# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:01:42 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 2-[(3~{S})-7-fluoranyl-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)C[C@H]1COc2cc(F)ccc2N1C(=O)c3ccc4OCC(=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
 ECV  ECV  2-[(3~{S})-7-fluoranyl-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-ethanamide  ligand  47  29  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ECV
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
 ECV  C1   C  CH3   0  -0.520   0.7596   4.1429  -1.3101
 ECV  C3   C  C     0   0.542  -1.0033   2.6676  -0.4838
 ECV  O4   O  O     0  -0.492  -1.4255   2.4387  -1.6096
 ECV  C7   C  CH2   0  -0.160  -1.5414   0.0330   2.3082
 ECV  C9   C  CR6   0   0.390  -3.4061  -0.6247   1.0151
 ECV  C10  C  CR16  0  -0.526  -4.7589  -0.9499   0.9512
 ECV  C11  C  CR6   0   0.535  -5.2920  -1.3222  -0.2619
 ECV  C13  C  CR16  0  -0.439  -4.5426  -1.3620  -1.4241
 ECV  C14  C  CR16  0  -0.273  -3.2042  -1.0214  -1.3473
 ECV  C15  C  CR6   0   0.244  -2.6153  -0.6771  -0.1360
 ECV  C19  C  CR6   0  -0.105   1.1212  -0.6912  -0.4510
 ECV  C20  C  CR16  0  -0.264   1.5313   0.4485  -1.1313
 ECV  C21  C  CR16  0  -0.347   2.8673   0.8221  -1.1224
 ECV  C22  C  CR6   0   0.347   3.7919   0.0541  -0.4378
 ECV  C24  C  CH2   0  -0.310   5.8310   0.0339   0.7032
 ECV  N2   N  NH1   0  -0.613   0.0382   3.4787  -0.2518
 ECV  C5   C  CH2   0  -0.555  -1.6050   2.0239   0.7457
 ECV  C6   C  CH1   0  -0.223  -0.9949   0.6469   1.0275
 ECV  O8   O  O2    0  -0.472  -2.9344  -0.2229   2.2096
 ECV  N16  N  NT    0  -0.529  -1.2531  -0.3103  -0.0443
 ECV  C17  C  C     0   0.501  -0.2930  -1.1608  -0.5251
 ECV  O18  O  O     0  -0.441  -0.5575  -2.2408  -1.0168
 ECV  O23  O  O2    0  -0.471   5.1005   0.3874  -0.4575
 ECV  C25  C  C     0   0.484   5.5992  -1.3972   1.1434
 ECV  O26  O  O     0  -0.452   6.4445  -2.0373   1.7349
 ECV  N27  N  NH1   0  -0.721   4.3613  -1.8662   0.8677
 ECV  C28  C  CR6   0   0.336   3.3862  -1.0986   0.2369
 ECV  C29  C  CR16  0  -0.350   2.0540  -1.4748   0.2202
 ECV  H1   H  HCH3  0   0.236   1.3030   3.4379  -1.9423
 ECV  H2   H  HCH3  0   0.245   0.0887   4.7205  -1.9450
 ECV  H3   H  HCH3  0   0.253   1.4799   4.8218  -0.8632
 ECV  H4   H  HCH2  0   0.256  -1.0063  -0.8970   2.5250
 ECV  H5   H  HCH2  0   0.264  -1.4082   0.7076   3.1533
 ECV  H6   H  HCR6  0   0.291  -5.3725  -0.9101   1.8421
 ECV  H7   H  HCR6  0   0.281  -4.9932  -1.6382  -2.3672
 ECV  H8   H  HCR6  0   0.280  -2.6092  -1.0141  -2.2495
 ECV  H9   H  HCR6  0   0.268   0.8173   1.0335  -1.6946
 ECV  H10  H  HCR6  0   0.278   3.1973   1.7013  -1.6608
 ECV  H11  H  HCH2  0   0.287   6.8848   0.1712   0.4718
 ECV  H12  H  HCH2  0   0.274   5.5752   0.6952   1.5408
 ECV  H13  H  HNH1  0   0.406   0.3547   3.6122   0.6935
 ECV  H14  H  HCH2  0   0.280  -1.4426   2.6432   1.6298
 ECV  H15  H  HCH2  0   0.279  -2.6830   1.9532   0.5967
