# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 04:10:28 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: (2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(C[C@@H]2C[C@H](CC[NH2+]2)NC(=O)c3c[nH]c4ccc(Br)cc34)cc1
#
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
 EWS  EWS  (2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium  ligand  49  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EWS
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
 EWS  CAC  C   CH1   0  -0.094  -0.6924   2.3932   0.3245
 EWS  CAD  C   CH2   0  -0.488  -1.9682   2.3675   1.1623
 EWS  CAE  C   CH2   0  -0.468  -1.0368   2.7654  -1.1182
 EWS  CAF  C   CH2   0  -0.320  -2.0993   1.8578  -1.6970
 EWS  CAH  C   CH1   0  -0.121  -3.0560   1.4788   0.5769
 EWS  CAI  C   CH2   0  -0.530  -4.3502   1.5321   1.3819
 EWS  CAJ  C   CR6   0   0.098  -5.4169   0.6233   0.8342
 EWS  CAK  C   CR16  0  -0.295  -5.3069  -0.7590   0.9797
 EWS  CAL  C   CR16  0  -0.319  -6.5146   1.1331   0.1478
 EWS  CAM  C   CR16  0  -0.191  -7.4838   0.2921  -0.3836
 EWS  CAN  C   CR6   0  -0.052  -7.3469  -1.0762  -0.2238
 EWS  CAO  C   CR16  0  -0.192  -6.2635  -1.6131   0.4567
 EWS  CAQ  C   CR16  0  -0.344   4.3977  -0.0221   0.1646
 EWS  CAR  C   CR6   0  -0.111   5.5870  -0.7160   0.2366
 EWS  CAS  C   CR16  0  -0.255   5.6469  -2.1102   0.3787
 EWS  CAT  C   CR16  0  -0.288   4.4823  -2.8464   0.4535
 EWS  CAU  C   CR56  0   0.359   3.2751  -2.1583   0.3840
 EWS  CAV  C   CR56  0   0.083   3.2098  -0.7583   0.2384
 EWS  CAX  C   CR15  0  -0.022   1.1246  -1.5958   0.3399
 EWS  NAA  N   NH1   0  -0.678  -0.0296   1.1032   0.4062
 EWS  NAG  N   NT2   1  -0.656  -3.3180   1.8974  -0.8362
 EWS  NAW  N   NR15  0  -0.678   1.9910  -2.6273   0.4376
 EWS  OAB  O   O     0  -0.492   1.9511   1.8583  -0.3712
 EWS  CBA  C   CR5   0  -0.169   1.8165  -0.4133   0.2220
 EWS  CLA  CL  CL    0  -0.125  -8.5503  -2.1375  -0.8786
 EWS  HAC  H   HCH1  0   0.284  -0.0340   3.1614   0.7362
 EWS  HAD  H   HCH2  0   0.294  -1.7560   2.0230   2.1766
 EWS  HAE  H   HCH2  0   0.280  -2.3457   3.3895   1.2533
 EWS  HAF  H   HCH2  0   0.267  -1.3845   3.8017  -1.1442
 EWS  HAG  H   HCH2  0   0.287  -0.1548   2.7162  -1.7549
 EWS  HAI  H   HCH2  0   0.313  -2.4009   2.1691  -2.6939
 EWS  HAH  H   HCH2  0   0.294  -1.7775   0.8182  -1.7404
 EWS  HAJ  H   HCH1  0   0.305  -2.7176   0.4425   0.5058
 EWS  HAL  H   HCH2  0   0.297  -4.0985   1.2435   2.4045
 EWS  HAK  H   HCH2  0   0.281  -4.7099   2.5633   1.4269
