# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 08:53:42 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 6-chloro-3-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(OCCCc2c([nH]c3cc(Cl)ccc23)C(O)=O)cc(C)c1Cl
#
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
 19H  19H  '6-chloro-3-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-1H-indole-2-carboxylic acid'  ligand  45  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_19H
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
 19H  OAC  O   OH1   0  -0.605  -3.5272  -4.1182   0.8585
 19H  CAQ  C   C     0   0.488  -2.6249  -3.2904   0.3433
 19H  OAD  O   O     0  -0.433  -1.4869  -3.6107   0.0912
 19H  CAW  C   CR5   0   0.154  -3.1708  -1.9543   0.1184
 19H  NAO  N   NR15  0  -0.741  -4.4534  -1.6187   0.4915
 19H  CAY  C   CR56  0   0.363  -4.6865  -0.3269   0.1673
 19H  CAK  C   CR16  0  -0.268  -5.8328   0.4505   0.3510
 19H  CAT  C   CR6   0  -0.060  -5.7631   1.7511  -0.0897
 19H  CL2  CL  CL    0  -0.128  -7.1501   2.7759   0.1042
 19H  CAG  C   CR16  0  -0.225  -4.6155   2.2953  -0.6957
 19H  CAH  C   CR16  0  -0.363  -3.4963   1.5148  -0.8697
 19H  CAZ  C   CR56  0   0.048  -3.5168   0.1820  -0.4372
 19H  CAX  C   CR5   0   0.069  -2.5560  -0.8704  -0.4665
 19H  CAN  C   CH2   0  -0.542  -1.1670  -0.7546  -0.9989
 19H  CAL  C   CH2   0  -0.455  -0.1587  -0.4048   0.0971
 19H  CAM  C   CH2   0  -0.180   1.2387  -0.2801  -0.4725
 19H  OAP  O   O2    0  -0.478   2.1230   0.0153   0.5970
 19H  CAU  C   CR6   0   0.434   3.4340   0.1745   0.3374
 19H  CAI  C   CR16  0  -0.441   4.2526   0.4286   1.4367
 19H  CAR  C   CR6   0   0.209   5.6176   0.6186   1.2883
 19H  CAA  C   CH3   0  -0.723   6.4764   0.8942   2.4850
 19H  CAV  C   CR6   0  -0.218   6.1509   0.5452   0.0001
 19H  CL1  CL  CL    0  -0.138   7.8623   0.7826  -0.2129
 19H  CAS  C   CR6   0   0.219   5.3654   0.2889  -1.1170
 19H  CAB  C   CH3   0  -0.722   5.9503   0.2106  -2.4948
 19H  CAJ  C   CR16  0  -0.472   3.9958   0.1038  -0.9324
 19H  H1   H   HOH1  0   0.493  -3.1359  -4.9931   1.0012
 19H  H2   H   HNR5  0   0.417  -5.1133  -2.2364   0.9360
 19H  H3   H   HCR6  0   0.288  -6.7253   0.0505   0.8126
 19H  H4   H   HCR6  0   0.276  -4.6194   3.3261  -1.0216
 19H  H5   H   HCR6  0   0.259  -2.6141   1.9348  -1.3359
 19H  H6   H   HCH2  0   0.255  -0.8689  -1.6836  -1.4857
 19H  H7   H   HCH2  0   0.247  -1.1490   0.0193  -1.7713
 19H  H8   H   HCH2  0   0.241  -0.4474   0.5350   0.5746
 19H  H9   H   HCH2  0   0.244  -0.1740  -1.1801   0.8665
 19H  H10  H   HCH2  0   0.224   1.5340  -1.2158  -0.9617
 19H  H11  H   HCH2  0   0.224   1.2742   0.5131  -1.2284
 19H  H12  H   HCR6  0   0.260   3.8120   0.4795   2.4252
 19H  H13  H   HCH3  0   0.251   7.2564   0.1405   2.5998
 19H  H14  H   HCH3  0   0.251   6.9754   1.8611   2.4046
 19H  H15  H   HCH3  0   0.252   5.8790   0.9005   3.3949
 19H  H16  H   HCH3  0   0.251   6.6951  -0.5831  -2.5682
