# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 02:16:13 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 2-[2-[[4-(2-chlorophenyl)-1,3-thiazol-2-yl]carbamoyl]indol-1-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cn1c2ccccc2cc1C(=O)Nc3scc(n3)c4ccccc4Cl
#
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
 1OE  1OE  "2-[2-[[4-(2-chlorophenyl)-1,3-thiazol-2-yl]carbamoyl]indol-1-yl]ethanoic acid"  ligand  41  28  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1OE
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
 1OE  N    N   NR5    0  -0.556  10.8809  20.7537  58.5700
 1OE  CA   C   CH2    0  -0.466  10.6032  22.0129  59.2250
 1OE  C    C   C      0   0.419   9.0943  22.3210  59.4066
 1OE  O    O   O      0  -0.581   8.2788  21.5135  58.9322
 1OE  OXT  O   OC    -1  -0.599   8.8694  23.3753  60.0246
 1OE  CAE  C   CR16   0  -0.270   4.0124  20.0956  50.0771
 1OE  CAF  C   CR16   0  -0.228   5.1807  19.4293  50.4203
 1OE  CAG  C   CR16   0  -0.274  12.5018  17.2108  59.8913
 1OE  CAH  C   CR16   0  -0.269  12.5794  18.3121  60.7637
 1OE  CAI  C   CR16   0  -0.190   3.6970  21.2943  50.6950
 1OE  CAJ  C   CR16   0  -0.307   6.0265  19.9705  51.3726
 1OE  CAK  C   CR16   0  -0.338  11.9029  17.3301  58.6565
 1OE  CAL  C   CR16   0  -0.318  12.0663  19.5451  60.4198
 1OE  CAM  C   CR15   0  -0.566   7.1506  22.9798  53.1037
 1OE  CAN  C   CR15   0  -0.442  10.6814  19.0340  57.1294
 1OE  CAT  C   C      0   0.528   9.7389  21.2930  56.4310
 1OE  CAU  C   CR6    0  -0.133   4.5550  21.8275  51.6469
 1OE  CAV  C   CR5    0   0.329   6.7013  21.7025  52.9920
 1OE  CAW  C   CR5    0   0.289   8.1301  21.4045  54.6327
 1OE  CAX  C   CR6    0   0.150   5.7427  21.1860  52.0020
 1OE  CAY  C   CR5    0   0.259  10.3947  20.3566  57.3506
 1OE  CAZ  C   CR56   0   0.072  11.3656  18.5695  58.2834
 1OE  CBA  C   CR56   0   0.358  11.4583  19.6687  59.1668
 1OE  NAP  N   N      0  -0.436   7.2721  20.8141  53.8669
 1OE  NAQ  N   NH1    0  -0.706   8.8116  20.7237  55.6087
 1OE  OAB  O   O      0  -0.449  10.0080  22.4787  56.3508
 1OE  SAR  S   S2     0   0.248   8.3261  23.1002  54.3521
 1OE  H1   H   HCH2   0   0.265  11.0750  21.9870  60.2063
 1OE  H2   H   HCH2   0   0.262  11.0748  22.8309  58.6804
 1OE  H4   H   HCR6   0   0.268   3.3419  19.6849  49.3342
 1OE  H5   H   HCR6   0   0.263   5.4349  18.4909  49.9459
 1OE  H6   H   HCR6   0   0.247  12.9180  16.2609  60.2002
 1OE  H7   H   HCR6   0   0.251  13.0549  18.1906  61.7283
 1OE  H8   H   HCR6   0   0.281   2.7822  21.8139  50.4438
 1OE  H9   H   HCR6   0   0.261   6.9390  19.4527  51.6372
 1OE  H10  H   HCR6   0   0.247  11.8413  16.4819  57.9862
 1OE  H11  H   HCR6   0   0.264  12.1421  20.3794  61.1047