 EWS  HAM  H   HCR6  0   0.268  -4.4661  -1.1826   1.5158
 EWS  HAN  H   HCR6  0   0.272  -6.6290   2.2041   0.0294
 EWS  HAO  H   HCR6  0   0.284  -8.3327   0.7047  -0.9113
 EWS  HAP  H   HCR6  0   0.284  -6.1664  -2.6829   0.5816
 EWS  HAQ  H   HCR6  0   0.269   4.3751   1.0521   0.0531
 EWS  HAS  H   HCR6  0   0.278   6.6012  -2.6171   0.4325
 EWS  HAT  H   HCR6  0   0.278   4.5163  -3.9224   0.5626
 EWS  HAX  H   HCR5  0   0.300   0.0613  -1.7799   0.3397
 EWS  HAA  H   HNH1  0   0.405  -0.4649   0.3852   0.9624
 EWS  HAZ  H   HNT2  0   0.460  -3.7045   2.8444  -0.8486
 EWS  HAY  H   HNT2  0   0.474  -4.0405   1.2996  -1.2436
 EWS  HAW  H   HNR5  0   0.424   1.7250  -3.5961   0.5161
 EWS  CAZ  C   C     0   0.507   1.2677   0.9367   0.0606
 EWS  BRA  BR  BR    0  -0.062   7.2162   0.2455   0.1375

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
 EWS  CLA  CAN  single    1.733  0.020  1.733
 EWS  CAN  CAO  aromatic  1.388  0.020  1.388
 EWS  CAN  CAM  aromatic  1.384  0.020  1.384
 EWS  CAO  CAK  aromatic  1.385  0.020  1.385
 EWS  CAM  CAL  aromatic  1.389  0.020  1.389
 EWS  CAK  CAJ  aromatic  1.394  0.020  1.394
 EWS  CAL  CAJ  aromatic  1.391  0.020  1.391
 EWS  CAJ  CAI  single    1.505  0.020  1.505
 EWS  CAI  CAH  single    1.525  0.020  1.525
 EWS  CAH  NAG  single    1.497  0.020  1.497
 EWS  CAH  CAD  single    1.522  0.020  1.522
 EWS  NAG  CAF  single    1.493  0.020  1.493
 EWS  CAD  CAC  single    1.527  0.020  1.527
 EWS  CAF  CAE  single    1.512  0.020  1.512
 EWS  CAE  CAC  single    1.529  0.020  1.529
 EWS  BRA  CAR  single    1.894  0.020  1.894
 EWS  CAC  NAA  single    1.453  0.020  1.453
 EWS  NAA  CAZ  single    1.353  0.020  1.353
 EWS  CAR  CAQ  aromatic  1.379  0.020  1.379
 EWS  CAR  CAS  aromatic  1.403  0.020  1.403
 EWS  CAQ  CAV  aromatic  1.399  0.020  1.399
 EWS  CAZ  OAB  double    1.226  0.020  1.226
 EWS  CAZ  CBA  single    1.466  0.020  1.466
 EWS  CAS  CAT  aromatic  1.380  0.020  1.380
 EWS  CAV  CBA  aromatic  1.435  0.020  1.435
 EWS  CAV  CAU  aromatic  1.409  0.020  1.409
 EWS  CBA  CAX  aromatic  1.375  0.020  1.375
 EWS  CAT  CAU  aromatic  1.391  0.020  1.391
 EWS  CAU  NAW  aromatic  1.368  0.020  1.368
 EWS  CAX  NAW  aromatic  1.351  0.020  1.351
 EWS  CAC  HAC  single    0.970  0.020  1.090
 EWS  CAD  HAD  single    0.970  0.020  1.090
 EWS  CAD  HAE  single    0.970  0.020  1.090
 EWS  CAE  HAF  single    0.970  0.020  1.090
 EWS  CAE  HAG  single    0.970  0.020  1.090
 EWS  CAF  HAI  single    0.970  0.020  1.090
 EWS  CAF  HAH  single    0.970  0.020  1.090
