# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 18:49:26 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (3R)-3-{[2-benzyl-6-(3-methoxypropoxy)pyridin-3-yl]ethynyl}-1-azabicyclo[2.2.2]octan-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCCOc1ccc(C#C[C@@]2(O)CN3CCC2CC3)c(Cc4ccccc4)n1
#
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
 ER4  ER4  (3R)-3-{[2-benzyl-6-(3-methoxypropoxy)pyridin-3-yl]ethynyl}-1-azabicyclo[2.2.2]octan-3-ol  ligand  60  30  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ER4
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
 ER4  CAQ  C  CH2   0  -0.338    5.0236   1.4522   0.2477
 ER4  CAO  C  CH2   0  -0.476    4.3324   0.5498   1.2955
 ER4  CBB  C  CH1   0  -0.281    4.7012  -0.9016   0.9847
 ER4  CAP  C  CH2   0  -0.455    6.2263  -0.9973   0.8831
 ER4  CAR  C  CH2   0  -0.332    6.6779  -0.1613  -0.3336
 ER4  NBC  N  NT    0  -0.390    5.5812   0.6578  -0.8427
 ER4  CAT  C  CH2   0  -0.369    4.5466  -0.1946  -1.3909
 ER4  CBD  C  CT    0   0.085    4.0778  -1.2859  -0.3730
 ER4  OAB  O  OH1   0  -0.666    4.5612  -2.5698  -0.7102
 ER4  CAD  C  CSP   0   0.141    2.6134  -1.3270  -0.2801
 ER4  CAC  C  CSP   0   0.092    1.4105  -1.3758  -0.1987
 ER4  CAY  C  CR6   0  -0.221   -0.0021  -1.4699  -0.0614
 ER4  CAJ  C  CR16  0  -0.188   -0.5739  -2.4985   0.7042
 ER4  CAK  C  CR16  0  -0.395   -1.9351  -2.5712   0.8604
 ER4  CAZ  C  CR6   0   0.532   -2.7073  -1.5861   0.2326
 ER4  OAW  O  O2    0  -0.473   -4.0264  -1.6447   0.3998
 ER4  CAN  C  CH2   0  -0.164   -4.8336  -0.6221  -0.1810
 ER4  CAL  C  CH2   0  -0.506   -6.2698  -0.8971   0.2147
 ER4  CAM  C  CH2   0  -0.127   -7.1909   0.1651  -0.3561
 ER4  OAV  O  O2    0  -0.485   -8.5110  -0.1227   0.0291
 ER4  CAA  C  CH3   0  -0.398   -9.4314   0.8233  -0.4506
 ER4  NAU  N  N     0  -0.470   -2.1886  -0.6263  -0.5024
 ER4  CBA  C  CR6   0   0.238   -0.8690  -0.5513  -0.6573
 ER4  CAS  C  CH2   0  -0.617   -0.3583   0.6051  -1.4704
 ER4  CAX  C  CR6   0   0.140   -0.0629   1.7939  -0.5881
 ER4  CAH  C  CR16  0  -0.315    1.2465   2.2092  -0.3724
 ER4  CAF  C  CR16  0  -0.248    1.5235   3.2930   0.4514
 ER4  CAE  C  CR16  0  -0.268    0.4879   3.9754   1.0735
 ER4  CAG  C  CR16  0  -0.240   -0.8246   3.5680   0.8643
 ER4  CAI  C  CR16  0  -0.297   -1.0972   2.4856   0.0406
 ER4  H1   H  HCH2  0   0.242    4.3263   2.1819  -0.1728
 ER4  H2   H  HCH2  0   0.245    5.8375   2.0244   0.6984
 ER4  H3   H  HCH2  0   0.250    4.6603   0.8011   2.3055
 ER4  H4   H  HCH2  0   0.244    3.2476   0.6796   1.2792
 ER4  H5   H  HCH1  0   0.252    4.3227  -1.5680   1.7628
 ER4  H6   H  HCH2  0   0.235    6.6567  -0.6044   1.8079
 ER4  H7   H  HCH2  0   0.245    6.5586  -2.0315   0.8003
 ER4  H8   H  HCH2  0   0.240    7.5122   0.4944  -0.0747