 1OE  H12  H   HCR5   0   0.298   6.8829  23.8418  52.5147
 1OE  H13  H   HCR5   0   0.264  10.4629  18.4693  56.2361
 1OE  H14  H   HNH1   0   0.432   8.5486  19.7556  55.7320
 1OE  CLA  CL  CL     0  -0.128   4.0673  23.3054  52.4133

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
 1OE  CAE  CAF  aromatic  1.388  0.020  1.388
 1OE  CAE  CAI  aromatic  1.385  0.020  1.385
 1OE  CAF  CAJ  aromatic  1.384  0.020  1.384
 1OE  CAI  CAU  aromatic  1.388  0.020  1.388
 1OE  CAJ  CAX  aromatic  1.398  0.020  1.398
 1OE  CAU  CAX  aromatic  1.396  0.020  1.396
 1OE  CAU  CLA  single    1.735  0.020  1.735
 1OE  CAX  CAV  single    1.472  0.020  1.472
 1OE  CAV  CAM  aromatic  1.359  0.020  1.359
 1OE  CAV  NAP  aromatic  1.371  0.020  1.371
 1OE  CAM  SAR  aromatic  1.719  0.020  1.719
 1OE  NAP  CAW  aromatic  1.293  0.020  1.293
 1OE  SAR  CAW  aromatic  1.730  0.020  1.730
 1OE  CAW  NAQ  single    1.371  0.020  1.371
 1OE  NAQ  CAT  single    1.364  0.020  1.364
 1OE  OAB  CAT  double    1.218  0.020  1.218
 1OE  CAT  CAY  single    1.467  0.020  1.467
 1OE  CAN  CAY  aromatic  1.371  0.020  1.371
 1OE  CAN  CAZ  aromatic  1.420  0.020  1.420
 1OE  CAY  N    aromatic  1.371  0.020  1.371
 1OE  CAZ  CAK  aromatic  1.401  0.020  1.401
 1OE  CAZ  CBA  aromatic  1.413  0.020  1.413
 1OE  CAK  CAG  aromatic  1.378  0.020  1.378
 1OE  N    CBA  aromatic  1.366  0.020  1.366
 1OE  N    CA   single    1.446  0.020  1.446
 1OE  CBA  CAL  aromatic  1.398  0.020  1.398
 1OE  CA   C    single    1.551  0.020  1.551
 1OE  O    C    deloc     1.242  0.020  1.242
 1OE  C    OXT  deloc     1.243  0.020  1.243
 1OE  CAG  CAH  aromatic  1.407  0.020  1.407
 1OE  CAL  CAH  aromatic  1.379  0.020  1.379
 1OE  CA   H1   single    0.970  0.020  1.090
 1OE  CA   H2   single    0.970  0.020  1.090
 1OE  CAE  H4   single    0.930  0.020  1.080
 1OE  CAF  H5   single    0.930  0.020  1.080
 1OE  CAG  H6   single    0.930  0.020  1.080
 1OE  CAH  H7   single    0.930  0.020  1.080
 1OE  CAI  H8   single    0.930  0.020  1.080
 1OE  CAJ  H9   single    0.930  0.020  1.080
 1OE  CAK  H10  single    0.930  0.020  1.080
 1OE  CAL  H11  single    0.930  0.020  1.080
 1OE  CAM  H12  single    0.930  0.020  1.080
 1OE  CAN  H13  single    0.930  0.020  1.080
 1OE  NAQ  H14  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
 1OE  CBA  N    CAY  107.96  3.000
 1OE  CBA  N    CA   125.08  3.000
 1OE  CAY  N    CA   125.92  3.000
 1OE  H2   CA   H1   106.30  3.000
 1OE  H2   CA   C    109.29  3.000
 1OE  H1   CA   C    108.70  3.000
 1OE  H2   CA   N    110.13  3.000
 1OE  H1   CA   N    107.71  3.000
 1OE  C    CA   N    114.39  3.000
 1OE  OXT  C    O    128.53  3.000
 1OE  OXT  C    CA   113.76  3.000
