# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 05:11:55 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: {(3-exo)-3-[5-(aminomethyl)-2-fluorophenyl]-8-azabicyclo[3.2.1]oct-8-yl}(4-bromo-3-methyl-5-propoxythiophen-2-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1sc(c(C)c1Br)C(=O)N2[C@@H]3CC[C@H]2CC(C3)c4cc(CN)ccc4F
#
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
 0GX  0GX  {(3-exo)-3-[5-(aminomethyl)-2-fluorophenyl]-8-azabicyclo[3.2.1]oct-8-yl}(4-bromo-3-methyl-5-propoxythiophen-2-yl)methanone  ligand  58  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0GX
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
 0GX  CBD  C   CH3   0  -0.675  -2.6615   5.0882   1.8782
 0GX  CAT  C   CH2   0  -0.465  -3.4591   4.0647   1.0814
 0GX  CAS  C   CH2   0  -0.176  -2.6329   2.8241   0.8271
 0GX  OAR  O   O2    0  -0.431  -3.4358   1.8829   0.1087
 0GX  CAN  C   CR5   0   0.205  -2.9089   0.7149  -0.2087
 0GX  SAO  S   S2    0   0.208  -1.2509   0.3036   0.0351
 0GX  CAM  C   CR5   0  -0.227  -3.5902  -0.3249  -0.7735
 0GX  BR1  BR  BR    0  -0.026  -5.4112  -0.1987  -1.1768
 0GX  CAL  C   CR5   0   0.275  -2.7979  -1.4853  -1.0092
 0GX  CAP  C   CH3   0  -0.734  -3.3446  -2.7315  -1.6215
 0GX  CAK  C   CR5   0  -0.435  -1.5019  -1.2807  -0.6279
 0GX  CAI  C   C     0   0.517  -0.3913  -2.2628  -0.6043
 0GX  OAJ  O   O     0  -0.478  -0.5704  -3.3927  -0.1689
 0GX  NAE  N   NT    0  -0.436   0.8079  -1.8071  -1.0190
 0GX  CAD  C   CH1   0  -0.152   1.0567  -0.7914  -2.0443
 0GX  CAC  C   CH2   0  -0.390   2.0835   0.1935  -1.4967
 0GX  CAG  C   CH2   0  -0.452   1.6104  -1.6340  -3.2093
 0GX  CAH  C   CH2   0  -0.460   2.2448  -2.8661  -2.5311
 0GX  CAA  C   CH1   0  -0.138   2.0107  -2.6355  -1.0294
 0GX  CAF  C   CH2   0  -0.395   3.1286  -1.8242  -0.3748
 0GX  CAB  C   CH1   0  -0.374   3.3973  -0.5185  -1.1392
 0GX  CAU  C   CR6   0   0.018   4.3215   0.3975  -0.3770
 0GX  CAZ  C   CR16  0  -0.335   3.9656   0.8893   0.8774
 0GX  CAV  C   CR6   0   0.467   5.5487   0.8065  -0.8779
 0GX  FBA  F   F     0  -0.316   5.9471   0.3657  -2.0881
 0GX  CAW  C   CR16  0  -0.391   6.3944   1.6539  -0.1890
 0GX  CAX  C   CR16  0  -0.312   6.0044   2.1223   1.0563
 0GX  CAY  C   CR6   0   0.099   4.7804   1.7508   1.6033
 0GX  CBB  C   CH2   0  -0.340   4.3370   2.2989   2.9368
 0GX  NBC  N   NH2   0  -0.792   3.6318   1.3054   3.7273
 0GX  H1   H   HCH3  0   0.228  -2.3734   4.6944   2.8539
 0GX  H2   H   HCH3  0   0.227  -1.7500   5.3783   1.3540
 0GX  H3   H   HCH3  0   0.243  -3.2484   5.9903   2.0449
 0GX  H4   H   HCH2  0   0.240  -4.3649   3.7915   1.6274
 0GX  H5   H   HCH2  0   0.240  -3.7733   4.4955   0.1281
 0GX  H6   H   HCH2  0   0.239  -1.7418   3.0738   0.2394
 0GX  H7   H   HCH2  0   0.241  -2.3061   2.3780   1.7730
