# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 14:18:25 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: (2R)-2-(4-chloro-3-{[3-(6-methoxy-1,2-benzisoxazol-3-yl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(onc2c3c(C)n(Cc4cc(O[C@H](C)C(O)=O)ccc4Cl)c5cc(OC(F)(F)F)ccc35)c1
#
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
 C03  C03  '(2R)-2-(4-chloro-3-{[3-(6-methoxy-1,2-benzisoxazol-3-yl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)propanoic acid'  ligand  61  40  .  2021-08-07  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C03
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
 C03  C1    C   C1     0  -0.307   -4.3768  -12.3337  -0.8671
 C03  C2    C   C1     0  -0.399   -5.6847  -12.7289  -1.0616
 C03  C3    C   CR5    0   0.099   -6.4945  -11.9984  -1.9340
 C03  C4    C   CR5    0   0.346   -5.9537  -10.8785  -2.5927
 C03  C5    C   C1     0  -0.362   -4.6406  -10.4626  -2.4055
 C03  C6    C   C      0   0.317   -3.8797  -11.2128  -1.5364
 C03  C10   C   CR5    0  -0.047   -7.8683  -12.0806  -2.3347
 C03  C11   C   CR5    0   0.337   -8.1041  -11.0350  -3.1953
 C03  N12   N   NR5    0  -0.579   -6.9426  -10.3259  -3.3646
 C03  C13   C   CR5    0   0.154   -8.8242  -13.0828  -1.9011
 C03  C14   C   CH3    0  -0.751   -9.3455  -10.6552  -3.9137
 C03  C18   C   CH2    0  -0.378   -6.8393   -9.0883  -4.0942
 C03  O19   O   O2     0  -0.534   -2.5409  -10.8752  -1.3597
 C03  C20   C   CT     0   1.073   -2.2333  -10.0092  -0.3846
 C03  F21   F   F      0  -0.289   -2.8017   -8.8188  -0.5503
 C03  F22   F   F      0  -0.286   -0.9150   -9.8460  -0.4053
 C03  F23   F   F      0  -0.297   -2.5758  -10.4483   0.8256
 C03  C24   C   CR6    0   0.182   -7.3066   -7.8907  -3.2974
 C03  C27   C   CR16   0  -0.428   -7.4189   -7.9600  -1.9127
 C03  C28   C   CR6    0   0.455   -7.8682   -6.8721  -1.1671
 C03  C29   C   CR16   0  -0.385   -8.2079   -5.6922  -1.8310
 C03  C30   C   CR16   0  -0.183   -8.0828   -5.6055  -3.2037
 C03  C31   C   CR6    0  -0.155   -7.6303   -6.6970  -3.9301
 C03  CL1   CL  CL     0  -0.137   -7.4697   -6.5470  -5.6559
 C03  O36   O   O2     0  -0.480   -8.0526   -6.8891   0.1571
 C03  C37   C   CH1    0  -0.119   -7.5129   -7.9572   0.9310
 C03  C38   C   CH3    0  -0.676   -8.0570   -7.7787   2.3378
 C03  C42   C   C      0   0.413   -5.9601   -7.9535   0.9432
 C03  O44   O   O      0  -0.595   -5.3952   -6.9487   0.4838
 C03  O45   O   OC    -1  -0.596   -5.4556   -8.9595   1.4693
 C03  N46   N   N      0  -0.164  -10.0244  -12.7603  -1.5159
 C03  O47   O   O      0  -0.373  -10.6923  -13.9219  -1.1948
 C03  C48   C   CR5    0   0.451   -9.8675  -14.9603  -1.3772
 C03  C49   C   CR5    0  -0.151   -8.6442  -14.5022  -1.8341
 C03  C50   C   C1     0  -0.502  -10.1712  -16.2991  -1.1648
 C03  C51   C   C      0   0.393   -9.1528  -17.1979  -1.4513
 C03  C52   C   C1     0  -0.343   -7.8983  -16.7576  -1.9403
 C03  C53   C   C1     0  -0.307   -7.6370  -15.4244  -2.1369
 C03  O57   O   O2     0  -0.462   -9.2679  -18.5234  -1.2991
 C03  C58   C   CH3    0  -0.442  -10.4867  -19.0475  -0.8047
 C03  H1    H   H      0   0.270   -3.7323  -12.8925  -0.2022
 C03  H2    H   H      0   0.257   -6.0692  -13.5881  -0.5271
 C03  H5    H   H      0   0.278   -4.2286   -9.5994  -2.9109
