  H4   C23  C24  120.52  3.000
 NVS  H4   C23  C22  119.84  3.000
 NVS  C24  C23  C22  119.64  3.000
 NVS  H5   C24  C23  119.32  3.000
 NVS  H5   C24  C12  119.33  3.000
 NVS  C23  C24  C12  121.36  3.000
 NVS  H6   O25  C22  110.68  3.000
 NVS  C6   C1   C2   119.54  3.000
 NVS  C6   C1   N8   120.66  3.000
 NVS  C2   C1   N8   119.77  3.000
 NVS  H7   C2   C3   119.88  3.000
 NVS  H7   C2   C1   119.77  3.000
 NVS  C3   C2   C1   120.34  3.000
 NVS  H8   C3   C4   119.53  3.000
 NVS  H8   C3   C2   120.24  3.000
 NVS  C4   C3   C2   120.23  3.000
 NVS  O7   C4   C5   124.33  3.000
 NVS  C5   C4   C3   119.47  3.000
 NVS  O7   C4   C3   116.21  3.000
 NVS  H9   C5   C6   118.81  3.000
 NVS  H9   C5   C4   121.45  3.000
 NVS  C6   C5   C4   119.75  3.000
 NVS  H10  C6   C5   119.26  3.000
 NVS  H10  C6   C1   120.06  3.000
 NVS  C5   C6   C1   120.67  3.000
 NVS  C8   O7   C4   118.66  3.000
 NVS  H13  C8   H12  108.75  3.000
 NVS  H13  C8   H11  108.84  3.000
 NVS  H12  C8   H11  108.82  3.000
 NVS  H13  C8   O7   111.92  3.000
 NVS  H12  C8   O7   106.47  3.000
 NVS  H11  C8   O7   111.94  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
 NVS  CONST_01  C23  C24  C12  C11    0.00   0.0  0
 NVS  CONST_02  C23  C22  C21  C11    0.00   0.0  0
 NVS  CONST_03  C22  C23  C24  C12    0.00   0.0  0
 NVS  CONST_04  C22  C21  C11  C12    0.00   0.0  0
 NVS  CONST_05  C24  C12  C11  C21    0.00   0.0  0
 NVS  CONST_06  C24  C23  C22  C21    0.00   0.0  0
 NVS  CONST_07  C4   C3   C2   C1     0.00   0.0  0
 NVS  CONST_08  C4   C5   C6   C1     0.00   0.0  0
 NVS  CONST_09  C5   C4   C3   C2     0.00   0.0  0
 NVS  CONST_10  C5   C6   C1   C2     0.00   0.0  0
 NVS  CONST_11  C6   C5   C4   C3     0.00   0.0  0
 NVS  CONST_12  C6   C1   C2   C3     0.00   0.0  0
 NVS  CONST_13  C3   C2   C1   N8   180.00   0.0  0
 NVS  CONST_14  C5   C6   C1   N8   180.00   0.0  0
 NVS  CONST_15  O25  C22  C21  C11  180.00   0.0  0
 NVS  CONST_16  O25  C22  C23  C24  180.00   0.0  0
 NVS  CONST_17  O7   C4   C3   C2   180.00   0.0  0
 NVS  CONST_18  O7   C4   C5   C6   180.00   0.0  0
 NVS  CONST_19  H7   C2   C1   N8     0.00   0.0  0
 NVS  CONST_20  H10  C6   C1   N8     0.00   0.0  0
 NVS  CONST_21  H3   C21  C11  O10    0.00   0.0  0
 NVS  CONST_22  H5   C24  C12  C11  180.00   0.0  0
 NVS  CONST_23  H4   C23  C24  C12  180.00   0.0  0
 NVS  CONST_24  H8   C3   C2   C1   180.00   0.0  0
 NVS  CONST_25  H9   C5   C6   C1   180.00   0.0  0
 NVS  Var_01    C24  C12  C13  N8   159.17  30.0  1
 NVS  Var_02    C2   C1   N8   C9   -91.53  30.0  2
 NVS  Var_03    C12  C13  N8   C9    29.23  30.0  1
 NVS  Var_04    C12  C11  O10  C9    17.97  30.0  1
 NVS  Var_05    C1   N8   C9   O10  179.34  30.0  1
 NVS  Var_06    O14  C9   O10  C11  167.56  30.0  1
 NVS  Var_07    H11  C8   O7   C4    61.58  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
 NVS  plan-1  N8   0.020
 NVS  plan-1  C1   0.020
 NVS  plan-1  C2   0.020
 NVS  plan-1  C3   0.020
 NVS  plan-1  C4   0.020
 NVS  plan-1  C5   0.020
 NVS  plan-1  C6   0.020
 NVS  plan-1  O7   0.020
 NVS  plan-1  H7   0.020
 NVS  plan-1  H8   0.020
 NVS  plan-1  H9   0.020
 NVS  plan-1  H10  0.020
 NVS  plan-2  O10  0.020
 NVS  plan-2  C11  0.020
 NVS  plan-2  C12  0.020
 NVS  plan-2  C13  0.020
 NVS  plan-2  C21  0.020
 NVS  plan-2  C22  0.020
 NVS  plan-2  C23  0.020
 NVS  plan-2  C24  0.020
 NVS  plan-2  O25  0.020
 NVS  plan-2  H3   0.020
 NVS  plan-2  H4   0.020
 NVS  plan-2  H5   0.020
 NVS  plan-3  N8   0.020
 NVS  plan-3  C9   0.020
 NVS  plan-3  C13  0.020
 NVS  plan-3  C1   0.020
 NVS  plan-4  N8   0.020
 NVS  plan-4  C9   0.020
 NVS  plan-4  O10  0.020
 NVS  plan-4  O14  0.020