 ER4  H9   H  HCH2  0   0.237    7.0234  -0.8046  -1.1460
 ER4  H11  H  HCH2  0   0.257    3.7079   0.4335  -1.7016
 ER4  H12  H  HCH2  0   0.258    4.9215  -0.6882  -2.2925
 ER4  H13  H  HOH1  0   0.448    4.2587  -2.7884  -1.5985
 ER4  H14  H  HCR6  0   0.270    0.0650  -3.2346   1.1741
 ER4  H15  H  HCR6  0   0.277   -2.3989  -3.3526   1.4464
 ER4  H16  H  HCH2  0   0.230   -4.5105   0.3591   0.1781
 ER4  H17  H  HCH2  0   0.228   -4.7209  -0.6256  -1.2687
 ER4  H18  H  HCH2  0   0.241   -6.5734  -1.8803  -0.1538
 ER4  H19  H  HCH2  0   0.240   -6.3568  -0.9077   1.3044
 ER4  H20  H  HCH2  0   0.199   -6.8893   1.1587   0.0066
 ER4  H21  H  HCH2  0   0.198   -7.1030   0.1911  -1.4525
 ER4  H22  H  HCH3  0   0.234  -10.4232   0.5361  -0.1036
 ER4  H23  H  HCH3  0   0.204   -9.2152   1.8331  -0.0806
 ER4  H24  H  HCH3  0   0.204   -9.4464   0.8644  -1.5465
 ER4  H25  H  HCH2  0   0.268    0.5437   0.3167  -2.0115
 ER4  H26  H  HCH2  0   0.281   -1.1159   0.8669  -2.2107
 ER4  H27  H  HCR6  0   0.252    2.0561   1.6785  -0.8592
 ER4  H28  H  HCR6  0   0.253    2.5489   3.6057   0.6046
 ER4  H29  H  HCR6  0   0.256    0.6997   4.8222   1.7135
 ER4  H30  H  HCR6  0   0.255   -1.6385   4.0978   1.3427
 ER4  H31  H  HCR6  0   0.251   -2.1226   2.1724  -0.1158

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
 ER4  CAA  OAV  single    1.404  0.020  1.404
 ER4  OAV  CAM  single    1.405  0.020  1.405
 ER4  CAM  CAL  single    1.517  0.020  1.517
 ER4  CAL  CAN  single    1.515  0.020  1.515
 ER4  CAN  OAW  single    1.426  0.020  1.426
 ER4  OAW  CAZ  single    1.331  0.020  1.331
 ER4  CAG  CAE  aromatic  1.390  0.020  1.390
 ER4  CAG  CAI  aromatic  1.387  0.020  1.387
 ER4  CAE  CAF  aromatic  1.387  0.020  1.387
 ER4  CAZ  NAU  aromatic  1.315  0.020  1.315
 ER4  CAZ  CAK  aromatic  1.400  0.020  1.400
 ER4  CAI  CAX  aromatic  1.394  0.020  1.394
 ER4  NAU  CBA  aromatic  1.331  0.020  1.331
 ER4  CAF  CAH  aromatic  1.389  0.020  1.389
 ER4  CAX  CAH  aromatic  1.390  0.020  1.390
 ER4  CAX  CAS  single    1.510  0.020  1.510
 ER4  CAK  CAJ  aromatic  1.372  0.020  1.372
 ER4  CBA  CAS  single    1.503  0.020  1.503
 ER4  CBA  CAY  aromatic  1.397  0.020  1.397
 ER4  CAJ  CAY  aromatic  1.404  0.020  1.404
 ER4  CAY  CAC  single    1.422  0.020  1.422
 ER4  CAC  CAD  triple    1.207  0.020  1.207
 ER4  CAQ  CAO  single    1.546  0.020  1.546
 ER4  CAQ  NBC  single    1.460  0.020  1.460
 ER4  CAO  CBB  single    1.529  0.020  1.529
 ER4  CAD  CBD  single    1.468  0.020  1.468
 ER4  NBC  CAT  single    1.448  0.020  1.448
 ER4  NBC  CAR  single    1.460  0.020  1.460
 ER4  CAT  CBD  single    1.564  0.020  1.564
 ER4  CBD  CBB  single    1.543  0.020  1.543
 ER4  CBD  OAB  single    1.413  0.020  1.413
 ER4  CBB  CAP  single    1.531  0.020  1.531