 ECV  H16  H  HCH1  0   0.313   0.0810   0.7540   1.1596
 ECV  H17  H  HNH1  0   0.419   4.1165  -2.7904   1.1976
 ECV  H18  H  HCR6  0   0.285   1.7482  -2.3784   0.7336
 ECV  F12  F  F     0  -0.314  -6.5922  -1.6489  -0.3162

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
 ECV  O4   C3   double    1.224  0.020  1.224
 ECV  C3   C5   single    1.513  0.020  1.513
 ECV  C3   N2   single    1.340  0.020  1.340
 ECV  C1   N2   single    1.443  0.020  1.443
 ECV  C5   C6   single    1.532  0.020  1.532
 ECV  C6   C7   single    1.522  0.020  1.522
 ECV  C6   N16  single    1.460  0.020  1.460
 ECV  O8   C7   single    1.420  0.020  1.420
 ECV  O8   C9   single    1.346  0.020  1.346
 ECV  C9   C10  aromatic  1.393  0.020  1.393
 ECV  C9   C15  aromatic  1.398  0.020  1.398
 ECV  N16  C15  single    1.414  0.020  1.414
 ECV  N16  C17  single    1.370  0.020  1.370
 ECV  C10  C11  aromatic  1.376  0.020  1.376
 ECV  C15  C14  aromatic  1.390  0.020  1.390
 ECV  O18  C17  double    1.216  0.020  1.216
 ECV  C11  F12  single    1.342  0.020  1.342
 ECV  C11  C13  aromatic  1.383  0.020  1.383
 ECV  C14  C13  aromatic  1.383  0.020  1.383
 ECV  C17  C19  single    1.492  0.020  1.492
 ECV  C19  C29  aromatic  1.391  0.020  1.391
 ECV  C19  C20  aromatic  1.389  0.020  1.389
 ECV  C29  C28  aromatic  1.384  0.020  1.384
 ECV  C20  C21  aromatic  1.387  0.020  1.387
 ECV  C28  N27  single    1.392  0.020  1.392
 ECV  C28  C22  aromatic  1.396  0.020  1.396
 ECV  C21  C22  aromatic  1.383  0.020  1.383
 ECV  N27  C25  single    1.352  0.020  1.352
 ECV  C22  O23  single    1.351  0.020  1.351
 ECV  C25  O26  double    1.214  0.020  1.214
 ECV  C25  C24  single    1.515  0.020  1.515
 ECV  O23  C24  single    1.416  0.020  1.416
 ECV  C1   H1   single    0.970  0.020  1.090
 ECV  C1   H2   single    0.970  0.020  1.090
 ECV  C1   H3   single    0.970  0.020  1.090
 ECV  C7   H4   single    0.970  0.020  1.090
 ECV  C7   H5   single    0.970  0.020  1.090
 ECV  C10  H6   single    0.930  0.020  1.080
 ECV  C13  H7   single    0.930  0.020  1.080
 ECV  C14  H8   single    0.930  0.020  1.080
 ECV  C20  H9   single    0.930  0.020  1.080
 ECV  C21  H10  single    0.930  0.020  1.080
 ECV  C24  H11  single    0.970  0.020  1.090
 ECV  C24  H12  single    0.970  0.020  1.090
 ECV  N2   H13  single    0.860  0.020  1.020
 ECV  C5   H14  single    0.970  0.020  1.090
 ECV  C5   H15  single    0.970  0.020  1.090
 ECV  C6   H16  single    0.970  0.020  1.090
 ECV  N27  H17  single    0.860  0.020  1.020
 ECV  C29  H18  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
 ECV  H3   C1   H2   108.47  3.000
 ECV  H3   C1   H1   108.17  3.000
 ECV  H2   C1   H1   108.14  3.000
 ECV  H3   C1   N2   108.52  3.000
 ECV  H2   C1   N2   111.33  3.000
 ECV  H1   C1   N2   112.11  3.000
 ECV  C5   C3   N2   115.21  3.000
 ECV  N2   C3   O4   122.72  3.000
 ECV  C5   C3   O4   122.06  3.000
 ECV  H5   C7   H4   108.22  3.000
 ECV  H5   C7   O8   106.59  3.000
