# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 03:23:36 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: (2S)-2-[[4-chloro-3-(trifluoromethyl)phenyl]sulfonylamino]-3-(1H-indol-3-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H](Cc1c[nH]c2ccccc12)N[S](=O)(=O)c3ccc(Cl)c(c3)C(F)(F)F
#
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
 TQI  TQI  '(2S)-2-[[4-chloro-3-(trifluoromethyl)phenyl]sulfonylamino]-3-(1H-indol-3-yl)propanoic acid'  L-peptide  42  29  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_TQI
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
 TQI  N     N   NC1    0  -0.713   -7.4496  -16.2691   -8.1446
 TQI  CA    C   CH1    0  -0.232   -7.5171  -17.7271   -8.3144
 TQI  C     C   C      0   0.438   -8.1602  -18.4103   -7.0808
 TQI  O     O   O      0  -0.599   -7.8416  -17.9159   -5.9795
 TQI  CB    C   CH2    0  -0.519   -6.0705  -18.2138   -8.5053
 TQI  CG    C   CR5    0   0.027   -5.9417  -19.6936   -8.6178
 TQI  CD1   C   CR15   0  -0.085   -5.4436  -20.5410   -7.6701
 TQI  CD2   C   CR56   0   0.021   -6.3408  -20.5214   -9.7177
 TQI  NE1   N   NR15   0  -0.688   -5.5086  -21.8344   -8.1092
 TQI  CE2   C   CR56   0   0.353   -6.0509  -21.8575   -9.3600
 TQI  CE3   C   CR16   0  -0.376   -6.9117  -20.2634  -10.9697
 TQI  CZ2   C   CR16   0  -0.305   -6.3126  -22.9288  -10.2125
 TQI  CZ3   C   CR16   0  -0.266   -7.1734  -21.3221  -11.8177
 TQI  CH2   C   CR16   0  -0.282   -6.8757  -22.6426  -11.4415
 TQI  OXT   O   OC    -1  -0.581   -8.8914  -19.3891   -7.2967
 TQI  S1    S   S      0   1.379   -8.7184  -15.3494   -8.6198
 TQI  C2    C   CR6    0  -0.120  -11.3921  -16.3035   -5.7688
 TQI  C3    C   CT     0   1.079  -11.5286  -16.0885   -4.2885
 TQI  C7    C   CR6    0  -0.178  -10.1604  -15.9943   -7.8034
 TQI  C8    C   CR16   0  -0.274  -10.2990  -15.7838   -6.4403
 TQI  O14   O   OS     0  -0.649   -8.9101  -15.5566  -10.0447
 TQI  O15   O   OS     0  -0.654   -8.4796  -14.0099   -8.1081
 TQI  C16   C   CR6    0  -0.059  -12.3465  -17.0257   -6.4895
 TQI  C19   C   CR16   0  -0.236  -11.0997  -16.7200   -8.5131
 TQI  F20   F   F      0  -0.296  -10.4908  -15.4171   -3.7874
 TQI  F21   F   F      0  -0.307  -11.5962  -17.2473   -3.6258
 TQI  F22   F   F      0  -0.308  -12.6291  -15.3907   -3.9879
 TQI  C23   C   CR16   0  -0.186  -12.2027  -17.2327   -7.8500
 TQI  CL    CL  CL     0  -0.083  -13.7375  -17.6835   -5.7153
 TQI  H     H   HNC1   0   0.398   -7.1645  -16.0424   -7.1930
 TQI  HA    H   HCH1   0   0.255   -8.0881  -17.9514   -9.2177
 TQI  HB1C  H   HCH2   0   0.243   -5.6632  -17.7242   -9.3944
 TQI  HB2C  H   HCH2   0   0.241   -5.4764  -17.8622   -7.6575
 TQI  HD1   H   HCR5   0   0.277   -5.0400  -20.3120   -6.6956
 TQI  HE1   H   HNR5   0   0.405   -5.1895  -22.6374   -7.5938
 TQI  HE3   H   HCR6   0   0.238   -7.1461  -19.2491  -11.2709
