# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 09:27:12 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: (1S,2S,4S,5R,6S)-2-amino-4-[(3-methoxybenzene-1-carbonyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)C(=O)N[C@H]2C[C@](N)([C@H]3[C@@H]2[C@@H]3C(O)=O)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
 CWY  CWY  '(1S,2S,4S,5R,6S)-2-amino-4-[(3-methoxybenzene-1-carbonyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid'  ligand  40  24  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CWY
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
 CWY  O1   O  OC    -1  -0.604   3.9739  -3.4133  -0.0043
 CWY  C7   C  CH1    0  -0.036   0.8578   0.0594   0.5292
 CWY  O2   O  OC    -1  -0.623   4.4421   3.2219   0.7388
 CWY  C6   C  CH1    0  -0.271   1.8610   0.8636  -0.2910
 CWY  C1   C  CT     0  -0.013   2.9080  -1.2890   0.2993
 CWY  N1   N  NH1    0  -0.660  -0.4882   0.2138   0.0203
 CWY  C4   C  CH1    0  -0.397   3.1058   1.3137   0.4196
 CWY  C3   C  CH1    0  -0.240   3.1057   0.0554  -0.4107
 CWY  C2   C  C      0   0.400   3.4089  -2.4657  -0.5867
 CWY  O4   O  O      0  -0.493  -1.5636   0.1173   2.0083
 CWY  C8   C  C      0   0.534  -1.5886   0.2225   0.7885
 CWY  C9   C  C      0  -0.027  -2.8861   0.3726   0.0540
 CWY  C14  C  C1     0  -0.373  -4.0226  -0.1676   0.6364
 CWY  C13  C  C      0   0.407  -5.2622  -0.0603   0.0063
 CWY  O5   O  O2     0  -0.471  -6.3002  -0.6340   0.6415
 CWY  C15  C  CH3    0  -0.437  -7.5842  -0.5484   0.0552
 CWY  C12  C  C1     0  -0.381  -5.3599   0.6156  -1.2081
 CWY  C11  C  C1     0  -0.228  -4.2190   1.1719  -1.7736
 CWY  C10  C  C1     0  -0.321  -2.9845   1.0564  -1.1589
 CWY  C    C  CH2    0  -0.421   1.3743  -1.3853   0.4320
 CWY  O3   O  O      0  -0.613   3.8174   2.7213  -1.3412
 CWY  N    N  NH2    0  -0.802   3.4987  -1.2693   1.6347
 CWY  O    O  O      0  -0.605   3.1681  -2.3891  -1.8081
 CWY  H2   H  HCH1   0   0.247   0.8447   0.3924   1.5671
 CWY  H4   H  HCH1   0   0.239   1.4917   1.4690  -1.1117
 CWY  H5   H  HNH1   0   0.400  -0.6040   0.1358  -0.9783
 CWY  H6   H  HCH1   0   0.228   3.1175   1.1858   1.4968
 CWY  H7   H  HCH1   0   0.232   3.6811   0.0745  -1.3266
 CWY  H8   H  H      0   0.264  -3.9547  -0.6891   1.5830
 CWY  H9   H  HCH3   0   0.229  -7.9163   0.4875  -0.0527
 CWY  H10  H  HCH3   0   0.230  -7.6205  -1.0353  -0.9229
 CWY  H11  H  HCH3   0   0.260  -8.2649  -1.0645   0.7275
 CWY  H12  H  H      0   0.284  -6.3059   0.7234  -1.7206
 CWY  H13  H  H      0   0.266  -4.3049   1.7105  -2.7081
 CWY  H14  H  H      0   0.257  -2.1204   1.5242  -1.6120
 CWY  H15  H  HCH2   0   0.228   1.0580  -2.0047   1.2746
 CWY  H16  H  HCH2   0   0.224   0.9590  -1.8271  -0.4778
 CWY  H17  H  HNH2   0   0.329   3.5666  -2.2318   1.9474
 CWY  H18  H  HNH2   0   0.330   4.4613  -0.9596   1.5576
 CWY  C5   C  C      0   0.429   3.8494   2.5211  -0.1087

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
 CWY  O    C2   deloc     1.247  0.020  1.247
 CWY  C2   O1   deloc     1.248  0.020  1.248
 CWY  C2   C1   single    1.556  0.020  1.556
 CWY  N    C1   single    1.460  0.020  1.460
 CWY  C1   C    single    1.542  0.020  1.542
 CWY  C1   C3   single    1.533  0.020  1.533