 ECV  H4   C7   O8   109.89  3.000
 ECV  H5   C7   C6   111.05  3.000
 ECV  H4   C7   C6   109.50  3.000
 ECV  O8   C7   C6   111.50  3.000
 ECV  O8   C9   C15  122.96  3.000
 ECV  C15  C9   C10  120.20  3.000
 ECV  O8   C9   C10  116.80  3.000
 ECV  H6   C10  C11  121.05  3.000
 ECV  H6   C10  C9   120.28  3.000
 ECV  C11  C10  C9   118.68  3.000
 ECV  F12  C11  C13  118.94  3.000
 ECV  C13  C11  C10  122.57  3.000
 ECV  F12  C11  C10  118.48  3.000
 ECV  H7   C13  C14  120.97  3.000
 ECV  H7   C13  C11  120.96  3.000
 ECV  C14  C13  C11  118.06  3.000
 ECV  H8   C14  C15  119.50  3.000
 ECV  H8   C14  C13  119.21  3.000
 ECV  C15  C14  C13  121.28  3.000
 ECV  N16  C15  C14  121.94  3.000
 ECV  C14  C15  C9   119.16  3.000
 ECV  N16  C15  C9   118.82  3.000
 ECV  C29  C19  C17  118.84  3.000
 ECV  C29  C19  C20  120.03  3.000
 ECV  C17  C19  C20  120.91  3.000
 ECV  H9   C20  C21  119.57  3.000
 ECV  H9   C20  C19  120.26  3.000
 ECV  C21  C20  C19  120.14  3.000
 ECV  H10  C21  C22  119.56  3.000
 ECV  H10  C21  C20  120.61  3.000
 ECV  C22  C21  C20  119.83  3.000
 ECV  C28  C22  O23  119.50  3.000
 ECV  O23  C22  C21  120.23  3.000
 ECV  C28  C22  C21  120.22  3.000
 ECV  H12  C24  H11  108.19  3.000
 ECV  H12  C24  C25  108.17  3.000
 ECV  H11  C24  C25  109.23  3.000
 ECV  H12  C24  O23  110.79  3.000
 ECV  H11  C24  O23  107.09  3.000
 ECV  C25  C24  O23  113.26  3.000
 ECV  H13  N2   C3   119.18  3.000
 ECV  H13  N2   C1   118.09  3.000
 ECV  C3   N2   C1   122.69  3.000
 ECV  H15  C5   H14  107.13  3.000
 ECV  H15  C5   C6   111.13  3.000
 ECV  H14  C5   C6   107.56  3.000
 ECV  H15  C5   C3   108.04  3.000
 ECV  H14  C5   C3   110.96  3.000
 ECV  C6   C5   C3   111.93  3.000
 ECV  H16  C6   N16  109.16  3.000
 ECV  H16  C6   C5   109.10  3.000
 ECV  N16  C6   C5   112.57  3.000
 ECV  H16  C6   C7   107.00  3.000
 ECV  N16  C6   C7   106.85  3.000
 ECV  C5   C6   C7   111.98  3.000
 ECV  C9   O8   C7   117.35  3.000
 ECV  C17  N16  C6   122.74  3.000
 ECV  C17  N16  C15  119.44  3.000
 ECV  C6   N16  C15  112.84  3.000
 ECV  O18  C17  N16  122.76  3.000
 ECV  O18  C17  C19  120.39  3.000
 ECV  N16  C17  C19  116.84  3.000
 ECV  C24  O23  C22  115.23  3.000
 ECV  N27  C25  O26  123.63  3.000
 ECV  O26  C25  C24  122.21  3.000
 ECV  N27  C25  C24  114.11  3.000
 ECV  H17  N27  C28  118.83  3.000
 ECV  H17  N27  C25  118.16  3.000
 ECV  C28  N27  C25  122.85  3.000
 ECV  C29  C28  N27  121.98  3.000
 ECV  N27  C28  C22  118.08  3.000
 ECV  C29  C28  C22  119.89  3.000
 ECV  H18  C29  C28  119.51  3.000
 ECV  H18  C29  C19  120.62  3.000
 ECV  C28  C29  C19  119.88  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
 ECV  CONST_01  C13  C11  C10  C9     0.00   0.0  0
 ECV  CONST_02  C13  C14  C15  C9     0.00   0.0  0
 ECV  CONST_03  C14  C15  C9   C10    0.00   0.0  0
 ECV  CONST_04  C14  C13  C11  C10    0.00   0.0  0
 ECV  CONST_05  C15  C9   C10  C11    0.00   0.0  0
 ECV  CONST_06  C15  C14  C13  C11    0.00   0.0  0
