# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 14:07:00 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (2E)-1-(2-hydroxyphenyl)-3-[(1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]hept-2-yl]prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1C(=O)\C=C\N2C[C@H]3C[C@@H]2CN3c4ccccn4
#
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
 5BW  5BW  (2E)-1-(2-hydroxyphenyl)-3-[(1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]hept-2-yl]prop-2-en-1-one  ligand  43  24  .  2022-07-23  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_5BW
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
 5BW  CAW  C  CR16  0  -0.402   3.9238   1.8456   0.6552
 5BW  CAV  C  CR16  0  -0.150   4.3317   3.0986   0.2532
 5BW  CAU  C  CR16  0  -0.366   4.5530   3.3582  -1.0976
 5BW  CAT  C  CR16  0  -0.064   4.3427   2.3175  -1.9819
 5BW  NAS  N  N     0  -0.469   3.9528   1.0997  -1.6212
 5BW  CAR  C  CR6   0   0.512   3.7467   0.8510  -0.3274
 5BW  NAO  N  NT    0  -0.479   3.3798  -0.4195  -0.0086
 5BW  CAN  C  CH2   0  -0.235   2.8613  -1.3571  -1.0071
 5BW  CAM  C  CH1   0  -0.193   2.0377  -2.2823  -0.1092
 5BW  CAX  C  CH2   0  -0.430   2.9176  -2.3596   1.1338
 5BW  CAP  C  CH1   0  -0.200   2.9162  -0.8423   1.3083
 5BW  CAQ  C  CH2   0  -0.263   1.4136  -0.5517   1.4037
 5BW  NAL  N  NT    0  -0.400   0.9119  -1.4990   0.4082
 5BW  CAK  C  C1    0   0.128  -0.3311  -1.5713  -0.0266
 5BW  CAH  C  C1    0  -0.554  -1.3790  -0.7956   0.4032
 5BW  CAG  C  C     0   0.427  -2.6808  -0.9887  -0.1484
 5BW  OAI  O  O     0  -0.548  -2.9107  -1.8733  -1.0050
 5BW  CAE  C  CR6   0  -0.166  -3.8079  -0.1260   0.2857
 5BW  CAF  C  CR16  0  -0.309  -3.6651   0.8927   1.2362
 5BW  CAA  C  CR16  0  -0.270  -4.7270   1.6867   1.6185
 5BW  CAB  C  CR16  0  -0.242  -5.9785   1.4725   1.0433
 5BW  CAC  C  CR16  0  -0.345  -6.1587   0.4777   0.1041
 5BW  CAD  C  CR6   0   0.359  -5.0856  -0.3305  -0.2847
 5BW  OAJ  O  OH1   0  -0.639  -5.3086  -1.2780  -1.1920
 5BW  H1   H  HCR6  0   0.269   3.7467   1.6420   1.7017
 5BW  H2   H  HCR6  0   0.267   4.4733   3.8760   0.9931
 5BW  H3   H  HCR6  0   0.258   4.8723   4.3292  -1.4479
 5BW  H4   H  HCR6  0   0.255   4.4958   2.4673  -3.0457
 5BW  H5   H  HCH2  0   0.254   2.2475  -0.8606  -1.7604
 5BW  H6   H  HCH2  0   0.252   3.6594  -1.8991  -1.5212
 5BW  H7   H  HCH1  0   0.288   1.7107  -3.2101  -0.5721
 5BW  H8   H  HCH2  0   0.274   2.4563  -2.8942   1.9637
 5BW  H9   H  HCH2  0   0.276   3.9083  -2.7663   0.9362
 5BW  H10  H  HCH1  0   0.287   3.5112  -0.4469   2.1274
 5BW  H11  H  HCH2  0   0.271   1.0071  -0.7678   2.3957
 5BW  H12  H  HCH2  0   0.269   1.1624   0.4782   1.1402
 5BW  H13  H  H     0   0.291  -0.5018  -2.3256  -0.7869