 0GX  H8   H   HCH3  0   0.253  -3.7892  -2.5199  -2.5948
 0GX  H9   H   HCH3  0   0.260  -2.5767  -3.4871  -1.7563
 0GX  H10  H   HCH3  0   0.256  -4.1281  -3.1580  -0.9933
 0GX  H11  H   HCH1  0   0.277   0.1407  -0.2739  -2.3224
 0GX  H12  H   HCH2  0   0.251   2.2739   0.9744  -2.2365
 0GX  H13  H   HCH2  0   0.234   1.6638   0.6886  -0.6164
 0GX  H14  H   HCH2  0   0.255   0.7948  -1.9309  -3.8689
 0GX  H15  H   HCH2  0   0.248   2.3214  -1.0659  -3.8106
 0GX  H16  H   HCH2  0   0.254   1.7457  -3.7817  -2.8484
 0GX  H17  H   HCH2  0   0.246   3.3046  -2.9794  -2.7622
 0GX  H18  H   HCH1  0   0.269   1.8463  -3.5606  -0.4818
 0GX  H19  H   HCH2  0   0.239   2.8435  -1.6182   0.6604
 0GX  H20  H   HCH2  0   0.248   4.0418  -2.4228  -0.3412
 0GX  H21  H   HCH1  0   0.265   3.8826  -0.7925  -2.0781
 0GX  H22  H   HCR6  0   0.246   3.0185   0.5907   1.3119
 0GX  H23  H   HCR6  0   0.272   7.3462   1.9384  -0.6186
 0GX  H24  H   HCR6  0   0.257   6.6647   2.7834   1.6044
 0GX  H25  H   HCH2  0   0.215   5.2088   2.7356   3.4420
 0GX  H26  H   HCH2  0   0.240   3.6480   3.1301   2.7603
 0GX  H27  H   HNH2  0   0.344   4.2853   0.6072   4.0593
 0GX  H28  H   HNH2  0   0.354   3.2485   1.7460   4.5533

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
 0GX  NBC  CBB  single    1.452  0.020  1.452
 0GX  CBB  CAY  single    1.508  0.020  1.508
 0GX  CBD  CAT  single    1.523  0.020  1.523
 0GX  OAJ  CAI  double    1.224  0.020  1.224
 0GX  CAY  CAZ  aromatic  1.390  0.020  1.390
 0GX  CAY  CAX  aromatic  1.391  0.020  1.391
 0GX  CAT  CAS  single    1.512  0.020  1.512
 0GX  CAS  OAR  single    1.431  0.020  1.431
 0GX  CAZ  CAU  aromatic  1.394  0.020  1.394
 0GX  SAO  CAK  aromatic  1.736  0.020  1.736
 0GX  SAO  CAN  aromatic  1.726  0.020  1.726
 0GX  CAC  CAD  single    1.525  0.020  1.525
 0GX  CAC  CAB  single    1.537  0.020  1.537
 0GX  CAI  CAK  single    1.483  0.020  1.483
 0GX  CAI  NAE  single    1.348  0.020  1.348
 0GX  CAX  CAW  aromatic  1.386  0.020  1.386
 0GX  CAD  NAE  single    1.465  0.020  1.465
 0GX  CAD  CAG  single    1.541  0.020  1.541
 0GX  CAK  CAL  aromatic  1.366  0.020  1.366
 0GX  NAE  CAA  single    1.460  0.020  1.460
 0GX  OAR  CAN  single    1.320  0.020  1.320
 0GX  CAU  CAB  single    1.508  0.020  1.508
 0GX  CAU  CAV  aromatic  1.387  0.020  1.387
 0GX  CAN  CAM  aromatic  1.365  0.020  1.365
 0GX  CAB  CAF  single    1.537  0.020  1.537
 0GX  CAW  CAV  aromatic  1.381  0.020  1.381
 0GX  CAG  CAH  single    1.543  0.020  1.543
 0GX  CAL  CAM  aromatic  1.425  0.020  1.425
 0GX  CAL  CAP  single    1.492  0.020  1.492
 0GX  CAV  FBA  single    1.348  0.020  1.348
 0GX  CAM  BR1  single    1.869  0.020  1.869
 0GX  CAF  CAA  single    1.529  0.020  1.529