 1OE  O    C    CA   117.71  3.000
 1OE  H4   CAE  CAI  119.59  3.000
 1OE  H4   CAE  CAF  120.62  3.000
 1OE  CAI  CAE  CAF  119.79  3.000
 1OE  H5   CAF  CAJ  119.83  3.000
 1OE  H5   CAF  CAE  120.38  3.000
 1OE  CAJ  CAF  CAE  119.79  3.000
 1OE  H6   CAG  CAK  119.94  3.000
 1OE  H6   CAG  CAH  119.27  3.000
 1OE  CAK  CAG  CAH  120.79  3.000
 1OE  H7   CAH  CAL  119.08  3.000
 1OE  H7   CAH  CAG  119.27  3.000
 1OE  CAL  CAH  CAG  121.65  3.000
 1OE  H8   CAI  CAU  119.83  3.000
 1OE  H8   CAI  CAE  120.32  3.000
 1OE  CAU  CAI  CAE  119.85  3.000
 1OE  H9   CAJ  CAX  118.51  3.000
 1OE  H9   CAJ  CAF  119.77  3.000
 1OE  CAX  CAJ  CAF  121.72  3.000
 1OE  H10  CAK  CAZ  120.41  3.000
 1OE  H10  CAK  CAG  120.78  3.000
 1OE  CAZ  CAK  CAG  118.81  3.000
 1OE  H11  CAL  CBA  121.97  3.000
 1OE  H11  CAL  CAH  120.36  3.000
 1OE  CBA  CAL  CAH  117.66  3.000
 1OE  H12  CAM  SAR  120.71  3.000
 1OE  H12  CAM  CAV  128.67  3.000
 1OE  SAR  CAM  CAV  110.60  3.000
 1OE  H13  CAN  CAZ  126.81  3.000
 1OE  H13  CAN  CAY  126.57  3.000
 1OE  CAZ  CAN  CAY  106.57  3.000
 1OE  OAB  CAT  NAQ  121.10  3.000
 1OE  OAB  CAT  CAY  124.31  3.000
 1OE  NAQ  CAT  CAY  114.54  3.000
 1OE  CLA  CAU  CAX  121.22  3.000
 1OE  CLA  CAU  CAI  117.16  3.000
 1OE  CAX  CAU  CAI  121.59  3.000
 1OE  NAP  CAV  CAX  118.22  3.000
 1OE  NAP  CAV  CAM  114.77  3.000
 1OE  CAX  CAV  CAM  126.92  3.000
 1OE  SAR  CAW  NAQ  123.08  3.000
 1OE  NAQ  CAW  NAP  121.65  3.000
 1OE  SAR  CAW  NAP  115.26  3.000
 1OE  CAV  CAX  CAU  124.34  3.000
 1OE  CAV  CAX  CAJ  118.41  3.000
 1OE  CAU  CAX  CAJ  117.25  3.000
 1OE  CAT  CAY  CAN  127.44  3.000
 1OE  CAN  CAY  N    110.40  3.000
 1OE  CAT  CAY  N    122.07  3.000
 1OE  CBA  CAZ  CAN  106.57  3.000
 1OE  CBA  CAZ  CAK  119.75  3.000
 1OE  CAN  CAZ  CAK  133.67  3.000
 1OE  CAZ  CBA  CAL  121.33  3.000
 1OE  CAL  CBA  N    130.20  3.000
 1OE  CAZ  CBA  N    108.47  3.000
 1OE  CAW  NAP  CAV  111.00  3.000
 1OE  H14  NAQ  CAW  115.66  3.000
 1OE  H14  NAQ  CAT  120.21  3.000
 1OE  CAW  NAQ  CAT  124.04  3.000
 1OE  CAW  SAR  CAM   88.37  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
 1OE  CONST_01  CAZ  CAN  CAY  N       0.00   0.0  0
 1OE  CONST_02  CAN  CAZ  CBA  N       0.00   0.0  0
 1OE  CONST_03  CAK  CAZ  CBA  N     180.00   0.0  0
 1OE  CONST_04  CAH  CAL  CBA  N     180.00   0.0  0
 1OE  CONST_05  CAX  CAJ  CAF  CAE     0.00   0.0  0
 1OE  CONST_06  CAX  CAU  CAI  CAE     0.00   0.0  0
 1OE  CONST_07  CAU  CAI  CAE  CAF     0.00   0.0  0
 1OE  CONST_08  CAU  CAX  CAJ  CAF     0.00   0.0  0
 1OE  CONST_09  CAV  CAX  CAJ  CAF   180.00   0.0  0
 1OE  CONST_10  CAN  CAZ  CAK  CAG   180.00   0.0  0
 1OE  CONST_11  CBA  CAZ  CAK  CAG     0.00   0.0  0
