# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:57:44 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  42  24  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

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  OH1   0  -0.594   3.9659  -2.8418  -1.4514
 CWY  C7   C  CH1   0  -0.027   0.8703  -0.4998   0.4154
 CWY  O2   O  OH1   0  -0.596   3.3826   3.0472   2.2767
 CWY  C6   C  CH1   0  -0.237   1.5735   0.8154   0.0729
 CWY  C1   C  CT    0  -0.038   3.1709  -1.0193  -0.1866
 CWY  N1   N  NH1   0  -0.670  -0.4975  -0.5714  -0.0309
 CWY  C4   C  CH1   0  -0.400   2.6744   1.2253   1.0129
 CWY  C3   C  CH1   0  -0.233   2.9815   0.4979  -0.2736
 CWY  C2   C  C     0   0.571   4.0321  -1.5205  -1.3434
 CWY  O4   O  O     0  -0.482  -1.3439   0.5739   1.7162
 CWY  C8   C  C     0   0.539  -1.5126  -0.0285   0.6657
 CWY  C9   C  CR6   0  -0.024  -2.8771  -0.2124   0.0796
 CWY  C14  C  CR16  0  -0.371  -3.8490   0.7233   0.3999
 CWY  C13  C  CR6   0   0.408  -5.1427   0.6022  -0.1064
 CWY  O5   O  O2    0  -0.471  -6.0084   1.5687   0.2472
 CWY  C15  C  CH3   0  -0.438  -7.3301   1.5111  -0.2528
 CWY  C12  C  CR16  0  -0.379  -5.4631  -0.4815  -0.9218
 CWY  C11  C  CR16  0  -0.227  -4.4874  -1.4246  -1.2205
 CWY  C10  C  CR16  0  -0.319  -3.1981  -1.3009  -0.7330
 CWY  C    C  CH2   0  -0.446   1.7328  -1.5610  -0.2740
 CWY  O3   O  O     0  -0.454   2.9779   3.4103   0.1117
 CWY  N    N  NH2   0  -0.781   3.7562  -1.4106   1.0872
 CWY  O    O  O     0  -0.432   4.7277  -0.8353  -2.0503
 CWY  H1   H  HOH1  0   0.485   4.5555  -3.1510  -2.1558
 CWY  H2   H  HCH1  0   0.267   0.8784  -0.6584   1.4952
 CWY  H3   H  HOH1  0   0.481   3.5960   3.9925   2.2731
 CWY  H4   H  HCH1  0   0.274   1.0188   1.5876  -0.4457
 CWY  H5   H  HNH1  0   0.406  -0.6678  -0.8933  -0.9707
 CWY  H6   H  HCH1  0   0.290   2.7659   0.6756   1.9412
 CWY  H7   H  HCH1  0   0.278   3.5081   1.0497  -1.0401
 CWY  H8   H  HCR6  0   0.265  -3.6081   1.5629   1.0400
 CWY  H9   H  HCH3  0   0.230  -7.3557   1.5538  -1.3447
 CWY  H10  H  HCH3  0   0.230  -7.8539   0.6101   0.0770
 CWY  H11  H  HCH3  0   0.261  -7.8477   2.3810   0.1435
 CWY  H12  H  HCR6  0   0.286  -6.4585  -0.6102  -1.3245
 CWY  H13  H  HCR6  0   0.267  -4.7479  -2.2728  -1.8398
 CWY  H14  H  HCR6  0   0.256  -2.4668  -2.0640  -0.9639
 CWY  H15  H  HCH2  0   0.266   1.6215  -2.5535   0.1650
 CWY  H16  H  HCH2  0   0.253   1.4344  -1.6256  -1.3254
 CWY  H17  H  HNH2  0   0.362   3.8711  -2.4149   1.1422
 CWY  H18  H  HNH2  0   0.361   4.6704  -0.9931   1.2133
 CWY  C5   C  C     0   0.581   3.0199   2.6612   1.0593

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   double    1.205  0.020  1.205
 CWY  C2   O1   single    1.327  0.020  1.327
 CWY  C2   C1   single    1.527  0.020  1.527
 CWY  N    C1   single    1.455  0.020  1.455
 CWY  C1   C    single    1.539  0.020  1.539
 CWY  C1   C3   single    1.531  0.020  1.531
 CWY  C    C7   single    1.531  0.020  1.531
 CWY  C3   C4   single    1.509  0.020  1.509
 CWY  C3   C6   single    1.484  0.020  1.484
 CWY  C11  C10  aromatic  1.384  0.020  1.384
 CWY  C11  C12  aromatic  1.389  0.020  1.389
 CWY  C4   C6   single    1.504  0.020  1.504
 CWY  C4   C5   single    1.478  0.020  1.478
 CWY  C10  C9   aromatic  1.396  0.020  1.396
 CWY  C7   N1   single    1.441  0.020  1.441
 CWY  C7   C6   single    1.530  0.020  1.530
 CWY  N1   C8   single    1.345  0.020  1.345
 CWY  C5   O3   double    1.209  0.020  1.209
 CWY  C5   O2   single    1.328  0.020  1.328
 CWY  C12  C13  aromatic  1.394  0.020  1.394
 CWY  C9   C8   single    1.496  0.020  1.496
