# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 18:57:12 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: (2R)-2-[(1R)-1-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@](NC(=O)[C@@H](C(O)=O)c1ccc(O)cc1)(C=O)[C@H]2OCC(=C)C(=N2)C(O)=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
 MOX  MOX  '(2R)-2-[(1R)-1-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid'  ligand  45  29  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MOX
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
 MOX  C1    C  C1     0   0.157   0.5305   1.3498  -2.1233
 MOX  O1    O  O      0  -0.371   0.8258   2.3300  -2.7513
 MOX  C2    C  CT     0   0.298   1.1285   1.0129  -0.7530
 MOX  N2    N  NH1    0  -0.684   0.1001   0.5476   0.1335
 MOX  C3    C  CH1    0   0.172   2.0736  -0.1900  -0.9947
 MOX  O4    O  O2     0  -0.488   3.0431   0.2351  -1.9030
 MOX  C5    C  CH2    0  -0.231   4.0648  -0.7289  -2.0592
 MOX  C6    C  C      0   0.059   4.7204  -0.9810  -0.7349
 MOX  C7    C  C      0   0.138   3.7797  -0.9803   0.4010
 MOX  C8    C  C      0   0.361   4.2379  -1.4679   1.7739
 MOX  N8    N  N      0  -0.423   2.5588  -0.6448   0.2718
 MOX  C9    C  C2     0  -0.564   6.0301  -1.1784  -0.6056
 MOX  C21   C  C      0   0.606  -1.1808   0.9741   0.0912
 MOX  O21   O  O      0  -0.477  -1.5725   1.7399  -0.7770
 MOX  C22   C  CH1    0  -0.660  -2.1003   0.4076   1.1488
 MOX  C23   C  CR6    0   0.171  -3.2292  -0.3485   0.5093
 MOX  C24   C  CR16   0  -0.302  -3.2555  -1.7389   0.5510
 MOX  C25   C  CR16   0  -0.327  -4.2706  -2.4724  -0.0466
 MOX  C26   C  CR6    0   0.336  -5.2954  -1.8117  -0.7148
 MOX  O26   O  OH1    0  -0.636  -6.2681  -2.5563  -1.2828
 MOX  C27   C  CR16   0  -0.379  -5.2843  -0.4190  -0.7708
 MOX  C28   C  CR16   0  -0.271  -4.2650   0.2966  -0.1633
 MOX  C29   C  C      0   0.467  -2.5221   1.5612   2.1127
 MOX  O30   O  O      0  -0.587  -1.6210   2.3798   2.3731
 MOX  O31   O  OC    -1  -0.574  -3.6752   1.5326   2.5626
 MOX  O61   O  O2     0  -0.481   1.9132   2.0348  -0.2420
 MOX  C62   C  CH3    0  -0.439   1.2477   3.1714   0.2777
 MOX  O81   O  O      0  -0.595   4.6038  -2.6555   1.8048
 MOX  O82   O  OC    -1  -0.584   4.1817  -0.6474   2.7011
 MOX  H1    H  H      0   0.204  -0.0935   0.5444  -2.5486
 MOX  HN2   H  HNH1   0   0.404   0.4056  -0.0482   0.8909
 MOX  H3    H  HCH1   0   0.247   1.4672  -1.0042  -1.4259
 MOX  H5    H  HCH2   0   0.234   3.6495  -1.6658  -2.4567
 MOX  H5A   H  HCH2   0   0.261   4.7723  -0.3422  -2.7926
 MOX  H9    H  H      0   0.258   6.6865  -1.1347  -1.4658
 MOX  H9A   H  H      0   0.256   6.4941  -1.4040   0.3445
 MOX  H22   H  HCH1   0   0.282  -1.5327  -0.2962   1.7691
 MOX  H24   H  HCR6   0   0.248  -2.4649  -2.2722   1.0666
 MOX  H25   H  HCR6   0   0.257  -4.2679  -3.5543   0.0058
 MOX  HO26  H  HOH1   0   0.472  -6.9130  -1.9883  -1.7184
 MOX  H27   H  HCR6   0   0.264  -6.0801   0.1105  -1.2835
 MOX  H28   H  HCR6   0   0.242  -4.2856   1.3761  -0.2203
 MOX  H62   H  HCH3   0   0.231   0.5600   2.9165   1.0867
 MOX  H62A  H  HCH3   0   0.236   2.0247   3.8207   0.6783
 MOX  H62B  H  HCH3   0   0.214   0.6975   3.7243  -0.4859

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
 MOX  O1   C1    double    1.201  0.020  1.201
 MOX  C1   C2    single    1.533  0.020  1.533
 MOX  C1   H1    single    0.930  0.020  1.080
 MOX  C3   C2    single    1.549  0.020  1.549
 MOX  C2   N2    single    1.435  0.020  1.435
 MOX  C2   O61   single    1.386  0.020  1.386
 MOX  N2   C21   single    1.351  0.020  1.351