 EWS  CAH  HAJ  single    0.970  0.020  1.090
 EWS  CAI  HAL  single    0.970  0.020  1.090
 EWS  CAI  HAK  single    0.970  0.020  1.090
 EWS  CAK  HAM  single    0.930  0.020  1.080
 EWS  CAL  HAN  single    0.930  0.020  1.080
 EWS  CAM  HAO  single    0.930  0.020  1.080
 EWS  CAO  HAP  single    0.930  0.020  1.080
 EWS  CAQ  HAQ  single    0.930  0.020  1.080
 EWS  CAS  HAS  single    0.930  0.020  1.080
 EWS  CAT  HAT  single    0.930  0.020  1.080
 EWS  CAX  HAX  single    0.930  0.020  1.080
 EWS  NAA  HAA  single    0.860  0.020  1.020
 EWS  NAG  HAZ  single    0.890  0.020  1.040
 EWS  NAG  HAY  single    0.890  0.020  1.040
 EWS  NAW  HAW  single    0.860  0.020  1.020

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
 EWS  HAC  CAC  NAA  109.17  3.000
 EWS  HAC  CAC  CAE  108.68  3.000
 EWS  NAA  CAC  CAE  111.84  3.000
 EWS  HAC  CAC  CAD  107.98  3.000
 EWS  NAA  CAC  CAD  109.60  3.000
 EWS  CAE  CAC  CAD  109.49  3.000
 EWS  HAE  CAD  HAD  106.54  3.000
 EWS  HAE  CAD  CAH  109.34  3.000
 EWS  HAD  CAD  CAH  108.18  3.000
 EWS  HAE  CAD  CAC  108.57  3.000
 EWS  HAD  CAD  CAC  110.65  3.000
 EWS  CAH  CAD  CAC  113.33  3.000
 EWS  HAG  CAE  HAF  106.65  3.000
 EWS  HAG  CAE  CAF  108.55  3.000
 EWS  HAF  CAE  CAF  109.65  3.000
 EWS  HAG  CAE  CAC  110.99  3.000
 EWS  HAF  CAE  CAC  108.95  3.000
 EWS  CAF  CAE  CAC  111.91  3.000
 EWS  HAH  CAF  HAI  108.59  3.000
 EWS  HAH  CAF  NAG  106.83  3.000
 EWS  HAI  CAF  NAG  107.14  3.000
 EWS  HAH  CAF  CAE  112.36  3.000
 EWS  HAI  CAF  CAE  111.96  3.000
 EWS  NAG  CAF  CAE  109.69  3.000
 EWS  HAJ  CAH  NAG  104.95  3.000
 EWS  HAJ  CAH  CAI  109.29  3.000
 EWS  NAG  CAH  CAI  109.88  3.000
 EWS  HAJ  CAH  CAD  110.95  3.000
 EWS  NAG  CAH  CAD  108.97  3.000
 EWS  CAI  CAH  CAD  112.53  3.000
 EWS  HAK  CAI  HAL  106.66  3.000
 EWS  HAK  CAI  CAJ  110.58  3.000
 EWS  HAL  CAI  CAJ  110.16  3.000
 EWS  HAK  CAI  CAH  109.51  3.000
 EWS  HAL  CAI  CAH  106.82  3.000
 EWS  CAJ  CAI  CAH  112.85  3.000
 EWS  CAL  CAJ  CAK  118.49  3.000
 EWS  CAL  CAJ  CAI  121.17  3.000
 EWS  CAK  CAJ  CAI  120.33  3.000
 EWS  HAM  CAK  CAO  118.80  3.000
 EWS  HAM  CAK  CAJ  120.04  3.000
 EWS  CAO  CAK  CAJ  121.16  3.000
 EWS  HAN  CAL  CAM  118.88  3.000
 EWS  HAN  CAL  CAJ  119.96  3.000
 EWS  CAM  CAL  CAJ  121.16  3.000
 EWS  HAO  CAM  CAN  120.74  3.000
 EWS  HAO  CAM  CAL  120.23  3.000
 EWS  CAN  CAM  CAL  119.03  3.000
 EWS  CLA  CAN  CAO  119.37  3.000
 EWS  CAO  CAN  CAM  121.08  3.000
 EWS  CLA  CAN  CAM  119.54  3.000