 0GX  CAA  CAH  single    1.537  0.020  1.537
 0GX  CBD  H1   single    0.970  0.020  1.090
 0GX  CBD  H2   single    0.970  0.020  1.090
 0GX  CBD  H3   single    0.970  0.020  1.090
 0GX  CAT  H4   single    0.970  0.020  1.090
 0GX  CAT  H5   single    0.970  0.020  1.090
 0GX  CAS  H6   single    0.970  0.020  1.090
 0GX  CAS  H7   single    0.970  0.020  1.090
 0GX  CAP  H8   single    0.970  0.020  1.090
 0GX  CAP  H9   single    0.970  0.020  1.090
 0GX  CAP  H10  single    0.970  0.020  1.090
 0GX  CAD  H11  single    0.970  0.020  1.090
 0GX  CAC  H12  single    0.970  0.020  1.090
 0GX  CAC  H13  single    0.970  0.020  1.090
 0GX  CAG  H14  single    0.970  0.020  1.090
 0GX  CAG  H15  single    0.970  0.020  1.090
 0GX  CAH  H16  single    0.970  0.020  1.090
 0GX  CAH  H17  single    0.970  0.020  1.090
 0GX  CAA  H18  single    0.970  0.020  1.090
 0GX  CAF  H19  single    0.970  0.020  1.090
 0GX  CAF  H20  single    0.970  0.020  1.090
 0GX  CAB  H21  single    0.970  0.020  1.090
 0GX  CAZ  H22  single    0.930  0.020  1.080
 0GX  CAW  H23  single    0.930  0.020  1.080
 0GX  CAX  H24  single    0.930  0.020  1.080
 0GX  CBB  H25  single    0.970  0.020  1.090
 0GX  CBB  H26  single    0.970  0.020  1.090
 0GX  NBC  H27  single    0.890  0.020  1.040
 0GX  NBC  H28  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
 0GX  H3   CBD  H2   107.67  3.000
 0GX  H3   CBD  H1   107.73  3.000
 0GX  H2   CBD  H1   107.77  3.000
 0GX  H3   CBD  CAT  110.77  3.000
 0GX  H2   CBD  CAT  111.41  3.000
 0GX  H1   CBD  CAT  111.34  3.000
 0GX  H5   CAT  H4   107.24  3.000
 0GX  H5   CAT  CAS  109.51  3.000
 0GX  H4   CAT  CAS  109.39  3.000
 0GX  H5   CAT  CBD  110.02  3.000
 0GX  H4   CAT  CBD  109.93  3.000
 0GX  CAS  CAT  CBD  110.68  3.000
 0GX  H7   CAS  H6   108.25  3.000
 0GX  H7   CAS  OAR  109.45  3.000
 0GX  H6   CAS  OAR  109.68  3.000
 0GX  H7   CAS  CAT  110.60  3.000
 0GX  H6   CAS  CAT  110.33  3.000
 0GX  OAR  CAS  CAT  108.51  3.000
 0GX  CAN  OAR  CAS  118.61  3.000
 0GX  CAM  CAN  SAO  110.88  3.000
 0GX  CAM  CAN  OAR  125.03  3.000
 0GX  SAO  CAN  OAR  124.09  3.000
 0GX  CAK  SAO  CAN   91.41  3.000
 0GX  CAL  CAM  BR1  124.12  3.000
 0GX  BR1  CAM  CAN  121.59  3.000
 0GX  CAL  CAM  CAN  114.28  3.000
 0GX  CAK  CAL  CAP  125.95  3.000
 0GX  CAP  CAL  CAM  122.98  3.000
 0GX  CAK  CAL  CAM  111.06  3.000
 0GX  H10  CAP  H9   107.90  3.000
 0GX  H10  CAP  H8   107.28  3.000
 0GX  H9   CAP  H8   108.22  3.000
 0GX  H10  CAP  CAL  110.68  3.000
 0GX  H9   CAP  CAL  111.90  3.000
 0GX  H8   CAP  CAL  110.69  3.000
 0GX  CAI  CAK  CAL  128.00  3.000
 0GX  CAL  CAK  SAO  112.37  3.000
 0GX  CAI  CAK  SAO  119.35  3.000
 0GX  NAE  CAI  OAJ  123.47  3.000
 0GX  NAE  CAI  CAK  115.94  3.000
 0GX  OAJ  CAI  CAK  120.50  3.000