 C03  H141  H   HCH3   0   0.263   -9.1813  -10.6002  -4.9913
 C03  H142  H   HCH3   0   0.272  -10.1296  -11.3838  -3.7289
 C03  H143  H   HCH3   0   0.262   -9.7163   -9.6805  -3.5886
 C03  H181  H   HCH2   0   0.288   -7.4171   -9.1775  -5.0142
 C03  H182  H   HCH2   0   0.302   -5.8037   -8.9544  -4.4121
 C03  H27   H   HCR6   0   0.282   -7.1483   -8.8818  -1.4178
 C03  H29   H   HCR6   0   0.266   -8.5668   -4.8402  -1.2678
 C03  H30   H   HCR6   0   0.278   -8.3418   -4.6855  -3.7101
 C03  H37   H   HCH1   0   0.215   -7.8750   -8.9177   0.5425
 C03  H381  H   HCH3   0   0.233   -7.7090   -8.5937   2.9693
 C03  H382  H   HCH3   0   0.232   -9.1477   -7.7868   2.3490
 C03  H383  H   HCH3   0   0.226   -7.7168   -6.8398   2.7790
 C03  H50   H   H      0   0.301  -11.1436  -16.6007  -0.8027
 C03  H52   H   H      0   0.274   -7.1425  -17.5000  -2.1614
 C03  H53   H   H      0   0.272   -6.6773  -15.1055  -2.5207
 C03  H581  H   HCH3   0   0.234  -11.3237  -18.8225  -1.4702
 C03  H582  H   HCH3   0   0.235  -10.7144  -18.6672   0.1942
 C03  H583  H   HCH3   0   0.267  -10.3593  -20.1253  -0.7516

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
 C03  C1   C2    aromatic  1.380  0.020  1.380
 C03  C1   C6    aromatic  1.397  0.020  1.397
 C03  C1   H1    single    0.930  0.020  1.080
 C03  C2   C3    aromatic  1.397  0.020  1.397
 C03  C2   H2    single    0.930  0.020  1.080
 C03  C3   C10   single    1.433  0.020  1.433
 C03  C3   C4    aromatic  1.407  0.020  1.407
 C03  C4   N12   single    1.371  0.020  1.371
 C03  C4   C5    aromatic  1.390  0.020  1.390
 C03  C5   C6    aromatic  1.377  0.020  1.377
 C03  C5   H5    single    0.930  0.020  1.080
 C03  C6   O19   single    1.392  0.020  1.392
 C03  C10  C11   double    1.375  0.020  1.375
 C03  C10  C13   single    1.451  0.020  1.451
 C03  C11  C14   single    1.484  0.020  1.484
 C03  C11  N12   single    1.371  0.020  1.371
 C03  N12  C18   single    1.440  0.020  1.440
 C03  C13  N46   double    1.301  0.020  1.301
 C03  C13  C49   single    1.432  0.020  1.432
 C03  C14  H141  single    0.970  0.020  1.090
 C03  C14  H142  single    0.970  0.020  1.090
 C03  C14  H143  single    0.970  0.020  1.090
 C03  C18  C24   single    1.512  0.020  1.512
 C03  C18  H181  single    0.970  0.020  1.090
 C03  C18  H182  single    0.970  0.020  1.090
 C03  O19  C20   single    1.340  0.020  1.340
 C03  C20  F22   single    1.329  0.020  1.329
 C03  C20  F21   single    1.330  0.020  1.330
 C03  C20  F23   single    1.332  0.020  1.332
 C03  C24  C31   aromatic  1.389  0.020  1.389
 C03  C24  C27   aromatic  1.391  0.020  1.391
 C03  C27  C28   aromatic  1.393  0.020  1.393
 C03  C27  H27   single    0.930  0.020  1.080
 C03  C28  C29   aromatic  1.396  0.020  1.396
 C03  C28  O36   single    1.337  0.020  1.337
 C03  C29  C30   aromatic  1.381  0.020  1.381
 C03  C29  H29   single    0.930  0.020  1.080
 C03  C30  C31   aromatic  1.387  0.020  1.387
 C03  C30  H30   single    0.930  0.020  1.080
 C03  C31  CL1   single    1.740  0.020  1.740
 C03  O36  C37   single    1.425  0.020  1.425
 C03  C37  C42   single    1.553  0.020  1.553
 C03  C37  C38   single    1.519  0.020  1.519
 C03  C37  H37   single    0.970  0.020  1.090