 TQI  HZ2   H   HCR6   0   0.255   -6.0833  -23.9470   -9.9236
 TQI  HZ3   H   HCR6   0   0.241   -7.6145  -21.1361  -12.7885
 TQI  HH2   H   HCR6   0   0.245   -7.0923  -23.4514  -12.1277
 TQI  H8    H   HCR6   0   0.301   -9.5532  -15.2152   -5.9029
 TQI  H19   H   HCR6   0   0.298  -10.9911  -16.8904   -9.5750
 TQI  H23   H   HCR6   0   0.302  -12.9492  -17.7943   -8.3940

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
 TQI  N    CA    single    1.458  0.019  1.458
 TQI  N    S1    single    1.637  0.020  1.637
 TQI  CA   C     single    1.525  0.021  1.525
 TQI  CA   CB    single    1.530  0.020  1.530
 TQI  C    O     deloc     1.231  0.020  1.231
 TQI  C    OXT   deloc     1.241  0.020  1.241
 TQI  CB   CG    single    1.490  0.020  1.490
 TQI  CG   CD1   aromatic  1.365  0.020  1.365
 TQI  CG   CD2   aromatic  1.433  0.020  1.433
 TQI  CD1  NE1   aromatic  1.367  0.020  1.367
 TQI  CD2  CE2   aromatic  1.413  0.020  1.413
 TQI  CD2  CE3   aromatic  1.400  0.020  1.400
 TQI  NE1  CE2   aromatic  1.364  0.020  1.364
 TQI  CE2  CZ2   aromatic  1.394  0.020  1.394
 TQI  CE3  CZ3   aromatic  1.381  0.020  1.381
 TQI  CZ2  CH2   aromatic  1.382  0.020  1.382
 TQI  CZ3  CH2   aromatic  1.405  0.020  1.405
 TQI  S1   C7    single    1.778  0.020  1.778
 TQI  S1   O14   double    1.453  0.020  1.453
 TQI  S1   O15   double    1.454  0.020  1.454
 TQI  C2   C3    single    1.502  0.020  1.502
 TQI  C2   C8    aromatic  1.384  0.020  1.384
 TQI  C2   C16   aromatic  1.397  0.020  1.397
 TQI  C3   F20   single    1.334  0.020  1.334
 TQI  C3   F21   single    1.337  0.020  1.337
 TQI  C3   F22   single    1.337  0.020  1.337
 TQI  C7   C8    aromatic  1.386  0.020  1.386
 TQI  C7   C19   aromatic  1.383  0.020  1.383
 TQI  C16  C23   aromatic  1.384  0.020  1.384
 TQI  C16  CL    single    1.722  0.020  1.722
 TQI  C19  C23   aromatic  1.385  0.020  1.385
 TQI  N    H     single    0.860  0.020  0.860
 TQI  CA   HA    single    0.970  0.020  0.970
 TQI  CB   HB1C  single    0.970  0.020  1.090
 TQI  CB   HB2C  single    0.970  0.020  1.090
 TQI  CD1  HD1   single    0.930  0.020  1.080
 TQI  NE1  HE1   single    0.860  0.020  1.020
 TQI  CE3  HE3   single    0.930  0.020  1.080
 TQI  CZ2  HZ2   single    0.930  0.020  1.080
 TQI  CZ3  HZ3   single    0.930  0.020  1.080
 TQI  CH2  HH2   single    0.930  0.020  1.080
 TQI  C8   H8    single    0.930  0.020  1.080
 TQI  C19  H19   single    0.930  0.020  1.080
 TQI  C23  H23   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
 TQI  H     N    S1    111.28  3.000
 TQI  H     N    CA    114.00  3.000
 TQI  S1    N    CA    119.22  3.000
 TQI  HA    CA   CB    109.00  3.000
 TQI  HA    CA   C     109.00  3.000
 TQI  CB    CA   C     110.10  1.900
 TQI  HA    CA   N     110.00  3.000
 TQI  CB    CA   N     110.50  1.700
 TQI  C     CA   N     111.00  2.800
 TQI  OXT   C    O     128.05  3.000