 5BW  H14  H  H     0   0.269  -1.2117  -0.0381   1.1538
 5BW  H15  H  HCR6  0   0.260  -2.7013   1.0736   1.6911
 5BW  H16  H  HCR6  0   0.257  -4.5877   2.4665   2.3544
 5BW  H17  H  HCR6  0   0.263  -6.8196   2.0901   1.3318
 5BW  H18  H  HCR6  0   0.263  -7.1301   0.3106  -0.3446
 5BW  H19  H  HOH1  0   0.474  -4.4257  -1.7308  -1.3212

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
 5BW  CAA  CAB  aromatic  1.394  0.020  1.394
 5BW  CAA  CAF  aromatic  1.380  0.020  1.380
 5BW  CAB  CAC  aromatic  1.380  0.020  1.380
 5BW  CAT  CAU  aromatic  1.382  0.020  1.382
 5BW  CAT  NAS  aromatic  1.329  0.020  1.329
 5BW  CAF  CAE  aromatic  1.401  0.020  1.401
 5BW  CAC  CAD  aromatic  1.398  0.020  1.398
 5BW  CAU  CAV  aromatic  1.393  0.020  1.393
 5BW  NAS  CAR  aromatic  1.333  0.020  1.333
 5BW  CAE  CAD  aromatic  1.414  0.020  1.414
 5BW  CAE  CAG  single    1.484  0.020  1.484
 5BW  CAD  OAJ  single    1.331  0.020  1.331
 5BW  CAV  CAW  aromatic  1.378  0.020  1.378
 5BW  CAQ  CAP  single    1.533  0.020  1.533
 5BW  CAQ  NAL  single    1.463  0.020  1.463
 5BW  CAR  CAW  aromatic  1.409  0.020  1.409
 5BW  CAR  NAO  single    1.360  0.020  1.360
 5BW  CAH  CAG  single    1.427  0.020  1.427
 5BW  CAH  CAK  double    1.373  0.020  1.373
 5BW  CAG  OAI  double    1.253  0.020  1.253
 5BW  CAP  NAO  single    1.459  0.020  1.459
 5BW  CAP  CAX  single    1.527  0.020  1.527
 5BW  NAO  CAN  single    1.465  0.020  1.465
 5BW  NAL  CAK  single    1.319  0.020  1.319
 5BW  NAL  CAM  single    1.466  0.020  1.466
 5BW  CAX  CAM  single    1.525  0.020  1.525
 5BW  CAN  CAM  single    1.530  0.020  1.530
 5BW  CAW  H1   single    0.930  0.020  1.080
 5BW  CAV  H2   single    0.930  0.020  1.080
 5BW  CAU  H3   single    0.930  0.020  1.080
 5BW  CAT  H4   single    0.930  0.020  1.080
 5BW  CAN  H5   single    0.970  0.020  1.090
 5BW  CAN  H6   single    0.970  0.020  1.090
 5BW  CAM  H7   single    0.970  0.020  1.090
 5BW  CAX  H8   single    0.970  0.020  1.090
 5BW  CAX  H9   single    0.970  0.020  1.090
 5BW  CAP  H10  single    0.970  0.020  1.090
 5BW  CAQ  H11  single    0.970  0.020  1.090
 5BW  CAQ  H12  single    0.970  0.020  1.090
 5BW  CAK  H13  single    0.930  0.020  1.080
 5BW  CAH  H14  single    0.930  0.020  1.080
 5BW  CAF  H15  single    0.930  0.020  1.080
 5BW  CAA  H16  single    0.930  0.020  1.080
 5BW  CAB  H17  single    0.930  0.020  1.080
 5BW  CAC  H18  single    0.930  0.020  1.080
 5BW  OAJ  H19  single    0.850  0.020  0.980

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
 5BW  H1   CAW  CAR  121.44  3.000
 5BW  H1   CAW  CAV  120.15  3.000
 5BW  CAR  CAW  CAV  118.41  3.000
 5BW  H2   CAV  CAU  120.54  3.000