 ER4  CAR  CAP  single    1.544  0.020  1.544
 ER4  CAQ  H1   single    0.970  0.020  1.090
 ER4  CAQ  H2   single    0.970  0.020  1.090
 ER4  CAO  H3   single    0.970  0.020  1.090
 ER4  CAO  H4   single    0.970  0.020  1.090
 ER4  CBB  H5   single    0.970  0.020  1.090
 ER4  CAP  H6   single    0.970  0.020  1.090
 ER4  CAP  H7   single    0.970  0.020  1.090
 ER4  CAR  H8   single    0.970  0.020  1.090
 ER4  CAR  H9   single    0.970  0.020  1.090
 ER4  CAT  H11  single    0.970  0.020  1.090
 ER4  CAT  H12  single    0.970  0.020  1.090
 ER4  OAB  H13  single    0.850  0.020  0.980
 ER4  CAJ  H14  single    0.930  0.020  1.080
 ER4  CAK  H15  single    0.930  0.020  1.080
 ER4  CAN  H16  single    0.970  0.020  1.090
 ER4  CAN  H17  single    0.970  0.020  1.090
 ER4  CAL  H18  single    0.970  0.020  1.090
 ER4  CAL  H19  single    0.970  0.020  1.090
 ER4  CAM  H20  single    0.970  0.020  1.090
 ER4  CAM  H21  single    0.970  0.020  1.090
 ER4  CAA  H22  single    0.970  0.020  1.090
 ER4  CAA  H23  single    0.970  0.020  1.090
 ER4  CAA  H24  single    0.970  0.020  1.090
 ER4  CAS  H25  single    0.970  0.020  1.090
 ER4  CAS  H26  single    0.970  0.020  1.090
 ER4  CAH  H27  single    0.930  0.020  1.080
 ER4  CAF  H28  single    0.930  0.020  1.080
 ER4  CAE  H29  single    0.930  0.020  1.080
 ER4  CAG  H30  single    0.930  0.020  1.080
 ER4  CAI  H31  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
 ER4  H2   CAQ  H1   106.51  3.000
 ER4  H2   CAQ  NBC  107.98  3.000
 ER4  H1   CAQ  NBC  108.64  3.000
 ER4  H2   CAQ  CAO  111.06  3.000
 ER4  H1   CAQ  CAO  111.41  3.000
 ER4  NBC  CAQ  CAO  111.06  3.000
 ER4  H4   CAO  H3   106.55  3.000
 ER4  H4   CAO  CBB  110.43  3.000
 ER4  H3   CAO  CBB  109.52  3.000
 ER4  H4   CAO  CAQ  111.37  3.000
 ER4  H3   CAO  CAQ  111.01  3.000
 ER4  CBB  CAO  CAQ  107.96  3.000
 ER4  H5   CBB  CBD  109.58  3.000
 ER4  H5   CBB  CAP  110.75  3.000
 ER4  CBD  CBB  CAP  109.18  3.000
 ER4  H5   CBB  CAO  110.53  3.000
 ER4  CAP  CBB  CAO  108.23  3.000
 ER4  CBD  CBB  CAO  108.53  3.000
 ER4  H7   CAP  H6   106.58  3.000
 ER4  H7   CAP  CAR  111.41  3.000
 ER4  H6   CAP  CAR  110.91  3.000
 ER4  H7   CAP  CBB  111.60  3.000
 ER4  H6   CAP  CBB  108.27  3.000
 ER4  CAR  CAP  CBB  108.05  3.000
 ER4  H9   CAR  H8   106.75  3.000
 ER4  H9   CAR  NBC  107.98  3.000
 ER4  H8   CAR  NBC  108.64  3.000
 ER4  H9   CAR  CAP  111.08  3.000
 ER4  H8   CAR  CAP  111.21  3.000
 ER4  NBC  CAR  CAP  111.02  3.000
 ER4  CAT  NBC  CAR  109.78  3.000
 ER4  CAR  NBC  CAQ  109.37  3.000
 ER4  CAT  NBC  CAQ  109.28  3.000
 ER4  H12  CAT  H11  106.74  3.000
 ER4  H12  CAT  CBD  108.91  3.000
 ER4  H11  CAT  CBD  110.85  3.000
 ER4  H12  CAT  NBC  109.43  3.000
 ER4  H11  CAT  NBC  108.52  3.000