 EWS  HAP  CAO  CAN  120.63  3.000
 EWS  HAP  CAO  CAK  120.30  3.000
 EWS  CAN  CAO  CAK  119.07  3.000
 EWS  HAQ  CAQ  CAV  120.72  3.000
 EWS  HAQ  CAQ  CAR  121.59  3.000
 EWS  CAV  CAQ  CAR  117.69  3.000
 EWS  BRA  CAR  CAS  118.23  3.000
 EWS  CAS  CAR  CAQ  122.84  3.000
 EWS  BRA  CAR  CAQ  118.93  3.000
 EWS  HAS  CAS  CAT  119.46  3.000
 EWS  HAS  CAS  CAR  120.56  3.000
 EWS  CAT  CAS  CAR  119.98  3.000
 EWS  HAT  CAT  CAU  121.61  3.000
 EWS  HAT  CAT  CAS  120.63  3.000
 EWS  CAU  CAT  CAS  117.76  3.000
 EWS  NAW  CAU  CAV  107.52  3.000
 EWS  NAW  CAU  CAT  130.00  3.000
 EWS  CAV  CAU  CAT  122.47  3.000
 EWS  CBA  CAV  CAU  106.56  3.000
 EWS  CAU  CAV  CAQ  119.25  3.000
 EWS  CBA  CAV  CAQ  134.18  3.000
 EWS  HAX  CAX  CBA  129.98  3.000
 EWS  HAX  CAX  NAW  120.11  3.000
 EWS  CBA  CAX  NAW  109.89  3.000
 EWS  HAA  NAA  CAZ  117.89  3.000
 EWS  HAA  NAA  CAC  117.84  3.000
 EWS  CAZ  NAA  CAC  122.17  3.000
 EWS  HAY  NAG  HAZ  105.63  3.000
 EWS  HAY  NAG  CAH  109.65  3.000
 EWS  HAZ  NAG  CAH  109.66  3.000
 EWS  HAY  NAG  CAF  109.38  3.000
 EWS  HAZ  NAG  CAF  109.03  3.000
 EWS  CAH  NAG  CAF  113.21  3.000
 EWS  HAW  NAW  CAX  124.79  3.000
 EWS  HAW  NAW  CAU  125.48  3.000
 EWS  CAX  NAW  CAU  109.72  3.000
 EWS  CAZ  CBA  CAX  127.80  3.000
 EWS  CAX  CBA  CAV  106.30  3.000
 EWS  CAZ  CBA  CAV  125.86  3.000
 EWS  CBA  CAZ  OAB  121.49  3.000
 EWS  CBA  CAZ  NAA  116.37  3.000
 EWS  OAB  CAZ  NAA  122.14  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
 EWS  CONST_01  CAN  CAO  CAK  CAJ     0.00   0.0  0
 EWS  CONST_02  CAN  CAM  CAL  CAJ     0.00   0.0  0
 EWS  CONST_03  CAM  CAN  CAO  CAK     0.00   0.0  0
 EWS  CONST_04  CAM  CAL  CAJ  CAK     0.00   0.0  0
 EWS  CONST_05  CAO  CAN  CAM  CAL     0.00   0.0  0
 EWS  CONST_06  CAO  CAK  CAJ  CAL     0.00   0.0  0
 EWS  CONST_07  CAT  CAS  CAR  CAQ     0.00   0.0  0
 EWS  CONST_08  CAX  CBA  CAV  CAQ   180.00   0.0  0
 EWS  CONST_09  CAT  CAU  CAV  CAQ     0.00   0.0  0
 EWS  CONST_10  NAW  CAU  CAV  CAQ   180.00   0.0  0
 EWS  CONST_11  CBA  CAV  CAQ  CAR   180.00   0.0  0
 EWS  CONST_12  CAU  CAV  CAQ  CAR     0.00   0.0  0
 EWS  CONST_13  CAU  CAT  CAS  CAR     0.00   0.0  0
 EWS  CONST_14  CAV  CAQ  CAR  CAS     0.00   0.0  0
 EWS  CONST_15  CAV  CAU  CAT  CAS     0.00   0.0  0
 EWS  CONST_16  NAW  CAU  CAT  CAS   180.00   0.0  0
 EWS  CONST_17  CBA  CAV  CAU  CAT   180.00   0.0  0
 EWS  CONST_18  CAX  NAW  CAU  CAT   180.00   0.0  0
 EWS  CONST_19  CAX  CBA  CAV  CAU     0.00   0.0  0