 19H  H17  H   HCH3  0   0.251   5.1757   0.0127  -3.2332
 19H  H18  H   HCH3  0   0.251   6.4473   1.1415  -2.7714
 19H  H19  H   HCR6  0   0.277   3.3872  -0.0889  -1.8056

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
 19H  CAB  CAS  single    1.499  0.020  1.499
 19H  CAJ  CAS  aromatic  1.394  0.020  1.394
 19H  CAJ  CAU  aromatic  1.390  0.020  1.390
 19H  CAN  CAX  single    1.492  0.020  1.492
 19H  CAN  CAL  single    1.530  0.020  1.530
 19H  CAH  CAG  aromatic  1.376  0.020  1.376
 19H  CAH  CAZ  aromatic  1.401  0.020  1.401
 19H  CAG  CAT  aromatic  1.407  0.020  1.407
 19H  CAS  CAV  aromatic  1.389  0.020  1.389
 19H  CAZ  CAX  aromatic  1.425  0.020  1.425
 19H  CAZ  CAY  aromatic  1.412  0.020  1.412
 19H  CAX  CAW  aromatic  1.377  0.020  1.377
 19H  CAT  CL2  single    1.735  0.020  1.735
 19H  CAT  CAK  aromatic  1.375  0.020  1.375
 19H  OAD  CAQ  double    1.209  0.020  1.209
 19H  OAP  CAU  single    1.346  0.020  1.346
 19H  OAP  CAM  single    1.419  0.020  1.419
 19H  CAY  CAK  aromatic  1.397  0.020  1.397
 19H  CAY  NAO  aromatic  1.352  0.020  1.352
 19H  CAW  NAO  aromatic  1.377  0.020  1.377
 19H  CAW  CAQ  single    1.461  0.020  1.461
 19H  CAU  CAI  aromatic  1.394  0.020  1.394
 19H  CAQ  OAC  single    1.328  0.020  1.328
 19H  CAL  CAM  single    1.514  0.020  1.514
 19H  CAV  CL1  single    1.741  0.020  1.741
 19H  CAV  CAR  aromatic  1.396  0.020  1.396
 19H  CAI  CAR  aromatic  1.386  0.020  1.386
 19H  CAR  CAA  single    1.499  0.020  1.499
 19H  OAC  H1   single    0.850  0.020  0.980
 19H  NAO  H2   single    0.860  0.020  1.020
 19H  CAK  H3   single    0.930  0.020  1.080
 19H  CAG  H4   single    0.930  0.020  1.080
 19H  CAH  H5   single    0.930  0.020  1.080
 19H  CAN  H6   single    0.970  0.020  1.090
 19H  CAN  H7   single    0.970  0.020  1.090
 19H  CAL  H8   single    0.970  0.020  1.090
 19H  CAL  H9   single    0.970  0.020  1.090
 19H  CAM  H10  single    0.970  0.020  1.090
 19H  CAM  H11  single    0.970  0.020  1.090
 19H  CAI  H12  single    0.930  0.020  1.080
 19H  CAA  H13  single    0.970  0.020  1.090
 19H  CAA  H14  single    0.970  0.020  1.090
 19H  CAA  H15  single    0.970  0.020  1.090
 19H  CAB  H16  single    0.970  0.020  1.090
 19H  CAB  H17  single    0.970  0.020  1.090
 19H  CAB  H18  single    0.970  0.020  1.090
 19H  CAJ  H19  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
 19H  H1   OAC  CAQ  110.21  3.000
 19H  CAW  CAQ  OAD  124.20  3.000
 19H  CAW  CAQ  OAC  112.07  3.000
 19H  OAD  CAQ  OAC  123.72  3.000
 19H  CAX  CAW  NAO  109.83  3.000
 19H  NAO  CAW  CAQ  121.95  3.000
 19H  CAX  CAW  CAQ  128.22  3.000
 19H  H2   NAO  CAY  125.36  3.000
 19H  H2   NAO  CAW  125.47  3.000
 19H  CAY  NAO  CAW  109.17  3.000
 19H  CAZ  CAY  CAK  122.38  3.000
 19H  CAK  CAY  NAO  129.90  3.000
 19H  CAZ  CAY  NAO  107.71  3.000
 19H  H3   CAK  CAT  121.90  3.000
 19H  H3   CAK  CAY  121.83  3.000
 19H  CAT  CAK  CAY  116.27  3.000
 19H  CAG  CAT  CL2  118.14  3.000