 ER4  CBD  CAT  NBC  112.23  3.000
 ER4  CAD  CBD  OAB  109.33  3.000
 ER4  OAB  CBD  CAT  112.09  3.000
 ER4  CAD  CBD  CAT  111.08  3.000
 ER4  OAB  CBD  CBB  107.35  3.000
 ER4  CAT  CBD  CBB  106.13  3.000
 ER4  CAD  CBD  CBB  110.76  3.000
 ER4  H13  OAB  CBD  108.59  3.000
 ER4  CAC  CAD  CBD  180.00  3.000
 ER4  CAY  CAC  CAD  180.00  3.000
 ER4  CBA  CAY  CAJ  117.50  3.000
 ER4  CAJ  CAY  CAC  120.37  3.000
 ER4  CBA  CAY  CAC  122.13  3.000
 ER4  H14  CAJ  CAK  120.02  3.000
 ER4  H14  CAJ  CAY  119.66  3.000
 ER4  CAK  CAJ  CAY  120.33  3.000
 ER4  H15  CAK  CAZ  120.99  3.000
 ER4  H15  CAK  CAJ  121.70  3.000
 ER4  CAZ  CAK  CAJ  117.31  3.000
 ER4  NAU  CAZ  OAW  119.54  3.000
 ER4  NAU  CAZ  CAK  123.12  3.000
 ER4  OAW  CAZ  CAK  117.34  3.000
 ER4  CAN  OAW  CAZ  118.56  3.000
 ER4  H17  CAN  H16  107.40  3.000
 ER4  H17  CAN  CAL  110.91  3.000
 ER4  H16  CAN  CAL  110.92  3.000
 ER4  H17  CAN  OAW  110.15  3.000
 ER4  H16  CAN  OAW  110.02  3.000
 ER4  CAL  CAN  OAW  107.46  3.000
 ER4  H19  CAL  H18  107.78  3.000
 ER4  H19  CAL  CAM  109.48  3.000
 ER4  H18  CAL  CAM  109.52  3.000
 ER4  H19  CAL  CAN  109.73  3.000
 ER4  H18  CAL  CAN  109.79  3.000
 ER4  CAM  CAL  CAN  110.50  3.000
 ER4  H21  CAM  H20  106.58  3.000
 ER4  H21  CAM  OAV  110.68  3.000
 ER4  H20  CAM  OAV  110.63  3.000
 ER4  H21  CAM  CAL  110.06  3.000
 ER4  H20  CAM  CAL  109.99  3.000
 ER4  OAV  CAM  CAL  108.89  3.000
 ER4  CAA  OAV  CAM  112.60  3.000
 ER4  H24  CAA  H23  107.77  3.000
 ER4  H24  CAA  H22  108.40  3.000
 ER4  H23  CAA  H22  108.34  3.000
 ER4  H24  CAA  OAV  112.06  3.000
 ER4  H23  CAA  OAV  112.07  3.000
 ER4  H22  CAA  OAV  108.08  3.000
 ER4  CBA  NAU  CAZ  119.81  3.000
 ER4  CAS  CBA  NAU  116.31  3.000
 ER4  CAS  CBA  CAY  121.73  3.000
 ER4  NAU  CBA  CAY  121.92  3.000
 ER4  H26  CAS  H25  107.52  3.000
 ER4  H26  CAS  CAX  110.09  3.000
 ER4  H25  CAS  CAX  109.66  3.000
 ER4  H26  CAS  CBA  108.40  3.000
 ER4  H25  CAS  CBA  110.24  3.000
 ER4  CAX  CAS  CBA  110.87  3.000
 ER4  CAI  CAX  CAH  118.72  3.000
 ER4  CAH  CAX  CAS  120.67  3.000
 ER4  CAI  CAX  CAS  120.60  3.000
 ER4  H27  CAH  CAF  119.97  3.000
 ER4  H27  CAH  CAX  119.18  3.000
 ER4  CAF  CAH  CAX  120.85  3.000
 ER4  H28  CAF  CAE  120.08  3.000
 ER4  H28  CAF  CAH  119.87  3.000
 ER4  CAE  CAF  CAH  120.05  3.000
 ER4  H29  CAE  CAG  120.20  3.000
 ER4  H29  CAE  CAF  120.26  3.000
 ER4  CAG  CAE  CAF  119.54  3.000
 ER4  H30  CAG  CAI  119.77  3.000
 ER4  H30  CAG  CAE  120.00  3.000
 ER4  CAI  CAG  CAE  120.23  3.000
 ER4  H31  CAI  CAG  119.81  3.000
 ER4  H31  CAI  CAX  119.58  3.000
 ER4  CAG  CAI  CAX  120.61  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
 ER4  CONST_01  CAZ  NAU  CBA  CAY     0.00   0.0  0