 EWS  CONST_20  CBA  CAX  NAW  CAU     0.00   0.0  0
 EWS  CONST_21  NAW  CAX  CBA  CAV     0.00   0.0  0
 EWS  CONST_22  CAX  NAW  CAU  CAV     0.00   0.0  0
 EWS  CONST_23  CBA  CAV  CAU  NAW     0.00   0.0  0
 EWS  CONST_24  CAO  CAK  CAJ  CAI   180.00   0.0  0
 EWS  CONST_25  CAM  CAL  CAJ  CAI   180.00   0.0  0
 EWS  CONST_26  CLA  CAN  CAO  CAK   180.00   0.0  0
 EWS  CONST_27  CLA  CAN  CAM  CAL   180.00   0.0  0
 EWS  CONST_28  CAZ  CBA  CAV  CAQ     0.00   0.0  0
 EWS  CONST_29  BRA  CAR  CAS  CAT   180.00   0.0  0
 EWS  CONST_30  CAZ  CBA  CAV  CAU   180.00   0.0  0
 EWS  CONST_31  BRA  CAR  CAQ  CAV   180.00   0.0  0
 EWS  CONST_32  NAW  CAX  CBA  CAZ   180.00   0.0  0
 EWS  CONST_33  HAP  CAO  CAK  CAJ   180.00   0.0  0
 EWS  CONST_34  HAO  CAM  CAL  CAJ   180.00   0.0  0
 EWS  CONST_35  HAN  CAL  CAJ  CAK   180.00   0.0  0
 EWS  CONST_36  HAM  CAK  CAJ  CAL   180.00   0.0  0
 EWS  CONST_37  HAS  CAS  CAR  CAQ   180.00   0.0  0
 EWS  CONST_38  HAT  CAT  CAS  CAR   180.00   0.0  0
 EWS  CONST_39  HAQ  CAQ  CAR  CAS   180.00   0.0  0
 EWS  CONST_40  HAW  NAW  CAU  CAT     0.00   0.0  0
 EWS  CONST_41  HAX  CAX  NAW  CAU   180.00   0.0  0
 EWS  CONST_42  CBA  CAZ  NAA  CAC   180.00   0.0  0
 EWS  CONST_43  OAB  CAZ  NAA  CAC     0.00   0.0  0
 EWS  Var_01    NAG  CAF  CAE  CAC    56.70  30.0  1
 EWS  Var_02    CAH  NAG  CAF  CAE   -58.72  30.0  1
 EWS  Var_03    CAK  CAJ  CAI  CAH    72.24  30.0  2
 EWS  Var_04    NAA  CAZ  CBA  CAV  -163.79  30.0  1

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
 EWS  chir_01  CAC  CAD  CAE  NAA  positiv
 EWS  chir_02  CAH  NAG  CAD  CAI  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
 EWS  plan-1  CAI  0.020
 EWS  plan-1  CAJ  0.020
 EWS  plan-1  CAK  0.020
 EWS  plan-1  CAL  0.020
 EWS  plan-1  CAM  0.020
 EWS  plan-1  CAN  0.020
 EWS  plan-1  CAO  0.020
 EWS  plan-1  CLA  0.020
 EWS  plan-1  HAM  0.020
 EWS  plan-1  HAN  0.020
 EWS  plan-1  HAO  0.020
 EWS  plan-1  HAP  0.020
 EWS  plan-2  CAQ  0.020
 EWS  plan-2  CAR  0.020
 EWS  plan-2  CAS  0.020
 EWS  plan-2  CAT  0.020
 EWS  plan-2  CAU  0.020
 EWS  plan-2  CAV  0.020
 EWS  plan-2  CAX  0.020
 EWS  plan-2  NAW  0.020
 EWS  plan-2  CBA  0.020
 EWS  plan-2  HAQ  0.020
 EWS  plan-2  HAS  0.020
 EWS  plan-2  HAT  0.020
 EWS  plan-2  HAX  0.020
 EWS  plan-2  HAW  0.020
 EWS  plan-2  CAZ  0.020
 EWS  plan-2  BRA  0.020
 EWS  plan-3  CAC  0.020
 EWS  plan-3  NAA  0.020
 EWS  plan-3  OAB  0.020
 EWS  plan-3  CBA  0.020
 EWS  plan-3  HAA  0.020
 EWS  plan-3  CAZ  0.020

