# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 19:10:54 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (2S)-2-(1H-indol-3-yl)hexanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[C@H](C(O)=O)c1c[nH]c2ccccc12
#
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
 2S2  2S2  '(2S)-2-(1H-indol-3-yl)hexanoic acid'  ligand  33  17  .  2022-07-22  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_2S2
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
 2S2  OAC   O  OC    -1  -0.713  -1.2923  -2.0164  -1.9341
 2S2  CAN   C  C      0   0.455  -1.3602  -1.6993  -0.7289
 2S2  OAB   O  O      0  -0.605  -1.7345  -2.4367   0.2047
 2S2  CAR   C  CH1    0  -0.448  -0.8157  -0.2942  -0.3354
 2S2  CAL   C  CH2    0  -0.409  -1.7772   0.4318   0.6162
 2S2  CAK   C  CH2    0  -0.432  -3.1502   0.7202  -0.0010
 2S2  CAJ   C  CH2    0  -0.390  -4.0605   1.5837   0.8745
 2S2  CAI   C  CH3    0  -0.619  -5.4070   1.8783   0.2320
 2S2  CAO   C  CR5    0   0.165   0.5578  -0.4310   0.2511
 2S2  CAQ   C  CR56   0  -0.161   1.7372   0.2797  -0.1401
 2S2  CAG   C  CR16   0  -0.292   2.0080   1.2375  -1.1258
 2S2  CAE   C  CR16   0  -0.323   3.2887   1.7341  -1.2596
 2S2  CAD   C  CR16   0  -0.186   4.3330   1.2970  -0.4289
 2S2  CAF   C  CR16   0  -0.353   4.1033   0.3572   0.5632
 2S2  CAP   C  CR56   0   0.367   2.8059  -0.1521   0.6920
 2S2  NM    N  NR15   0  -0.609   2.2931  -1.0622   1.5500
 2S2  CAH   C  CR15   0  -0.127   0.9568  -1.2323   1.2875
 2S2  HAR   H  HCH1   0   0.269  -0.7203   0.3108  -1.2419
 2S2  HAL   H  HCH2   0   0.252  -1.9116  -0.1348   1.5418
 2S2  HALA  H  HCH2   0   0.191  -1.3108   1.3804   0.9179
 2S2  HAK   H  HCH2   0   0.176  -2.9147   1.2493  -0.9347
 2S2  HAKA  H  HCH2   0   0.247  -3.6519  -0.2160  -0.2467
 2S2  HAJ   H  HCH2   0   0.193  -4.2168   1.0458   1.8171
 2S2  HAJA  H  HCH2   0   0.170  -3.5417   2.5191   1.1161
 2S2  HAI   H  HCH3   0   0.186  -5.2761   2.4410  -0.6951
 2S2  HAIA  H  HCH3   0   0.257  -5.9375   0.9570  -0.0150
 2S2  HAIB  H  HCH3   0   0.172  -6.0402   2.4839   0.8827
 2S2  HAG   H  HCR6   0   0.245   1.2200   1.6003  -1.7770
 2S2  HAE   H  HCR6   0   0.237   3.4975   2.4938  -2.0069
 2S2  HAD   H  HCR6   0   0.259   5.3302   1.6975  -0.5585
 2S2  HAF   H  HCR6   0   0.194   4.9006   0.0215   1.2123
 2S2  HAH   H  HCR5   0   0.228   0.3865  -1.9357   1.8718
 2S2  HNM   H  HNR5   0   0.401   2.8060  -1.5397   2.2708

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
 2S2  CAN  OAC   deloc     1.248  0.020  1.248
 2S2  OAB  CAN   deloc     1.247  0.020  1.247
 2S2  CAR  CAN   single    1.557  0.020  1.557
 2S2  CAL  CAR   single    1.535  0.020  1.535
 2S2  CAR  CAO   single    1.500  0.020  1.500
 2S2  CAR  HAR   single    0.970  0.020  1.090
 2S2  CAK  CAL   single    1.533  0.020  1.533
 2S2  CAL  HAL   single    0.970  0.020  1.090