 19H  CL2  CAT  CAK  118.83  3.000
 19H  CAG  CAT  CAK  123.03  3.000
 19H  H4   CAG  CAH  120.39  3.000
 19H  H4   CAG  CAT  119.71  3.000
 19H  CAH  CAG  CAT  119.91  3.000
 19H  H5   CAH  CAZ  120.92  3.000
 19H  H5   CAH  CAG  119.83  3.000
 19H  CAZ  CAH  CAG  119.26  3.000
 19H  CAX  CAZ  CAH  133.32  3.000
 19H  CAX  CAZ  CAY  107.53  3.000
 19H  CAH  CAZ  CAY  119.15  3.000
 19H  CAN  CAX  CAZ  125.28  3.000
 19H  CAZ  CAX  CAW  105.76  3.000
 19H  CAN  CAX  CAW  128.94  3.000
 19H  H7   CAN  H6   106.45  3.000
 19H  H7   CAN  CAL  109.47  3.000
 19H  H6   CAN  CAL  109.54  3.000
 19H  H7   CAN  CAX  108.80  3.000
 19H  H6   CAN  CAX  110.35  3.000
 19H  CAL  CAN  CAX  112.07  3.000
 19H  H9   CAL  H8   107.39  3.000
 19H  H9   CAL  CAM  109.66  3.000
 19H  H8   CAL  CAM  109.71  3.000
 19H  H9   CAL  CAN  109.45  3.000
 19H  H8   CAL  CAN  109.60  3.000
 19H  CAM  CAL  CAN  110.95  3.000
 19H  H11  CAM  H10  107.52  3.000
 19H  H11  CAM  OAP  110.42  3.000
 19H  H10  CAM  OAP  110.25  3.000
 19H  H11  CAM  CAL  110.42  3.000
 19H  H10  CAM  CAL  110.25  3.000
 19H  OAP  CAM  CAL  107.99  3.000
 19H  CAU  OAP  CAM  119.10  3.000
 19H  CAJ  CAU  CAI  119.48  3.000
 19H  CAI  CAU  OAP  116.20  3.000
 19H  CAJ  CAU  OAP  124.32  3.000
 19H  H12  CAI  CAR  119.45  3.000
 19H  H12  CAI  CAU  119.29  3.000
 19H  CAR  CAI  CAU  121.26  3.000
 19H  CAV  CAR  CAA  121.85  3.000
 19H  CAA  CAR  CAI  120.27  3.000
 19H  CAV  CAR  CAI  117.88  3.000
 19H  H15  CAA  H14  107.91  3.000
 19H  H15  CAA  H13  107.97  3.000
 19H  H14  CAA  H13  107.04  3.000
 19H  H15  CAA  CAR  110.74  3.000
 19H  H14  CAA  CAR  111.48  3.000
 19H  H13  CAA  CAR  111.52  3.000
 19H  CAS  CAV  CL1  118.85  3.000
 19H  CL1  CAV  CAR  118.76  3.000
 19H  CAS  CAV  CAR  122.39  3.000
 19H  CAJ  CAS  CAB  119.87  3.000
 19H  CAJ  CAS  CAV  118.25  3.000
 19H  CAB  CAS  CAV  121.87  3.000
 19H  H18  CAB  H17  107.91  3.000
 19H  H18  CAB  H16  107.02  3.000
 19H  H17  CAB  H16  107.94  3.000
 19H  H18  CAB  CAS  111.49  3.000
 19H  H17  CAB  CAS  110.82  3.000
 19H  H16  CAB  CAS  111.49  3.000
 19H  H19  CAJ  CAS  118.00  3.000
 19H  H19  CAJ  CAU  121.26  3.000
 19H  CAS  CAJ  CAU  120.74  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
 19H  CONST_01  CAH  CAZ  CAX  CAW   180.00   0.0  0
 19H  CONST_02  CAY  CAZ  CAX  CAW     0.00   0.0  0
 19H  CONST_03  CAZ  CAY  NAO  CAW     0.00   0.0  0
 19H  CONST_04  CAK  CAY  NAO  CAW   180.00   0.0  0
 19H  CONST_05  CAH  CAZ  CAY  NAO   180.00   0.0  0
 19H  CONST_06  CAX  CAZ  CAY  NAO     0.00   0.0  0
 19H  CONST_07  CAT  CAK  CAY  NAO   180.00   0.0  0
 19H  CONST_08  CAZ  CAX  CAW  NAO     0.00   0.0  0
 19H  CONST_09  CAG  CAH  CAZ  CAY     0.00   0.0  0
 19H  CONST_10  CAG  CAT  CAK  CAY     0.00   0.0  0
 19H  CONST_11  CAX  CAW  NAO  CAY     0.00   0.0  0
 19H  CONST_12  CAH  CAG  CAT  CAK     0.00   0.0  0
 19H  CONST_13  CAH  CAZ  CAY  CAK     0.00   0.0  0