 CWY  C    C7   single    1.537  0.020  1.537
 CWY  C3   C4   single    1.508  0.020  1.508
 CWY  C3   C6   single    1.489  0.020  1.489
 CWY  C11  C10  aromatic  1.384  0.020  1.384
 CWY  C11  C12  aromatic  1.389  0.020  1.389
 CWY  C4   C6   single    1.502  0.020  1.502
 CWY  C4   C5   single    1.513  0.020  1.513
 CWY  C10  C9   aromatic  1.396  0.020  1.396
 CWY  C7   N1   single    1.447  0.020  1.447
 CWY  C7   C6   single    1.525  0.020  1.525
 CWY  N1   C8   single    1.342  0.020  1.342
 CWY  C5   O3   deloc     1.249  0.020  1.249
 CWY  C5   O2   deloc     1.249  0.020  1.249
 CWY  C12  C13  aromatic  1.393  0.020  1.393
 CWY  C9   C8   single    1.499  0.020  1.499
 CWY  C9   C14  aromatic  1.387  0.020  1.387
 CWY  C8   O4   double    1.225  0.020  1.225
 CWY  C13  C14  aromatic  1.395  0.020  1.395
 CWY  C13  O5   single    1.345  0.020  1.345
 CWY  O5   C15  single    1.414  0.020  1.414
 CWY  C7   H2   single    0.970  0.020  1.090
 CWY  C6   H4   single    0.970  0.020  1.090
 CWY  N1   H5   single    0.860  0.020  1.020
 CWY  C4   H6   single    0.970  0.020  1.090
 CWY  C3   H7   single    0.970  0.020  1.090
 CWY  C14  H8   single    0.930  0.020  1.080
 CWY  C15  H9   single    0.970  0.020  1.090
 CWY  C15  H10  single    0.970  0.020  1.090
 CWY  C15  H11  single    0.970  0.020  1.090
 CWY  C12  H12  single    0.930  0.020  1.080
 CWY  C11  H13  single    0.930  0.020  1.080
 CWY  C10  H14  single    0.930  0.020  1.080
 CWY  C    H15  single    0.970  0.020  1.090
 CWY  C    H16  single    0.970  0.020  1.090
 CWY  N    H17  single    0.890  0.020  1.040
 CWY  N    H18  single    0.890  0.020  1.040

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
 CWY  H2   C7   C    110.57  3.000
 CWY  H2   C7   N1   106.92  3.000
 CWY  C    C7   N1   112.99  3.000
 CWY  H2   C7   C6   111.03  3.000
 CWY  N1   C7   C6   111.49  3.000
 CWY  C    C7   C6   103.92  3.000
 CWY  H4   C6   C3   121.79  3.000
 CWY  H4   C6   C4   118.22  3.000
 CWY  C3   C6   C4    60.53  3.000
 CWY  H4   C6   C7   118.51  3.000
 CWY  C4   C6   C7   116.66  3.000
 CWY  C3   C6   C7   107.87  3.000
 CWY  N    C1   C    108.93  3.000
 CWY  C    C1   C2   108.78  3.000
 CWY  N    C1   C2   113.62  3.000
 CWY  C    C1   C3   102.87  3.000
 CWY  N    C1   C3   111.07  3.000
 CWY  C2   C1   C3   110.98  3.000
 CWY  H5   N1   C8   118.25  3.000
 CWY  H5   N1   C7   116.54  3.000
 CWY  C8   N1   C7   124.19  3.000
 CWY  H6   C4   C3   116.65  3.000
 CWY  H6   C4   C5   115.81  3.000
 CWY  C3   C4   C5   118.28  3.000
 CWY  H6   C4   C6   116.32  3.000
 CWY  C5   C4   C6   118.76  3.000
 CWY  C3   C4   C6    59.30  3.000
 CWY  H7   C3   C4   116.84  3.000
 CWY  H7   C3   C1   118.43  3.000
 CWY  C4   C3   C1   118.48  3.000
 CWY  H7   C3   C6   120.21  3.000
 CWY  C4   C3   C6    60.18  3.000
 CWY  C1   C3   C6   109.33  3.000
 CWY  O    C2   C1   116.68  3.000
 CWY  C1   C2   O1   117.03  3.000
 CWY  O    C2   O1   126.25  3.000
 CWY  C9   C8   O4   120.96  3.000
 CWY  O4   C8   N1   123.57  3.000
 CWY  C9   C8   N1   115.47  3.000
 CWY  C10  C9   C14  119.87  3.000
 CWY  C14  C9   C8   117.70  3.000
 CWY  C10  C9   C8   122.41  3.000
 CWY  H8   C14  C13  119.19  3.000