 1OE  CONST_12  CBA  CAL  CAH  CAG     0.00   0.0  0
 1OE  CONST_13  CAZ  CAK  CAG  CAH     0.00   0.0  0
 1OE  CONST_14  CAZ  CBA  CAL  CAH     0.00   0.0  0
 1OE  CONST_15  CAJ  CAF  CAE  CAI     0.00   0.0  0
 1OE  CONST_16  CAJ  CAX  CAU  CAI     0.00   0.0  0
 1OE  CONST_17  CAV  CAX  CAU  CAI   180.00   0.0  0
 1OE  CONST_20  CAY  CAN  CAZ  CAK   180.00   0.0  0
 1OE  CONST_21  CAL  CBA  CAZ  CAK     0.00   0.0  0
 1OE  CONST_22  CAL  CAH  CAG  CAK     0.00   0.0  0
 1OE  CONST_23  CAN  CAZ  CBA  CAL   180.00   0.0  0
 1OE  CONST_24  CAY  N    CBA  CAL   180.00   0.0  0
 1OE  CONST_26  CAW  NAP  CAV  CAM     0.00   0.0  0
 1OE  CONST_27  NAP  CAW  SAR  CAM     0.00   0.0  0
 1OE  CONST_28  CBA  N    CAY  CAN     0.00   0.0  0
 1OE  CONST_30  CAW  SAR  CAM  CAV     0.00   0.0  0
 1OE  CONST_31  SAR  CAW  NAP  CAV     0.00   0.0  0
 1OE  CONST_32  CAX  CAV  NAP  CAW   180.00   0.0  0
 1OE  CONST_33  SAR  CAM  CAV  CAX   180.00   0.0  0
 1OE  CONST_34  CBA  CAZ  CAN  CAY     0.00   0.0  0
 1OE  CONST_35  CAZ  CBA  N    CAY     0.00   0.0  0
 1OE  CONST_36  SAR  CAM  CAV  NAP     0.00   0.0  0
 1OE  CONST_37  CAN  CAY  N    CA    180.00   0.0  0
 1OE  CONST_38  CAZ  CBA  N    CA    180.00   0.0  0
 1OE  CONST_39  CAL  CBA  N    CA      0.00   0.0  0
 1OE  CONST_40  CLA  CAU  CAI  CAE   180.00   0.0  0
 1OE  CONST_41  CLA  CAU  CAX  CAJ   180.00   0.0  0
 1OE  CONST_42  NAQ  CAW  SAR  CAM   180.00   0.0  0
 1OE  CONST_43  CAZ  CAN  CAY  CAT   180.00   0.0  0
 1OE  CONST_44  CBA  N    CAY  CAT   180.00   0.0  0
 1OE  CONST_45  CLA  CAU  CAX  CAV     0.00   0.0  0
 1OE  CONST_46  NAQ  CAW  NAP  CAV   180.00   0.0  0
 1OE  CONST_47  H13  CAN  CAY  N     180.00   0.0  0
 1OE  CONST_48  H11  CAL  CBA  N       0.00   0.0  0
 1OE  CONST_49  H9   CAJ  CAF  CAE   180.00   0.0  0
 1OE  CONST_50  H8   CAI  CAE  CAF   180.00   0.0  0
 1OE  CONST_51  H11  CAL  CAH  CAG   180.00   0.0  0
 1OE  CONST_52  H10  CAK  CAG  CAH   180.00   0.0  0
 1OE  CONST_53  H5   CAF  CAE  CAI   180.00   0.0  0
 1OE  CONST_54  H4   CAE  CAF  CAJ   180.00   0.0  0
 1OE  CONST_55  H13  CAN  CAZ  CAK     0.00   0.0  0
 1OE  CONST_56  H7   CAH  CAG  CAK   180.00   0.0  0
 1OE  CONST_57  H6   CAG  CAH  CAL   180.00   0.0  0
 1OE  CONST_58  H10  CAK  CAZ  CAN     0.00   0.0  0
 1OE  CONST_59  H4   CAE  CAI  CAU   180.00   0.0  0
 1OE  CONST_60  H9   CAJ  CAX  CAU   180.00   0.0  0
 1OE  CONST_61  H9   CAJ  CAX  CAV     0.00   0.0  0
 1OE  CONST_62  H12  CAM  SAR  CAW   180.00   0.0  0
 1OE  CONST_63  H5   CAF  CAJ  CAX   180.00   0.0  0
 1OE  CONST_64  H8   CAI  CAU  CAX   180.00   0.0  0
 1OE  CONST_65  H12  CAM  CAV  CAX     0.00   0.0  0
 1OE  CONST_66  H6   CAG  CAK  CAZ   180.00   0.0  0