 5BW  H2   CAV  CAW  119.50  3.000
 5BW  CAU  CAV  CAW  119.96  3.000
 5BW  H3   CAU  CAT  120.96  3.000
 5BW  H3   CAU  CAV  121.92  3.000
 5BW  CAT  CAU  CAV  117.12  3.000
 5BW  H4   CAT  NAS  115.73  3.000
 5BW  H4   CAT  CAU  120.12  3.000
 5BW  NAS  CAT  CAU  124.15  3.000
 5BW  CAR  NAS  CAT  118.67  3.000
 5BW  NAO  CAR  NAS  116.31  3.000
 5BW  NAO  CAR  CAW  121.98  3.000
 5BW  NAS  CAR  CAW  121.69  3.000
 5BW  CAP  NAO  CAN  108.51  3.000
 5BW  CAN  NAO  CAR  122.25  3.000
 5BW  CAP  NAO  CAR  124.61  3.000
 5BW  H6   CAN  H5   108.16  3.000
 5BW  H6   CAN  CAM  111.66  3.000
 5BW  H5   CAN  CAM  112.18  3.000
 5BW  H6   CAN  NAO  112.31  3.000
 5BW  H5   CAN  NAO  112.25  3.000
 5BW  CAM  CAN  NAO  100.23  3.000
 5BW  H7   CAM  NAL  112.04  3.000
 5BW  H7   CAM  CAX  118.52  3.000
 5BW  NAL  CAM  CAX  100.52  3.000
 5BW  H7   CAM  CAN  115.34  3.000
 5BW  CAX  CAM  CAN  101.45  3.000
 5BW  NAL  CAM  CAN  107.30  3.000
 5BW  H9   CAX  H8   109.88  3.000
 5BW  H9   CAX  CAP  113.12  3.000
 5BW  H8   CAX  CAP  113.58  3.000
 5BW  H9   CAX  CAM  113.33  3.000
 5BW  H8   CAX  CAM  113.67  3.000
 5BW  CAP  CAX  CAM   92.42  3.000
 5BW  H10  CAP  CAQ  114.88  3.000
 5BW  H10  CAP  CAX  116.55  3.000
 5BW  CAQ  CAP  CAX  101.32  3.000
 5BW  H10  CAP  NAO  113.63  3.000
 5BW  CAX  CAP  NAO  100.63  3.000
 5BW  CAQ  CAP  NAO  108.22  3.000
 5BW  H12  CAQ  H11  108.64  3.000
 5BW  H12  CAQ  NAL  111.56  3.000
 5BW  H11  CAQ  NAL  111.21  3.000
 5BW  H12  CAQ  CAP  112.89  3.000
 5BW  H11  CAQ  CAP  112.54  3.000
 5BW  NAL  CAQ  CAP   99.85  3.000
 5BW  CAK  NAL  CAQ  125.67  3.000
 5BW  CAK  NAL  CAM  125.33  3.000
 5BW  CAQ  NAL  CAM  108.83  3.000
 5BW  H13  CAK  CAH  119.49  3.000
 5BW  H13  CAK  NAL  114.69  3.000
 5BW  CAH  CAK  NAL  125.83  3.000
 5BW  H14  CAH  CAG  120.34  3.000
 5BW  H14  CAH  CAK  119.73  3.000
 5BW  CAG  CAH  CAK  119.93  3.000
 5BW  CAE  CAG  OAI  118.11  3.000
 5BW  OAI  CAG  CAH  121.82  3.000
 5BW  CAE  CAG  CAH  120.07  3.000
 5BW  CAD  CAE  CAF  118.10  3.000
 5BW  CAD  CAE  CAG  118.95  3.000
 5BW  CAF  CAE  CAG  122.94  3.000
 5BW  H15  CAF  CAA  118.24  3.000
 5BW  H15  CAF  CAE  119.88  3.000
 5BW  CAA  CAF  CAE  121.88  3.000
 5BW  H16  CAA  CAB  120.49  3.000
 5BW  H16  CAA  CAF  120.29  3.000
 5BW  CAB  CAA  CAF  119.22  3.000
 5BW  H17  CAB  CAC  119.42  3.000
 5BW  H17  CAB  CAA  120.00  3.000
 5BW  CAC  CAB  CAA  120.59  3.000
 5BW  H18  CAC  CAD  118.94  3.000
 5BW  H18  CAC  CAB  120.69  3.000
 5BW  CAD  CAC  CAB  120.38  3.000
 5BW  OAJ  CAD  CAC  118.20  3.000
 5BW  OAJ  CAD  CAE  121.96  3.000
 5BW  CAC  CAD  CAE  119.84  3.000
 5BW  H19  OAJ  CAD  105.21  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
 5BW  CONST_01  CAT  CAU  CAV  CAW     0.00   0.0  0