 CWY  C9   C14  aromatic  1.387  0.020  1.387
 CWY  C8   O4   double    1.223  0.020  1.223
 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  O1   H1   single    0.850  0.020  0.980
 CWY  C7   H2   single    0.970  0.020  1.090
 CWY  O2   H3   single    0.850  0.020  0.980
 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  H1   O1   C2   110.27  3.000
 CWY  H2   C7   C    109.91  3.000
 CWY  H2   C7   N1   107.84  3.000
 CWY  C    C7   N1   111.15  3.000
 CWY  H2   C7   C6   110.05  3.000
 CWY  N1   C7   C6   114.19  3.000
 CWY  C    C7   C6   103.65  3.000
 CWY  H3   O2   C5   109.90  3.000
 CWY  H4   C6   C3   121.77  3.000
 CWY  H4   C6   C4   118.67  3.000
 CWY  C3   C6   C4    60.66  3.000
 CWY  H4   C6   C7   118.99  3.000
 CWY  C4   C6   C7   115.51  3.000
 CWY  C3   C6   C7   107.72  3.000
 CWY  N    C1   C    109.32  3.000
 CWY  C    C1   C2   111.62  3.000
 CWY  N    C1   C2   110.37  3.000
 CWY  C    C1   C3   103.29  3.000
 CWY  N    C1   C3   111.46  3.000
 CWY  C2   C1   C3   110.61  3.000
 CWY  H5   N1   C8   118.96  3.000
 CWY  H5   N1   C7   117.72  3.000
 CWY  C8   N1   C7   122.40  3.000
 CWY  H6   C4   C3   117.96  3.000
 CWY  H6   C4   C5   116.53  3.000
 CWY  C3   C4   C5   116.58  3.000
 CWY  H6   C4   C6   117.34  3.000
 CWY  C5   C4   C6   117.10  3.000
 CWY  C3   C4   C6    59.01  3.000
 CWY  H7   C3   C4   117.21  3.000
 CWY  H7   C3   C1   119.05  3.000
 CWY  C4   C3   C1   117.01  3.000
 CWY  H7   C3   C6   121.22  3.000
 CWY  C4   C3   C6    60.33  3.000
 CWY  C1   C3   C6   108.42  3.000
 CWY  O    C2   C1   125.68  3.000
 CWY  C1   C2   O1   111.12  3.000
 CWY  O    C2   O1   123.15  3.000
 CWY  C9   C8   O4   121.53  3.000
 CWY  O4   C8   N1   122.65  3.000
 CWY  C9   C8   N1   115.82  3.000
 CWY  C10  C9   C14  119.97  3.000
 CWY  C14  C9   C8   117.76  3.000
 CWY  C10  C9   C8   122.25  3.000
 CWY  H8   C14  C13  119.23  3.000
 CWY  H8   C14  C9   120.25  3.000
 CWY  C13  C14  C9   120.52  3.000
 CWY  C12  C13  O5   124.39  3.000
 CWY  O5   C13  C14  116.06  3.000
 CWY  C12  C13  C14  119.55  3.000
 CWY  C15  O5   C13  118.64  3.000
 CWY  H11  C15  H10  108.75  3.000
 CWY  H11  C15  H9   108.77  3.000
 CWY  H10  C15  H9   108.81  3.000
 CWY  H11  C15  O5   106.47  3.000
 CWY  H10  C15  O5   112.00  3.000
 CWY  H9   C15  O5   111.93  3.000
 CWY  H12  C12  C11  119.05  3.000
 CWY  H12  C12  C13  121.47  3.000
 CWY  C11  C12  C13  119.49  3.000
 CWY  H13  C11  C10  119.74  3.000
 CWY  H13  C11  C12  119.08  3.000
 CWY  C10  C11  C12  121.18  3.000
 CWY  H14  C10  C11  119.44  3.000
 CWY  H14  C10  C9   121.25  3.000
 CWY  C11  C10  C9   119.28  3.000
 CWY  H16  C    H15  107.76  3.000
 CWY  H16  C    C1   109.26  3.000
 CWY  H15  C    C1   113.12  3.000
 CWY  H16  C    C7   108.65  3.000
 CWY  H15  C    C7   113.07  3.000
 CWY  C1   C    C7   104.88  3.000
 CWY  H18  N    H17  107.43  3.000
 CWY  H18  N    C1   111.17  3.000
 CWY  H17  N    C1   111.10  3.000
 CWY  O3   C5   C4   124.72  3.000
 CWY  O3   C5   O2   123.25  3.000
 CWY  C4   C5   O2   112.04  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  CONST_18  H1   O1   C2   C1   180.00   0.0  0
 CWY  CONST_19  H3   O2   C5   C4   180.00   0.0  0
 CWY  Var_01    C1   C3   C6   C7     1.36  30.0  1
 CWY  Var_02    C10  C9   C8   N1    27.55  30.0  3
 CWY  Var_03    C12  C13  O5   C15   -1.25  30.0  3
 CWY  Var_04    H9   C15  O5   C13  -60.69  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-3  H1   0.020
 CWY  plan-4  O2   0.020
 CWY  plan-4  C4   0.020
 CWY  plan-4  O3   0.020
 CWY  plan-4  H3   0.020
 CWY  plan-4  C5   0.020