 MOX  N2   HN2   single    0.860  0.020  1.020
 MOX  N8   C3    single    1.430  0.020  1.430
 MOX  C3   O4    single    1.395  0.020  1.395
 MOX  C3   H3    single    0.970  0.020  1.090
 MOX  C5   O4    single    1.413  0.020  1.413
 MOX  C6   C5    single    1.499  0.020  1.499
 MOX  C5   H5    single    0.970  0.020  1.090
 MOX  C5   H5A   single    0.970  0.020  1.090
 MOX  C9   C6    double    1.331  0.020  1.331
 MOX  C7   C6    single    1.475  0.020  1.475
 MOX  C8   C7    single    1.527  0.020  1.527
 MOX  C7   N8    double    1.273  0.020  1.273
 MOX  O81  C8    deloc     1.243  0.020  1.243
 MOX  O82  C8    deloc     1.239  0.020  1.239
 MOX  C9   H9    single    0.930  0.020  1.080
 MOX  C9   H9A   single    0.930  0.020  1.080
 MOX  C21  C22   single    1.512  0.020  1.512
 MOX  C21  O21   double    1.222  0.020  1.222
 MOX  C29  C22   single    1.561  0.020  1.561
 MOX  C22  C23   single    1.502  0.020  1.502
 MOX  C22  H22   single    0.970  0.020  1.090
 MOX  C23  C24   aromatic  1.391  0.020  1.391
 MOX  C23  C28   aromatic  1.393  0.020  1.393
 MOX  C24  C25   aromatic  1.388  0.020  1.388
 MOX  C24  H24   single    0.930  0.020  1.080
 MOX  C25  C26   aromatic  1.390  0.020  1.390
 MOX  C25  H25   single    0.930  0.020  1.080
 MOX  C27  C26   aromatic  1.394  0.020  1.394
 MOX  C26  O26   single    1.350  0.020  1.350
 MOX  O26  HO26  single    0.850  0.020  0.980
 MOX  C28  C27   aromatic  1.386  0.020  1.386
 MOX  C27  H27   single    0.930  0.020  1.080
 MOX  C28  H28   single    0.930  0.020  1.080
 MOX  O30  C29   deloc     1.245  0.020  1.245
 MOX  C29  O31   deloc     1.238  0.020  1.238
 MOX  O61  C62   single    1.416  0.020  1.416
 MOX  C62  H62   single    0.970  0.020  1.090
 MOX  C62  H62A  single    0.970  0.020  1.090
 MOX  C62  H62B  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
 MOX  H1    C1   C2    113.86  3.000
 MOX  H1    C1   O1    122.20  3.000
 MOX  C2    C1   O1    123.44  3.000
 MOX  O61   C2   C3    106.54  3.000
 MOX  O61   C2   N2    114.64  3.000
 MOX  C3    C2   N2    106.37  3.000
 MOX  O61   C2   C1    112.86  3.000
 MOX  N2    C2   C1    110.12  3.000
 MOX  C3    C2   C1    105.63  3.000
 MOX  HN2   N2   C21   119.75  3.000
 MOX  HN2   N2   C2    115.93  3.000
 MOX  C21   N2   C2    123.90  3.000
 MOX  H3    C3   N8    107.33  3.000
 MOX  H3    C3   O4    110.64  3.000
 MOX  N8    C3   O4    115.95  3.000
 MOX  H3    C3   C2    107.39  3.000
 MOX  O4    C3   C2    106.80  3.000
 MOX  N8    C3   C2    108.41  3.000
 MOX  C5    O4   C3    111.50  3.000
 MOX  H5A   C5   H5    107.71  3.000
 MOX  H5A   C5   C6    111.73  3.000
 MOX  H5    C5   C6    109.96  3.000
 MOX  H5A   C5   O4    107.56  3.000
 MOX  H5    C5   O4    110.37  3.000
 MOX  C6    C5   O4    109.47  3.000
 MOX  C9    C6   C7    123.57  3.000
 MOX  C7    C6   C5    113.67  3.000
 MOX  C9    C6   C5    122.76  3.000
 MOX  N8    C7   C8    117.60  3.000
 MOX  N8    C7   C6    122.26  3.000
 MOX  C8    C7   C6    120.05  3.000
 MOX  O82   C8   O81   128.85  3.000
 MOX  O82   C8   C7    116.58  3.000
 MOX  O81   C8   C7    114.56  3.000
 MOX  C7    N8   C3    119.94  3.000
 MOX  H9A   C9   H9    116.51  3.000
 MOX  H9A   C9   C6    122.59  3.000
 MOX  H9    C9   C6    120.89  3.000
 MOX  C22   C21  O21   122.48  3.000
 MOX  O21   C21  N2    121.60  3.000
 MOX  C22   C21  N2    115.88  3.000
 MOX  H22   C22  C29   105.35  3.000
 MOX  H22   C22  C23   107.87  3.000
 MOX  C29   C22  C23   115.58  3.000
 MOX  H22   C22  C21   108.76  3.000