 TQI  OXT   C    CA    116.99  3.000
 TQI  O     C    CA    120.80  1.700
 TQI  HB2C  CB   HB1C  106.50  3.000
 TQI  HB2C  CB   CG    109.34  3.000
 TQI  HB1C  CB   CG    110.55  3.000
 TQI  HB2C  CB   CA    108.24  3.000
 TQI  HB1C  CB   CA    108.03  3.000
 TQI  CG    CB   CA    113.89  3.000
 TQI  CD2   CG   CD1   106.01  3.000
 TQI  CD2   CG   CB    127.42  3.000
 TQI  CD1   CG   CB    126.55  3.000
 TQI  HD1   CD1  NE1   120.55  3.000
 TQI  HD1   CD1  CG    129.16  3.000
 TQI  NE1   CD1  CG    110.29  3.000
 TQI  CE3   CD2  CE2   118.96  3.000
 TQI  CE3   CD2  CG    133.90  3.000
 TQI  CE2   CD2  CG    107.13  3.000
 TQI  HE1   NE1  CE2   125.63  3.000
 TQI  HE1   NE1  CD1   125.13  3.000
 TQI  CE2   NE1  CD1   109.24  3.000
 TQI  CZ2   CE2  NE1   130.45  3.000
 TQI  CZ2   CE2  CD2   122.23  3.000
 TQI  NE1   CE2  CD2   107.33  3.000
 TQI  HE3   CE3  CZ3   120.38  3.000
 TQI  HE3   CE3  CD2   120.61  3.000
 TQI  CZ3   CE3  CD2   119.01  3.000
 TQI  HZ2   CZ2  CH2   121.22  3.000
 TQI  HZ2   CZ2  CE2   121.31  3.000
 TQI  CH2   CZ2  CE2   117.47  3.000
 TQI  HZ3   CZ3  CH2   119.21  3.000
 TQI  HZ3   CZ3  CE3   119.74  3.000
 TQI  CH2   CZ3  CE3   121.05  3.000
 TQI  HH2   CH2  CZ3   119.35  3.000
 TQI  HH2   CH2  CZ2   119.38  3.000
 TQI  CZ3   CH2  CZ2   121.27  3.000
 TQI  O15   S1   O14   119.90  3.000
 TQI  O15   S1   C7    107.81  3.000
 TQI  O14   S1   C7    106.95  3.000
 TQI  O15   S1   N     106.75  3.000
 TQI  O14   S1   N     107.87  3.000
 TQI  C7    S1   N     106.94  3.000
 TQI  C16   C2   C8    118.90  3.000
 TQI  C16   C2   C3    121.35  3.000
 TQI  C8    C2   C3    119.75  3.000
 TQI  F22   C3   F21   107.42  3.000
 TQI  F22   C3   F20   107.05  3.000
 TQI  F21   C3   F20   106.83  3.000
 TQI  F22   C3   C2    111.78  3.000
 TQI  F21   C3   C2    111.66  3.000
 TQI  F20   C3   C2    111.82  3.000
 TQI  C19   C7   C8    121.09  3.000
 TQI  C19   C7   S1    120.37  3.000
 TQI  C8    C7   S1    118.52  3.000
 TQI  H8    C8   C7    119.99  3.000
 TQI  H8    C8   C2    120.08  3.000
 TQI  C7    C8   C2    119.93  3.000
 TQI  CL    C16  C23   117.95  3.000
 TQI  CL    C16  C2    121.15  3.000
 TQI  C23   C16  C2    120.90  3.000
 TQI  H19   C19  C23   119.46  3.000
 TQI  H19   C19  C7    121.24  3.000
 TQI  C23   C19  C7    119.30  3.000
 TQI  H23   C23  C19   120.08  3.000
 TQI  H23   C23  C16   120.05  3.000
 TQI  C19   C23  C16   119.87  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
 TQI  CONST_01  CE2  NE1  CD1  CG      0.00   0.0  0
 TQI  CONST_02  NE1  CE2  CD2  CG      0.00   0.0  0
 TQI  CONST_03  CZ2  CE2  CD2  CG    180.00   0.0  0
 TQI  CONST_04  CZ3  CE3  CD2  CG    180.00   0.0  0
 TQI  CONST_05  CE2  CD2  CG   CD1     0.00   0.0  0
 TQI  CONST_06  CE3  CD2  CG   CD1   180.00   0.0  0
 TQI  CONST_07  CD2  CE2  NE1  CD1     0.00   0.0  0
 TQI  CONST_08  CZ2  CE2  NE1  CD1   180.00   0.0  0