 2S2  CAL  HALA  single    0.970  0.020  1.090
 2S2  CAJ  CAK   single    1.530  0.020  1.530
 2S2  CAK  HAK   single    0.970  0.020  1.090
 2S2  CAK  HAKA  single    0.970  0.020  1.090
 2S2  CAI  CAJ   single    1.521  0.020  1.521
 2S2  CAJ  HAJ   single    0.970  0.020  1.090
 2S2  CAJ  HAJA  single    0.970  0.020  1.090
 2S2  CAI  HAI   single    0.970  0.020  1.090
 2S2  CAI  HAIA  single    0.970  0.020  1.090
 2S2  CAI  HAIB  single    0.970  0.020  1.090
 2S2  CAH  CAO   aromatic  1.369  0.020  1.369
 2S2  CAO  CAQ   aromatic  1.431  0.020  1.431
 2S2  CAP  CAQ   aromatic  1.422  0.020  1.422
 2S2  CAQ  CAG   aromatic  1.401  0.020  1.401
 2S2  CAG  CAE   aromatic  1.380  0.020  1.380
 2S2  CAG  HAG   single    0.930  0.020  1.080
 2S2  CAD  CAE   aromatic  1.404  0.020  1.404
 2S2  CAE  HAE   single    0.930  0.020  1.080
 2S2  CAF  CAD   aromatic  1.386  0.020  1.386
 2S2  CAD  HAD   single    0.930  0.020  1.080
 2S2  CAP  CAF   aromatic  1.400  0.020  1.400
 2S2  CAF  HAF   single    0.930  0.020  1.080
 2S2  NM   CAP   aromatic  1.352  0.020  1.352
 2S2  CAH  NM    aromatic  1.372  0.020  1.372
 2S2  CAH  HAH   single    0.930  0.020  1.080
 2S2  NM   HNM   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
 2S2  CAR   CAN  OAB   116.70  3.000
 2S2  CAR   CAN  OAC   117.01  3.000
 2S2  OAB   CAN  OAC   126.08  3.000
 2S2  HAR   CAR  CAO   107.13  3.000
 2S2  HAR   CAR  CAL   107.86  3.000
 2S2  CAO   CAR  CAL   111.99  3.000
 2S2  HAR   CAR  CAN   108.66  3.000
 2S2  CAO   CAR  CAN   109.68  3.000
 2S2  CAL   CAR  CAN   111.36  3.000
 2S2  HALA  CAL  HAL   105.48  3.000
 2S2  HALA  CAL  CAK   109.16  3.000
 2S2  HAL   CAL  CAK   109.17  3.000
 2S2  HALA  CAL  CAR   108.21  3.000
 2S2  HAL   CAL  CAR   110.89  3.000
 2S2  CAK   CAL  CAR   113.60  3.000
 2S2  HAKA  CAK  HAK   108.70  3.000
 2S2  HAKA  CAK  CAJ   109.87  3.000
 2S2  HAK   CAK  CAJ   110.00  3.000
 2S2  HAKA  CAK  CAL   109.97  3.000
 2S2  HAK   CAK  CAL   103.94  3.000
 2S2  CAJ   CAK  CAL   114.13  3.000
 2S2  HAJA  CAJ  HAJ   107.25  3.000
 2S2  HAJA  CAJ  CAI   110.29  3.000
 2S2  HAJ   CAJ  CAI   109.39  3.000
 2S2  HAJA  CAJ  CAK   109.03  3.000
 2S2  HAJ   CAJ  CAK   107.45  3.000
 2S2  CAI   CAJ  CAK   113.23  3.000
 2S2  HAIB  CAI  HAIA  108.74  3.000
 2S2  HAIB  CAI  HAI   106.84  3.000
 2S2  HAIA  CAI  HAI   107.51  3.000
 2S2  HAIB  CAI  CAJ   111.68  3.000
 2S2  HAIA  CAI  CAJ   111.25  3.000
 2S2  HAI   CAI  CAJ   110.62  3.000
 2S2  CAH   CAO  CAQ   104.91  3.000
 2S2  CAQ   CAO  CAR   127.05  3.000
 2S2  CAH   CAO  CAR   128.03  3.000
 2S2  CAP   CAQ  CAG   118.31  3.000
 2S2  CAG   CAQ  CAO   133.71  3.000
 2S2  CAP   CAQ  CAO   107.98  3.000
 2S2  HAG   CAG  CAE   119.71  3.000
 2S2  HAG   CAG  CAQ   120.71  3.000
 2S2  CAE   CAG  CAQ   119.58  3.000
 2S2  HAE   CAE  CAD   118.81  3.000