 0GX  CAA  NAE  CAD  104.39  3.000
 0GX  CAA  NAE  CAI  122.89  3.000
 0GX  CAD  NAE  CAI  126.93  3.000
 0GX  H11  CAD  CAG  111.68  3.000
 0GX  H11  CAD  CAC  110.58  3.000
 0GX  CAG  CAD  CAC  112.51  3.000
 0GX  H11  CAD  NAE  111.46  3.000
 0GX  CAG  CAD  NAE  102.19  3.000
 0GX  CAC  CAD  NAE  108.12  3.000
 0GX  H13  CAC  H12  106.77  3.000
 0GX  H13  CAC  CAB  110.52  3.000
 0GX  H12  CAC  CAB  109.86  3.000
 0GX  H13  CAC  CAD  108.85  3.000
 0GX  H12  CAC  CAD  109.63  3.000
 0GX  CAB  CAC  CAD  111.11  3.000
 0GX  H15  CAG  H14  107.22  3.000
 0GX  H15  CAG  CAH  112.97  3.000
 0GX  H14  CAG  CAH  110.86  3.000
 0GX  H15  CAG  CAD  111.49  3.000
 0GX  H14  CAG  CAD  109.73  3.000
 0GX  CAH  CAG  CAD  104.60  3.000
 0GX  H17  CAH  H16  107.21  3.000
 0GX  H17  CAH  CAA  111.75  3.000
 0GX  H16  CAH  CAA  109.92  3.000
 0GX  H17  CAH  CAG  112.91  3.000
 0GX  H16  CAH  CAG  110.77  3.000
 0GX  CAA  CAH  CAG  104.30  3.000
 0GX  H18  CAA  CAF  110.27  3.000
 0GX  H18  CAA  CAH  112.79  3.000
 0GX  CAF  CAA  CAH  112.74  3.000
 0GX  H18  CAA  NAE  110.76  3.000
 0GX  CAH  CAA  NAE  102.56  3.000
 0GX  CAF  CAA  NAE  107.35  3.000
 0GX  H20  CAF  H19  106.99  3.000
 0GX  H20  CAF  CAB  109.55  3.000
 0GX  H19  CAF  CAB  110.88  3.000
 0GX  H20  CAF  CAA  109.49  3.000
 0GX  H19  CAF  CAA  108.35  3.000
 0GX  CAB  CAF  CAA  111.46  3.000
 0GX  H21  CAB  CAU  108.34  3.000
 0GX  H21  CAB  CAF  106.99  3.000
 0GX  CAU  CAB  CAF  111.83  3.000
 0GX  H21  CAB  CAC  107.23  3.000
 0GX  CAF  CAB  CAC  111.10  3.000
 0GX  CAU  CAB  CAC  111.11  3.000
 0GX  CAV  CAU  CAZ  116.55  3.000
 0GX  CAV  CAU  CAB  122.60  3.000
 0GX  CAZ  CAU  CAB  120.85  3.000
 0GX  H22  CAZ  CAY  118.26  3.000
 0GX  H22  CAZ  CAU  119.13  3.000
 0GX  CAY  CAZ  CAU  122.61  3.000
 0GX  CAW  CAV  FBA  117.86  3.000
 0GX  FBA  CAV  CAU  119.29  3.000
 0GX  CAW  CAV  CAU  122.85  3.000
 0GX  H23  CAW  CAX  121.00  3.000
 0GX  H23  CAW  CAV  120.12  3.000
 0GX  CAX  CAW  CAV  118.88  3.000
 0GX  H24  CAX  CAY  120.02  3.000
 0GX  H24  CAX  CAW  119.29  3.000
 0GX  CAY  CAX  CAW  120.69  3.000
 0GX  CBB  CAY  CAX  120.61  3.000
 0GX  CAX  CAY  CAZ  118.41  3.000
 0GX  CBB  CAY  CAZ  120.96  3.000
 0GX  H26  CBB  H25  105.79  3.000
 0GX  H26  CBB  NBC  107.56  3.000
 0GX  H25  CBB  NBC  114.02  3.000
 0GX  H26  CBB  CAY  108.58  3.000
 0GX  H25  CBB  CAY  108.53  3.000
 0GX  NBC  CBB  CAY  112.05  3.000
 0GX  H28  NBC  H27  106.10  3.000
 0GX  H28  NBC  CBB  109.30  3.000
 0GX  H27  NBC  CBB  109.69  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
 0GX  CONST_01  CAL  CAK  SAO  CAN    0.00   0.0  0
 0GX  CONST_02  CAK  CAL  CAM  CAN    0.00   0.0  0
 0GX  CONST_03  CAM  CAL  CAK  SAO    0.00   0.0  0
 0GX  CONST_04  CAL  CAM  CAN  SAO    0.00   0.0  0