 CWY  H8   C14  C9   120.22  3.000
 CWY  C13  C14  C9   120.58  3.000
 CWY  C12  C13  O5   124.36  3.000
 CWY  O5   C13  C14  116.08  3.000
 CWY  C12  C13  C14  119.56  3.000
 CWY  C15  O5   C13  118.62  3.000
 CWY  H11  C15  H10  108.73  3.000
 CWY  H11  C15  H9   108.70  3.000
 CWY  H10  C15  H9   108.88  3.000
 CWY  H11  C15  O5   106.47  3.000
 CWY  H10  C15  O5   111.97  3.000
 CWY  H9   C15  O5   111.97  3.000
 CWY  H12  C12  C11  119.05  3.000
 CWY  H12  C12  C13  121.52  3.000
 CWY  C11  C12  C13  119.43  3.000
 CWY  H13  C11  C10  119.73  3.000
 CWY  H13  C11  C12  119.05  3.000
 CWY  C10  C11  C12  121.21  3.000
 CWY  H14  C10  C11  119.36  3.000
 CWY  H14  C10  C9   121.29  3.000
 CWY  C11  C10  C9   119.32  3.000
 CWY  H16  C    H15  107.62  3.000
 CWY  H16  C    C1   109.35  3.000
 CWY  H15  C    C1   112.92  3.000
 CWY  H16  C    C7   107.74  3.000
 CWY  H15  C    C7   112.75  3.000
 CWY  C1   C    C7   106.31  3.000
 CWY  H18  N    H17  104.46  3.000
 CWY  H18  N    C1   108.57  3.000
 CWY  H17  N    C1   107.23  3.000
 CWY  O3   C5   C4   117.37  3.000
 CWY  O3   C5   O2   126.28  3.000
 CWY  C4   C5   O2   116.35  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
 CWY  CONST_01  C12  C11  C10  C9     0.00   0.0  0
 CWY  CONST_02  C12  C13  C14  C9     0.00   0.0  0
 CWY  CONST_03  C11  C10  C9   C14    0.00   0.0  0
 CWY  CONST_04  C11  C12  C13  C14    0.00   0.0  0
 CWY  CONST_05  C10  C11  C12  C13    0.00   0.0  0
 CWY  CONST_06  C10  C9   C14  C13    0.00   0.0  0
 CWY  CONST_07  C11  C10  C9   C8   180.00   0.0  0
 CWY  CONST_08  C13  C14  C9   C8   180.00   0.0  0
 CWY  CONST_09  O5   C13  C14  C9   180.00   0.0  0
 CWY  CONST_10  C11  C12  C13  O5   180.00   0.0  0
 CWY  CONST_11  H13  C11  C10  C9   180.00   0.0  0
 CWY  CONST_12  H14  C10  C9   C14  180.00   0.0  0
 CWY  CONST_13  H12  C12  C13  C14  180.00   0.0  0
 CWY  CONST_14  H8   C14  C13  C12  180.00   0.0  0
 CWY  CONST_15  C9   C8   N1   C7   180.00   0.0  0
 CWY  CONST_16  O4   C8   N1   C7     0.00   0.0  0
 CWY  CONST_17  H5   N1   C8   C9     0.00   0.0  0
 CWY  Var_01    C1   C3   C6   C7     1.37  30.0  1
 CWY  Var_02    C10  C9   C8   N1   -28.95  30.0  2
 CWY  Var_03    C12  C13  O5   C15   -0.37  30.0  3
 CWY  Var_04    H9   C15  O5   C13  -60.93  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
 CWY  chir_01  C7  C   N1  C6  positiv
 CWY  chir_03  C1  C3  C   C2  negativ
 CWY  chir_04  C6  C3  C4  C7  both
 CWY  chir_05  C4  C3  C6  C5  both
 CWY  chir_06  C3  C1  C4  C6  both

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
 CWY  plan-1  C8   0.020
 CWY  plan-1  C9   0.020
 CWY  plan-1  C14  0.020
 CWY  plan-1  C13  0.020
 CWY  plan-1  O5   0.020
 CWY  plan-1  C12  0.020
 CWY  plan-1  C11  0.020
 CWY  plan-1  C10  0.020
 CWY  plan-1  H8   0.020
 CWY  plan-1  H12  0.020
 CWY  plan-1  H13  0.020
 CWY  plan-1  H14  0.020
 CWY  plan-2  C7   0.020
 CWY  plan-2  N1   0.020
 CWY  plan-2  O4   0.020
 CWY  plan-2  C8   0.020
 CWY  plan-2  C9   0.020
 CWY  plan-2  H5   0.020
 CWY  plan-3  O1   0.020
 CWY  plan-3  C1   0.020
 CWY  plan-3  C2   0.020
 CWY  plan-3  O    0.020
 CWY  plan-4  O2   0.020
 CWY  plan-4  C4   0.020
 CWY  plan-4  O3   0.020
 CWY  plan-4  C5   0.020