 TQI  CONST_09  NE1  CD1  CG   CD2     0.00   0.0  0
 TQI  CONST_10  CH2  CZ2  CE2  CD2     0.00   0.0  0
 TQI  CONST_11  CH2  CZ3  CE3  CD2     0.00   0.0  0
 TQI  CONST_12  CE3  CD2  CE2  NE1   180.00   0.0  0
 TQI  CONST_13  CH2  CZ2  CE2  NE1   180.00   0.0  0
 TQI  CONST_14  CZ3  CE3  CD2  CE2     0.00   0.0  0
 TQI  CONST_15  CZ3  CH2  CZ2  CE2     0.00   0.0  0
 TQI  CONST_16  CZ2  CE2  CD2  CE3     0.00   0.0  0
 TQI  CONST_17  CZ2  CH2  CZ3  CE3     0.00   0.0  0
 TQI  CONST_18  C19  C7   C8   C2      0.00   0.0  0
 TQI  CONST_19  C19  C23  C16  C2      0.00   0.0  0
 TQI  CONST_20  C16  C2   C8   C7      0.00   0.0  0
 TQI  CONST_21  C16  C23  C19  C7      0.00   0.0  0
 TQI  CONST_22  C23  C16  C2   C8      0.00   0.0  0
 TQI  CONST_23  C23  C19  C7   C8      0.00   0.0  0
 TQI  CONST_24  NE1  CD1  CG   CB    180.00   0.0  0
 TQI  CONST_25  CE2  CD2  CG   CB    180.00   0.0  0
 TQI  CONST_26  CE3  CD2  CG   CB      0.00   0.0  0
 TQI  CONST_27  C2   C8   C7   S1    180.00   0.0  0
 TQI  CONST_28  C23  C19  C7   S1    180.00   0.0  0
 TQI  CONST_29  C7   C8   C2   C3    180.00   0.0  0
 TQI  CONST_30  C23  C16  C2   C3    180.00   0.0  0
 TQI  CONST_31  CL   C16  C2   C8    180.00   0.0  0
 TQI  CONST_32  CL   C16  C23  C19   180.00   0.0  0
 TQI  CONST_33  HE1  NE1  CD1  CG    180.00   0.0  0
 TQI  CONST_34  HE3  CE3  CD2  CG      0.00   0.0  0
 TQI  CONST_35  HD1  CD1  CG   CD2   180.00   0.0  0
 TQI  CONST_36  HZ2  CZ2  CE2  CD2   180.00   0.0  0
 TQI  CONST_37  HZ3  CZ3  CE3  CD2   180.00   0.0  0
 TQI  CONST_38  HH2  CH2  CZ2  CE2   180.00   0.0  0
 TQI  CONST_39  H23  C23  C16  C2    180.00   0.0  0
 TQI  CONST_40  H19  C19  C7   C8    180.00   0.0  0
 TQI  CONST_41  H8   C8   C2   C16   180.00   0.0  0
 TQI  Var_01    C8   C7   S1   N      71.86  30.0  2
 TQI  Var_02    CD1  CG   CB   CA   -106.78  30.0  2
 TQI  Var_03    F20  C3   C2   C8     -1.97  30.0  2
 TQI  Var_04    C7   S1   N    CA     54.37  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
 TQI  chir_01  CA  N  C  CB  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
 TQI  plan-1  S1   0.020
 TQI  plan-1  C2   0.020
 TQI  plan-1  C3   0.020
 TQI  plan-1  C7   0.020
 TQI  plan-1  C8   0.020
 TQI  plan-1  C16  0.020
 TQI  plan-1  C19  0.020
 TQI  plan-1  C23  0.020
 TQI  plan-1  CL   0.020
 TQI  plan-1  H8   0.020
 TQI  plan-1  H19  0.020
 TQI  plan-1  H23  0.020
 TQI  plan-2  CB   0.020
 TQI  plan-2  CG   0.020
 TQI  plan-2  CD1  0.020
 TQI  plan-2  CD2  0.020
 TQI  plan-2  NE1  0.020
 TQI  plan-2  CE2  0.020
 TQI  plan-2  CE3  0.020
 TQI  plan-2  CZ2  0.020
 TQI  plan-2  CZ3  0.020
 TQI  plan-2  CH2  0.020
 TQI  plan-2  HD1  0.020
 TQI  plan-2  HE1  0.020
 TQI  plan-2  HE3  0.020
 TQI  plan-2  HZ2  0.020
 TQI  plan-2  HZ3  0.020
 TQI  plan-2  HH2  0.020
 TQI  plan-3  CA   0.020
 TQI  plan-3  C    0.020
 TQI  plan-3  O    0.020
 TQI  plan-3  OXT  0.020