 0GX  CONST_05  CAK  SAO  CAN  CAM    0.00   0.0  0
 0GX  CONST_06  CAX  CAY  CAZ  CAU    0.00   0.0  0
 0GX  CONST_07  CAX  CAW  CAV  CAU    0.00   0.0  0
 0GX  CONST_08  CAW  CAX  CAY  CAZ    0.00   0.0  0
 0GX  CONST_09  CAW  CAV  CAU  CAZ    0.00   0.0  0
 0GX  CONST_10  CAY  CAZ  CAU  CAV    0.00   0.0  0
 0GX  CONST_11  CAY  CAX  CAW  CAV    0.00   0.0  0
 0GX  CONST_12  CAY  CAZ  CAU  CAB  180.00   0.0  0
 0GX  CONST_13  CAW  CAV  CAU  CAB  180.00   0.0  0
 0GX  CONST_14  CAK  SAO  CAN  OAR  180.00   0.0  0
 0GX  CONST_15  CAL  CAM  CAN  OAR  180.00   0.0  0
 0GX  CONST_16  CAI  CAK  SAO  CAN  180.00   0.0  0
 0GX  CONST_17  CAP  CAL  CAM  CAN  180.00   0.0  0
 0GX  CONST_18  CAP  CAL  CAK  SAO  180.00   0.0  0
 0GX  CONST_19  BR1  CAM  CAN  SAO  180.00   0.0  0
 0GX  CONST_20  CAI  CAK  CAL  CAM  180.00   0.0  0
 0GX  CONST_21  CAK  CAL  CAM  BR1  180.00   0.0  0
 0GX  CONST_22  FBA  CAV  CAU  CAB    0.00   0.0  0
 0GX  CONST_23  CBB  CAY  CAZ  CAU  180.00   0.0  0
 0GX  CONST_24  FBA  CAV  CAU  CAZ  180.00   0.0  0
 0GX  CONST_25  CAX  CAW  CAV  FBA  180.00   0.0  0
 0GX  CONST_26  CBB  CAY  CAX  CAW  180.00   0.0  0
 0GX  CONST_28  CAA  NAE  CAI  CAK  180.00   0.0  0
 0GX  CONST_29  H22  CAZ  CAU  CAB    0.00   0.0  0
 0GX  CONST_30  H23  CAW  CAV  CAU  180.00   0.0  0
 0GX  CONST_31  H24  CAX  CAY  CAZ  180.00   0.0  0
 0GX  CONST_33  CAA  NAE  CAI  OAJ    0.00   0.0  0
 0GX  Var_01    CAA  CAH  CAG  CAD   -0.15  30.0  3
 0GX  Var_02    NAE  CAI  CAK  SAO  -47.04  30.0  2
 0GX  Var_03    SAO  CAN  OAR  CAS   -6.93  30.0  2
 0GX  Var_04    NBC  CBB  CAY  CAZ   39.04  30.0  2
 0GX  Var_05    H8   CAP  CAL  CAM   56.82  30.0  2
 0GX  Var_06    H6   CAS  OAR  CAN   60.02  30.0  1
 0GX  Var_07    H27  NBC  CBB  CAY   71.50  30.0  3
 0GX  Var_08    OAR  CAS  CAT  CBD  178.49  30.0  3
 0GX  Var_09    H1   CBD  CAT  CAS  -61.29  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
 0GX  chir_01  CAD  CAC  NAE  CAG  positiv
 0GX  chir_02  CAA  NAE  CAF  CAH  positiv
 0GX  chir_03  CAB  CAF  CAU  CAC  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
 0GX  plan-1  OAR  0.020
 0GX  plan-1  CAN  0.020
 0GX  plan-1  SAO  0.020
 0GX  plan-1  CAM  0.020
 0GX  plan-1  BR1  0.020
 0GX  plan-1  CAL  0.020
 0GX  plan-1  CAP  0.020
 0GX  plan-1  CAK  0.020
 0GX  plan-1  CAI  0.020
 0GX  plan-2  CAB  0.020
 0GX  plan-2  CAU  0.020
 0GX  plan-2  CAZ  0.020
 0GX  plan-2  CAV  0.020
 0GX  plan-2  FBA  0.020
 0GX  plan-2  CAW  0.020
 0GX  plan-2  CAX  0.020
 0GX  plan-2  CAY  0.020
 0GX  plan-2  CBB  0.020
 0GX  plan-2  H22  0.020
 0GX  plan-2  H23  0.020
 0GX  plan-2  H24  0.020
 0GX  plan-3  CAK  0.020
 0GX  plan-3  CAI  0.020
 0GX  plan-3  OAJ  0.020
 0GX  plan-3  NAE  0.020
 0GX  plan-3  CAD  0.020
 0GX  plan-3  CAA  0.020