 19H  CONST_14  CAX  CAZ  CAY  CAK   180.00   0.0  0
 19H  CONST_15  CAZ  CAH  CAG  CAT     0.00   0.0  0
 19H  CONST_16  CAZ  CAY  CAK  CAT     0.00   0.0  0
 19H  CONST_17  CAX  CAZ  CAH  CAG   180.00   0.0  0
 19H  CONST_18  CAV  CAS  CAJ  CAU     0.00   0.0  0
 19H  CONST_19  CAV  CAR  CAI  CAU     0.00   0.0  0
 19H  CONST_20  CAS  CAJ  CAU  CAI     0.00   0.0  0
 19H  CONST_21  CAS  CAV  CAR  CAI     0.00   0.0  0
 19H  CONST_22  CAJ  CAS  CAV  CAR     0.00   0.0  0
 19H  CONST_23  CAJ  CAU  CAI  CAR     0.00   0.0  0
 19H  CONST_24  CAZ  CAX  CAW  CAQ   180.00   0.0  0
 19H  CONST_25  CAY  NAO  CAW  CAQ   180.00   0.0  0
 19H  CONST_26  CAN  CAX  CAW  NAO   180.00   0.0  0
 19H  CONST_27  CAN  CAX  CAZ  CAY   180.00   0.0  0
 19H  CONST_28  CL2  CAT  CAK  CAY   180.00   0.0  0
 19H  CONST_29  CAH  CAG  CAT  CL2   180.00   0.0  0
 19H  CONST_30  CAN  CAX  CAZ  CAH     0.00   0.0  0
 19H  CONST_31  CAS  CAJ  CAU  OAP   180.00   0.0  0
 19H  CONST_32  CAR  CAI  CAU  OAP   180.00   0.0  0
 19H  CONST_33  CAB  CAS  CAJ  CAU   180.00   0.0  0
 19H  CONST_34  CAA  CAR  CAI  CAU   180.00   0.0  0
 19H  CONST_35  CL1  CAV  CAR  CAI   180.00   0.0  0
 19H  CONST_36  CAB  CAS  CAV  CAR   180.00   0.0  0
 19H  CONST_37  CAS  CAV  CAR  CAA   180.00   0.0  0
 19H  CONST_38  CAJ  CAS  CAV  CL1   180.00   0.0  0
 19H  CONST_39  H3   CAK  CAY  NAO     0.00   0.0  0
 19H  CONST_40  H5   CAH  CAZ  CAY   180.00   0.0  0
 19H  CONST_41  H4   CAG  CAT  CAK   180.00   0.0  0
 19H  CONST_42  H2   NAO  CAY  CAK     0.00   0.0  0
 19H  CONST_43  H19  CAJ  CAU  CAI   180.00   0.0  0
 19H  CONST_44  H12  CAI  CAR  CAV   180.00   0.0  0
 19H  CONST_45  H1   OAC  CAQ  CAW   180.00   0.0  0
 19H  Var_01    CAX  CAW  CAQ  OAC  -175.99  30.0  2
 19H  Var_02    CAL  CAN  CAX  CAW   -84.73  30.0  2
 19H  Var_03    CAJ  CAU  OAP  CAM     1.77  30.0  2
 19H  Var_04    H13  CAA  CAR  CAI   120.96  30.0  2
 19H  Var_05    H16  CAB  CAS  CAV    60.34  30.0  2
 19H  Var_06    CAM  CAL  CAN  CAX  -179.43  30.0  3
 19H  Var_07    H10  CAM  OAP  CAU    59.52  30.0  3
 19H  Var_08    OAP  CAM  CAL  CAN  -178.76  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
 19H  plan-1  OAP  0.020
 19H  plan-1  CAU  0.020
 19H  plan-1  CAI  0.020
 19H  plan-1  CAR  0.020
 19H  plan-1  CAA  0.020
 19H  plan-1  CAV  0.020
 19H  plan-1  CL1  0.020
 19H  plan-1  CAS  0.020
 19H  plan-1  CAB  0.020
 19H  plan-1  CAJ  0.020
 19H  plan-1  H12  0.020
 19H  plan-1  H19  0.020
 19H  plan-2  CAQ  0.020
 19H  plan-2  CAW  0.020
 19H  plan-2  NAO  0.020
 19H  plan-2  CAY  0.020
 19H  plan-2  CAK  0.020
 19H  plan-2  CAT  0.020
 19H  plan-2  CL2  0.020
 19H  plan-2  CAG  0.020
 19H  plan-2  CAH  0.020
 19H  plan-2  CAZ  0.020
 19H  plan-2  CAX  0.020
 19H  plan-2  CAN  0.020
 19H  plan-2  H2   0.020
 19H  plan-2  H3   0.020
 19H  plan-2  H4   0.020
 19H  plan-2  H5   0.020
 19H  plan-3  OAC  0.020
 19H  plan-3  CAQ  0.020
 19H  plan-3  OAD  0.020
 19H  plan-3  CAW  0.020
 19H  plan-3  H1   0.020