 MOX  C23   C22  C21   110.37  3.000
 MOX  C29   C22  C21   108.62  3.000
 MOX  C28   C23  C24   117.59  3.000
 MOX  C28   C23  C22   122.09  3.000
 MOX  C24   C23  C22   120.31  3.000
 MOX  H24   C24  C25   118.57  3.000
 MOX  H24   C24  C23   119.48  3.000
 MOX  C25   C24  C23   121.95  3.000
 MOX  H25   C25  C26   119.98  3.000
 MOX  H25   C25  C24   120.35  3.000
 MOX  C26   C25  C24   119.67  3.000
 MOX  C27   C26  O26   122.67  3.000
 MOX  O26   C26  C25   118.10  3.000
 MOX  C27   C26  C25   119.23  3.000
 MOX  HO26  O26  C26   110.33  3.000
 MOX  H27   C27  C28   119.66  3.000
 MOX  H27   C27  C26   120.06  3.000
 MOX  C28   C27  C26   120.28  3.000
 MOX  H28   C28  C27   118.59  3.000
 MOX  H28   C28  C23   120.12  3.000
 MOX  C27   C28  C23   121.29  3.000
 MOX  O31   C29  O30   127.83  3.000
 MOX  O31   C29  C22   117.32  3.000
 MOX  O30   C29  C22   114.79  3.000
 MOX  C62   O61  C2    117.46  3.000
 MOX  H62B  C62  H62A  108.36  3.000
 MOX  H62B  C62  H62   108.61  3.000
 MOX  H62A  C62  H62   108.42  3.000
 MOX  H62B  C62  O61   112.75  3.000
 MOX  H62A  C62  O61   106.16  3.000
 MOX  H62   C62  O61   112.36  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
 MOX  CONST_01  C26  C25  C24  C23    0.00   0.0  0
 MOX  CONST_02  C26  C27  C28  C23    0.00   0.0  0
 MOX  CONST_03  C27  C28  C23  C24    0.00   0.0  0
 MOX  CONST_04  C27  C26  C25  C24    0.00   0.0  0
 MOX  CONST_05  C28  C23  C24  C25    0.00   0.0  0
 MOX  CONST_06  C28  C27  C26  C25    0.00   0.0  0
 MOX  CONST_07  C25  C24  C23  C22  180.00   0.0  0
 MOX  CONST_08  C27  C28  C23  C22  180.00   0.0  0
 MOX  CONST_09  O26  C26  C25  C24  180.00   0.0  0
 MOX  CONST_10  C28  C27  C26  O26  180.00   0.0  0
 MOX  CONST_11  H25  C25  C24  C23  180.00   0.0  0
 MOX  CONST_12  H27  C27  C28  C23  180.00   0.0  0
 MOX  CONST_13  H28  C28  C23  C24  180.00   0.0  0
 MOX  CONST_14  H24  C24  C25  C26  180.00   0.0  0
 MOX  CONST_15  C22  C21  N2   C2   180.00   0.0  0
 MOX  CONST_16  O21  C21  N2   C2     0.00   0.0  0
 MOX  CONST_17  HN2  N2   C21  O21  180.00   0.0  0
 MOX  Var_01    C6   C7   N8   C3    -2.99  30.0  1
 MOX  Var_02    C6   C5   O4   C3   -59.54  30.0  1
 MOX  Var_03    C7   C6   C5   O4    38.02  30.0  1
 MOX  Var_04    N8   C7   C6   C5    -7.55  30.0  1
 MOX  Var_05    O81  C8   C7   C6   -61.37  30.0  3
 MOX  Var_06    H9   C9   C6   C5     1.82   0.0  2
 MOX  Var_07    H62  C62  O61  C2    58.32  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
 MOX  chir_01  C2   C3   N2   O61  negativ
 MOX  chir_02  C3   O4   N8   C2   negativ
 MOX  chir_03  C22  C21  C29  C23  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
 MOX  plan-1  C22  0.020
 MOX  plan-1  C23  0.020
 MOX  plan-1  C24  0.020
 MOX  plan-1  C25  0.020
 MOX  plan-1  C26  0.020
 MOX  plan-1  O26  0.020
 MOX  plan-1  C27  0.020
 MOX  plan-1  C28  0.020
 MOX  plan-1  H24  0.020
 MOX  plan-1  H25  0.020
 MOX  plan-1  H27  0.020
 MOX  plan-1  H28  0.020
 MOX  plan-2  C2   0.020
 MOX  plan-2  N2   0.020
 MOX  plan-2  C21  0.020
 MOX  plan-2  O21  0.020
 MOX  plan-2  C22  0.020
 MOX  plan-2  HN2  0.020
 MOX  plan-3  C7   0.020
 MOX  plan-3  C8   0.020
 MOX  plan-3  O81  0.020
 MOX  plan-3  O82  0.020
 MOX  plan-4  C22  0.020
 MOX  plan-4  C29  0.020
 MOX  plan-4  O30  0.020
 MOX  plan-4  O31  0.020
 MOX  plan-5  C1   0.020
 MOX  plan-5  O1   0.020
 MOX  plan-5  C2   0.020
 MOX  plan-5  H1   0.020
 MOX  plan-6  C5   0.020
 MOX  plan-6  C6   0.020
 MOX  plan-6  C7   0.020
 MOX  plan-6  C9   0.020
 MOX  plan-6  H9   0.020
 MOX  plan-6  H9A  0.020