 5BW  CONST_02  CAT  NAS  CAR  CAW     0.00   0.0  0
 5BW  CONST_03  NAS  CAT  CAU  CAV     0.00   0.0  0
 5BW  CONST_04  NAS  CAR  CAW  CAV     0.00   0.0  0
 5BW  CONST_05  CAR  NAS  CAT  CAU     0.00   0.0  0
 5BW  CONST_06  CAR  CAW  CAV  CAU     0.00   0.0  0
 5BW  CONST_07  CAB  CAA  CAF  CAE     0.00   0.0  0
 5BW  CONST_08  CAB  CAC  CAD  CAE     0.00   0.0  0
 5BW  CONST_09  CAC  CAB  CAA  CAF     0.00   0.0  0
 5BW  CONST_10  CAC  CAD  CAE  CAF     0.00   0.0  0
 5BW  CONST_11  CAD  CAC  CAB  CAA     0.00   0.0  0
 5BW  CONST_12  CAD  CAE  CAF  CAA     0.00   0.0  0
 5BW  CONST_13  NAO  CAR  CAW  CAV   180.00   0.0  0
 5BW  CONST_14  NAO  CAR  NAS  CAT   180.00   0.0  0
 5BW  CONST_15  CAA  CAF  CAE  CAG   180.00   0.0  0
 5BW  CONST_16  CAC  CAD  CAE  CAG   180.00   0.0  0
 5BW  CONST_17  OAJ  CAD  CAE  CAF   180.00   0.0  0
 5BW  CONST_18  OAJ  CAD  CAC  CAB   180.00   0.0  0
 5BW  CONST_19  H3   CAU  CAV  CAW   180.00   0.0  0
 5BW  CONST_20  H4   CAT  CAU  CAV   180.00   0.0  0
 5BW  CONST_21  H1   CAW  CAV  CAU   180.00   0.0  0
 5BW  CONST_22  H2   CAV  CAU  CAT   180.00   0.0  0
 5BW  CONST_23  H16  CAA  CAF  CAE   180.00   0.0  0
 5BW  CONST_24  H18  CAC  CAD  CAE   180.00   0.0  0
 5BW  CONST_25  H17  CAB  CAA  CAF   180.00   0.0  0
 5BW  CONST_26  H15  CAF  CAA  CAB   180.00   0.0  0
 5BW  Var_01    CAP  NAO  CAR  CAW    10.78  30.0  2
 5BW  Var_02    CAM  CAN  NAO  CAR  -154.76  30.0  1
 5BW  Var_03    CAP  CAQ  NAL  CAM     3.25  30.0  1
 5BW  Var_04    CAH  CAK  NAL  CAM  -176.50  30.0  2
 5BW  Var_05    CAF  CAE  CAG  CAH    -0.25  30.0  3
 5BW  Var_06    CAG  CAH  CAK  NAL  -179.49   0.0  2
 5BW  Var_07    CAE  CAG  CAH  CAK  -178.25  30.0  2

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
 5BW  chir_01  CAM  NAL  CAX  CAN  positiv
 5BW  chir_02  CAP  NAO  CAX  CAQ  positiv

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
 5BW  plan-1  CAW  0.020
 5BW  plan-1  CAV  0.020
 5BW  plan-1  CAU  0.020
 5BW  plan-1  CAT  0.020
 5BW  plan-1  NAS  0.020
 5BW  plan-1  CAR  0.020
 5BW  plan-1  NAO  0.020
 5BW  plan-1  H1   0.020
 5BW  plan-1  H2   0.020
 5BW  plan-1  H3   0.020
 5BW  plan-1  H4   0.020
 5BW  plan-2  CAG  0.020
 5BW  plan-2  CAE  0.020
 5BW  plan-2  CAF  0.020
 5BW  plan-2  CAA  0.020
 5BW  plan-2  CAB  0.020
 5BW  plan-2  CAC  0.020
 5BW  plan-2  CAD  0.020
 5BW  plan-2  OAJ  0.020
 5BW  plan-2  H15  0.020
 5BW  plan-2  H16  0.020
 5BW  plan-2  H17  0.020
 5BW  plan-2  H18  0.020
 5BW  plan-3  CAH  0.020
 5BW  plan-3  CAG  0.020
 5BW  plan-3  OAI  0.020
 5BW  plan-3  CAE  0.020
 5BW  plan-4  NAL  0.020
 5BW  plan-4  CAK  0.020
 5BW  plan-4  CAH  0.020
 5BW  plan-4  CAG  0.020
 5BW  plan-4  H13  0.020
 5BW  plan-4  H14  0.020