 1OE  CONST_67  H11  CAL  CBA  CAZ   180.00   0.0  0
 1OE  CONST_68  H13  CAN  CAZ  CBA   180.00   0.0  0
 1OE  CONST_69  H10  CAK  CAZ  CBA   180.00   0.0  0
 1OE  CONST_70  H7   CAH  CAL  CBA   180.00   0.0  0
 1OE  CONST_71  H12  CAM  CAV  NAP   180.00   0.0  0
 1OE  CONST_72  CAY  CAT  NAQ  CAW   180.00   0.0  0
 1OE  CONST_73  NAP  CAW  NAQ  CAT   180.00   0.0  0
 1OE  CONST_74  SAR  CAW  NAQ  CAT     0.00   0.0  0
 1OE  CONST_75  H14  NAQ  CAW  NAP     0.00   0.0  0
 1OE  CONST_76  H14  NAQ  CAW  SAR   180.00   0.0  0
 1OE  CONST_77  OAB  CAT  NAQ  CAW     0.00   0.0  0
 1OE  CONST_78  H14  NAQ  CAT  CAY     0.00   0.0  0
 1OE  CONST_79  H14  NAQ  CAT  OAB   180.00   0.0  0
 1OE  Var_01    NAQ  CAT  CAY  N    -151.49  30.0  2
 1OE  Var_02    OAB  CAT  CAY  N      30.88  30.0  2
 1OE  Var_03    CAY  N    CA   C      54.77  30.0  2
 1OE  Var_04    CBA  N    CA   C    -112.11  30.0  2
 1OE  Var_05    NAQ  CAT  CAY  CAN    32.34  30.0  2
 1OE  Var_06    OAB  CAT  CAY  CAN  -145.28  30.0  2
 1OE  Var_07    H1   CA   N    CAY   175.72  30.0  2
 1OE  Var_08    H2   CA   N    CAY   -68.77  30.0  2
 1OE  Var_09    H1   CA   N    CBA     8.84  30.0  2
 1OE  Var_10    H2   CA   N    CBA   124.36  30.0  2
 1OE  Var_11    O    C    CA   N      -3.20  30.0  3
 1OE  Var_12    OXT  C    CA   N     176.88  30.0  3
 1OE  Var_13    H1   CA   C    O    -123.60  30.0  3
 1OE  Var_14    H2   CA   C    O     120.78  30.0  3
 1OE  Var_15    H1   CA   C    OXT    56.48  30.0  3
 1OE  Var_16    H2   CA   C    OXT   -59.14  30.0  3

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
 1OE  plan-1  CAM  0.020
 1OE  plan-1  CAV  0.020
 1OE  plan-1  CAW  0.020
 1OE  plan-1  CAX  0.020
 1OE  plan-1  NAP  0.020
 1OE  plan-1  NAQ  0.020
 1OE  plan-1  SAR  0.020
 1OE  plan-1  H12  0.020
 1OE  plan-2  CAE  0.020
 1OE  plan-2  CAF  0.020
 1OE  plan-2  CAI  0.020
 1OE  plan-2  CAJ  0.020
 1OE  plan-2  CAU  0.020
 1OE  plan-2  CAV  0.020
 1OE  plan-2  CAX  0.020
 1OE  plan-2  H4   0.020
 1OE  plan-2  H5   0.020
 1OE  plan-2  H8   0.020
 1OE  plan-2  H9   0.020
 1OE  plan-2  CLA  0.020
 1OE  plan-3  N    0.020
 1OE  plan-3  CA   0.020
 1OE  plan-3  CAG  0.020
 1OE  plan-3  CAH  0.020
 1OE  plan-3  CAK  0.020
 1OE  plan-3  CAL  0.020
 1OE  plan-3  CAN  0.020
 1OE  plan-3  CAT  0.020
 1OE  plan-3  CAY  0.020
 1OE  plan-3  CAZ  0.020
 1OE  plan-3  CBA  0.020
 1OE  plan-3  H6   0.020
 1OE  plan-3  H7   0.020
 1OE  plan-3  H10  0.020
 1OE  plan-3  H11  0.020
 1OE  plan-3  H13  0.020
 1OE  plan-4  CAT  0.020
 1OE  plan-4  CAW  0.020
 1OE  plan-4  CAY  0.020
 1OE  plan-4  NAQ  0.020
 1OE  plan-4  OAB  0.020
 1OE  plan-4  H14  0.020
 1OE  plan-5  CA   0.020
 1OE  plan-5  C    0.020
 1OE  plan-5  O    0.020
 1OE  plan-5  OXT  0.020