 ER4  CONST_02  CAZ  CAK  CAJ  CAY     0.00   0.0  0
 ER4  CONST_03  NAU  CAZ  CAK  CAJ     0.00   0.0  0
 ER4  CONST_04  NAU  CBA  CAY  CAJ     0.00   0.0  0
 ER4  CONST_05  CBA  NAU  CAZ  CAK     0.00   0.0  0
 ER4  CONST_06  CBA  CAY  CAJ  CAK     0.00   0.0  0
 ER4  CONST_07  CAE  CAG  CAI  CAX     0.00   0.0  0
 ER4  CONST_08  CAE  CAF  CAH  CAX     0.00   0.0  0
 ER4  CONST_09  CAG  CAE  CAF  CAH     0.00   0.0  0
 ER4  CONST_10  CAG  CAI  CAX  CAH     0.00   0.0  0
 ER4  CONST_11  CAI  CAG  CAE  CAF     0.00   0.0  0
 ER4  CONST_12  CAI  CAX  CAH  CAF     0.00   0.0  0
 ER4  CONST_13  NAU  CBA  CAY  CAC   180.00   0.0  0
 ER4  CONST_14  CAK  CAJ  CAY  CAC   180.00   0.0  0
 ER4  CONST_15  OAW  CAZ  CAK  CAJ   180.00   0.0  0
 ER4  CONST_16  CAS  CBA  CAY  CAJ   180.00   0.0  0
 ER4  CONST_17  CAS  CBA  NAU  CAZ   180.00   0.0  0
 ER4  CONST_18  CBA  NAU  CAZ  OAW   180.00   0.0  0
 ER4  CONST_19  CAG  CAI  CAX  CAS   180.00   0.0  0
 ER4  CONST_20  CAF  CAH  CAX  CAS   180.00   0.0  0
 ER4  CONST_21  H15  CAK  CAJ  CAY   180.00   0.0  0
 ER4  CONST_22  H14  CAJ  CAK  CAZ   180.00   0.0  0
 ER4  CONST_23  H30  CAG  CAI  CAX   180.00   0.0  0
 ER4  CONST_24  H28  CAF  CAH  CAX   180.00   0.0  0
 ER4  CONST_25  H29  CAE  CAF  CAH   180.00   0.0  0
 ER4  CONST_26  H31  CAI  CAX  CAH   180.00   0.0  0
 ER4  CONST_27  H27  CAH  CAF  CAE   180.00   0.0  0
 ER4  Var_01    CBD  CAT  NBC  CAQ   -66.69  30.0  3
 ER4  Var_02    CAP  CAR  NBC  CAQ    53.42  30.0  1
 ER4  Var_03    CAT  NBC  CAQ  CAO    53.42  30.0  1
 ER4  Var_04    NBC  CAQ  CAO  CBB    11.08  30.0  1
 ER4  Var_05    NBC  CAR  CAP  CBB    11.11  30.0  1
 ER4  Var_06    CAX  CAS  CBA  CAY   -87.10  30.0  2
 ER4  Var_07    CAI  CAX  CAS  CBA   -68.43  30.0  3
 ER4  Var_08    NAU  CAZ  OAW  CAN    -2.71  30.0  2
 ER4  Var_09    CAL  CAN  OAW  CAZ  -177.43  30.0  1
 ER4  Var_10    CAM  CAL  CAN  OAW   179.32  30.0  2
 ER4  Var_11    OAV  CAM  CAL  CAN   179.93  30.0  1
 ER4  Var_12    H22  CAA  OAV  CAM  -179.48  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
 ER4  chir_01  CBB  CAO  CBD  CAP  negativ
 ER4  chir_02  CBD  CAD  CAT  CBB  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
 ER4  plan-1  CAD  0.020
 ER4  plan-1  CAC  0.020
 ER4  plan-1  CAY  0.020
 ER4  plan-1  CAJ  0.020
 ER4  plan-1  CAK  0.020
 ER4  plan-1  CAZ  0.020
 ER4  plan-1  OAW  0.020
 ER4  plan-1  NAU  0.020
 ER4  plan-1  CBA  0.020
 ER4  plan-1  CAS  0.020
 ER4  plan-1  H14  0.020
 ER4  plan-1  H15  0.020
 ER4  plan-2  CAS  0.020
 ER4  plan-2  CAX  0.020
 ER4  plan-2  CAH  0.020
 ER4  plan-2  CAF  0.020
 ER4  plan-2  CAE  0.020
 ER4  plan-2  CAG  0.020
 ER4  plan-2  CAI  0.020
 ER4  plan-2  H27  0.020
 ER4  plan-2  H28  0.020
 ER4  plan-2  H29  0.020
 ER4  plan-2  H30  0.020
 ER4  plan-2  H31  0.020