 ECV  CONST_07  C22  C28  C29  C19    0.00   0.0  0
 ECV  CONST_08  C22  C21  C20  C19    0.00   0.0  0
 ECV  CONST_09  C28  C29  C19  C20    0.00   0.0  0
 ECV  CONST_10  C28  C22  C21  C20    0.00   0.0  0
 ECV  CONST_11  C29  C19  C20  C21    0.00   0.0  0
 ECV  CONST_12  C29  C28  C22  C21    0.00   0.0  0
 ECV  CONST_13  C28  N27  C25  C24    0.00   0.0  0
 ECV  CONST_14  F12  C11  C10  C9   180.00   0.0  0
 ECV  CONST_15  F12  C11  C13  C14  180.00   0.0  0
 ECV  CONST_16  C17  C19  C20  C21  180.00   0.0  0
 ECV  CONST_17  C28  C29  C19  C17  180.00   0.0  0
 ECV  CONST_18  C19  C17  N16  C15  180.00   0.0  0
 ECV  CONST_20  C28  N27  C25  O26  180.00   0.0  0
 ECV  CONST_21  H8   C14  C15  C9   180.00   0.0  0
 ECV  CONST_22  H7   C13  C11  C10  180.00   0.0  0
 ECV  CONST_23  H6   C10  C11  C13  180.00   0.0  0
 ECV  CONST_24  H10  C21  C20  C19  180.00   0.0  0
 ECV  CONST_25  H18  C29  C19  C20  180.00   0.0  0
 ECV  CONST_26  H9   C20  C21  C22  180.00   0.0  0
 ECV  CONST_27  H17  N27  C25  C24  180.00   0.0  0
 ECV  CONST_28  O18  C17  N16  C15    0.00   0.0  0
 ECV  CONST_30  O4   C3   N2   C1     0.00   0.0  0
 ECV  CONST_31  C5   C3   N2   C1   180.00   0.0  0
 ECV  CONST_32  H13  N2   C3   O4   180.00   0.0  0
 ECV  Var_01    C10  C9   O8   C7   176.25  30.0  1
 ECV  Var_02    C6   C7   O8   C9    35.93  30.0  1
 ECV  Var_03    C6   N16  C15  C9   -27.49  30.0  1
 ECV  Var_04    C25  N27  C28  C22   16.87  30.0  1
 ECV  Var_05    C25  C24  O23  C22   48.20  30.0  1
 ECV  Var_06    C28  C22  O23  C24  -32.75  30.0  1
 ECV  Var_07    N27  C25  C24  O23  -31.63  30.0  1
 ECV  Var_08    N16  C17  C19  C20  -61.73  30.0  3
 ECV  Var_09    C6   C5   C3   O4    85.63  30.0  3
 ECV  Var_10    H1   C1   N2   C3   -66.77  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
 ECV  chir_01  C6  C5  C7  N16  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
 ECV  plan-1  C9   0.020
 ECV  plan-1  C10  0.020
 ECV  plan-1  C11  0.020
 ECV  plan-1  C13  0.020
 ECV  plan-1  C14  0.020
 ECV  plan-1  C15  0.020
 ECV  plan-1  O8   0.020
 ECV  plan-1  N16  0.020
 ECV  plan-1  H6   0.020
 ECV  plan-1  H7   0.020
 ECV  plan-1  H8   0.020
 ECV  plan-1  F12  0.020
 ECV  plan-2  C19  0.020
 ECV  plan-2  C20  0.020
 ECV  plan-2  C21  0.020
 ECV  plan-2  C22  0.020
 ECV  plan-2  C17  0.020
 ECV  plan-2  O23  0.020
 ECV  plan-2  N27  0.020
 ECV  plan-2  C28  0.020
 ECV  plan-2  C29  0.020
 ECV  plan-2  H9   0.020
 ECV  plan-2  H10  0.020
 ECV  plan-2  H18  0.020
 ECV  plan-3  C1   0.020
 ECV  plan-3  C3   0.020
 ECV  plan-3  O4   0.020
 ECV  plan-3  N2   0.020
 ECV  plan-3  C5   0.020
 ECV  plan-3  H13  0.020
 ECV  plan-4  C15  0.020
 ECV  plan-4  C19  0.020
 ECV  plan-4  C6   0.020
 ECV  plan-4  N16  0.020
 ECV  plan-4  C17  0.020
 ECV  plan-4  O18  0.020
 ECV  plan-5  C24  0.020
 ECV  plan-5  C25  0.020
 ECV  plan-5  O26  0.020
 ECV  plan-5  N27  0.020
 ECV  plan-5  C28  0.020
 ECV  plan-5  H17  0.020