 2S2  HAE   CAE  CAG   119.80  3.000
 2S2  CAD   CAE  CAG   121.38  3.000
 2S2  HAD   CAD  CAF   119.30  3.000
 2S2  HAD   CAD  CAE   119.94  3.000
 2S2  CAF   CAD  CAE   120.76  3.000
 2S2  HAF   CAF  CAP   121.00  3.000
 2S2  HAF   CAF  CAD   121.20  3.000
 2S2  CAP   CAF  CAD   117.79  3.000
 2S2  NM    CAP  CAF   130.92  3.000
 2S2  NM    CAP  CAQ   106.91  3.000
 2S2  CAF   CAP  CAQ   122.17  3.000
 2S2  HNM   NM   CAH   125.10  3.000
 2S2  HNM   NM   CAP   125.55  3.000
 2S2  CAH   NM   CAP   109.36  3.000
 2S2  HAH   CAH  NM    119.50  3.000
 2S2  HAH   CAH  CAO   129.65  3.000
 2S2  NM    CAH  CAO   110.85  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
 2S2  CONST_01  CAP  NM   CAH  CAO     0.00   0.0  0
 2S2  CONST_02  CAF  CAP  CAQ  CAO   180.00   0.0  0
 2S2  CONST_03  NM   CAP  CAQ  CAO     0.00   0.0  0
 2S2  CONST_04  CAE  CAG  CAQ  CAO   180.00   0.0  0
 2S2  CONST_05  NM   CAH  CAO  CAQ     0.00   0.0  0
 2S2  CONST_06  CAD  CAF  CAP  CAQ     0.00   0.0  0
 2S2  CONST_07  CAH  NM   CAP  CAQ     0.00   0.0  0
 2S2  CONST_08  CAD  CAE  CAG  CAQ     0.00   0.0  0
 2S2  CONST_09  CAH  CAO  CAQ  CAG   180.00   0.0  0
 2S2  CONST_10  CAF  CAP  CAQ  CAG     0.00   0.0  0
 2S2  CONST_11  NM   CAP  CAQ  CAG   180.00   0.0  0
 2S2  CONST_12  CAF  CAD  CAE  CAG     0.00   0.0  0
 2S2  CONST_13  CAP  CAQ  CAG  CAE     0.00   0.0  0
 2S2  CONST_14  CAP  CAF  CAD  CAE     0.00   0.0  0
 2S2  CONST_15  NM   CAP  CAF  CAD   180.00   0.0  0
 2S2  CONST_16  CAH  NM   CAP  CAF   180.00   0.0  0
 2S2  CONST_17  CAH  CAO  CAQ  CAP     0.00   0.0  0
 2S2  CONST_18  NM   CAH  CAO  CAR   180.00   0.0  0
 2S2  CONST_19  CAP  CAQ  CAO  CAR   180.00   0.0  0
 2S2  CONST_20  CAG  CAQ  CAO  CAR     0.00   0.0  0
 2S2  CONST_21  HNM  NM   CAH  CAO   180.00   0.0  0
 2S2  CONST_22  HAG  CAG  CAQ  CAO     0.00   0.0  0
 2S2  CONST_23  HAH  CAH  CAO  CAQ   180.00   0.0  0
 2S2  CONST_24  HAF  CAF  CAP  CAQ   180.00   0.0  0
 2S2  CONST_25  HAE  CAE  CAG  CAQ   180.00   0.0  0
 2S2  CONST_26  HAD  CAD  CAE  CAG   180.00   0.0  0
 2S2  Var_01    CAJ  CAK  CAL  CAR  -173.27  30.0  1
 2S2  Var_02    CAI  CAJ  CAK  CAL   178.95  30.0  1
 2S2  Var_03    HAI  CAI  CAJ  CAK   -61.90  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
 2S2  chir_01  CAR  CAN  CAL  CAO  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
 2S2  plan-1  CAR  0.020
 2S2  plan-1  CAO  0.020
 2S2  plan-1  CAQ  0.020
 2S2  plan-1  CAG  0.020
 2S2  plan-1  CAE  0.020
 2S2  plan-1  CAD  0.020
 2S2  plan-1  CAF  0.020
 2S2  plan-1  CAP  0.020
 2S2  plan-1  NM   0.020
 2S2  plan-1  CAH  0.020
 2S2  plan-1  HAG  0.020
 2S2  plan-1  HAE  0.020
 2S2  plan-1  HAD  0.020
 2S2  plan-1  HAF  0.020
 2S2  plan-1  HAH  0.020
 2S2  plan-1  HNM  0.020
 2S2  plan-2  OAC  0.020
 2S2  plan-2  CAN  0.020
 2S2  plan-2  OAB  0.020
 2S2  plan-2  CAR  0.020