 C03  C38  H381  single    0.970  0.020  1.090
 C03  C38  H382  single    0.970  0.020  1.090
 C03  C38  H383  single    0.970  0.020  1.090
 C03  C42  O44   deloc     1.241  0.020  1.241
 C03  C42  O45   deloc     1.242  0.020  1.242
 C03  N46  O47   single    1.378  0.020  1.378
 C03  O47  C48   single    1.339  0.020  1.339
 C03  C48  C49   aromatic  1.384  0.020  1.384
 C03  C48  C50   aromatic  1.389  0.020  1.389
 C03  C49  C53   aromatic  1.399  0.020  1.399
 C03  C50  C51   aromatic  1.388  0.020  1.388
 C03  C50  H50   single    0.930  0.020  1.080
 C03  C51  C52   aromatic  1.417  0.020  1.417
 C03  C51  O57   single    1.339  0.020  1.339
 C03  C52  C53   aromatic  1.373  0.020  1.373
 C03  C52  H52   single    0.930  0.020  1.080
 C03  C53  H53   single    0.930  0.020  1.080
 C03  O57  C58   single    1.416  0.020  1.416
 C03  C58  H581  single    0.970  0.020  1.090
 C03  C58  H582  single    0.970  0.020  1.090
 C03  C58  H583  single    0.970  0.020  1.090

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
 C03  H1    C1   C6    119.80  3.000
 C03  H1    C1   C2    120.23  3.000
 C03  C6    C1   C2    119.96  3.000
 C03  H2    C2   C3    121.18  3.000
 C03  H2    C2   C1    119.62  3.000
 C03  C3    C2   C1    119.20  3.000
 C03  C10   C3   C4    106.45  3.000
 C03  C4    C3   C2    119.07  3.000
 C03  C10   C3   C2    134.45  3.000
 C03  N12   C4   C5    129.55  3.000
 C03  C5    C4   C3    122.55  3.000
 C03  N12   C4   C3    107.88  3.000
 C03  H5    C5   C6    121.26  3.000
 C03  H5    C5   C4    122.38  3.000
 C03  C6    C5   C4    116.35  3.000
 C03  O19   C6   C5    118.64  3.000
 C03  O19   C6   C1    118.43  3.000
 C03  C5    C6   C1    122.87  3.000
 C03  C13   C10  C11   126.82  3.000
 C03  C13   C10  C3    125.97  3.000
 C03  C11   C10  C3    107.21  3.000
 C03  C14   C11  N12   121.10  3.000
 C03  N12   C11  C10   108.98  3.000
 C03  C14   C11  C10   129.90  3.000
 C03  C18   N12  C11   124.58  3.000
 C03  C18   N12  C4    125.44  3.000
 C03  C11   N12  C4    109.46  3.000
 C03  C49   C13  N46   110.35  3.000
 C03  C49   C13  C10   127.99  3.000
 C03  N46   C13  C10   121.66  3.000
 C03  H143  C14  H142  107.64  3.000
 C03  H143  C14  H141  107.46  3.000
 C03  H142  C14  H141  108.08  3.000
 C03  H143  C14  C11   111.61  3.000
 C03  H142  C14  C11   110.48  3.000
 C03  H141  C14  C11   111.41  3.000
 C03  H182  C18  H181  105.49  3.000
 C03  H182  C18  C24   110.46  3.000
 C03  H181  C18  C24   110.23  3.000
 C03  H182  C18  N12   108.72  3.000
 C03  H181  C18  N12   108.61  3.000
 C03  C24   C18  N12   113.04  3.000
 C03  C20   O19  C6    118.03  3.000
 C03  F23   C20  F22   108.05  3.000
 C03  F23   C20  F21   107.36  3.000
 C03  F22   C20  F21   108.20  3.000
 C03  F23   C20  O19   112.90  3.000
 C03  F21   C20  O19   112.94  3.000
 C03  F22   C20  O19   107.21  3.000
 C03  C31   C24  C27   118.51  3.000
 C03  C27   C24  C18   120.66  3.000
 C03  C31   C24  C18   120.82  3.000
 C03  H27   C27  C28   120.11  3.000
 C03  H27   C27  C24   118.57  3.000
 C03  C28   C27  C24   121.32  3.000
 C03  O36   C28  C29   116.62  3.000
 C03  O36   C28  C27   124.37  3.000
 C03  C29   C28  C27   118.95  3.000
 C03  H29   C29  C30   119.85  3.000
 C03  H29   C29  C28   119.91  3.000
 C03  C30   C29  C28   120.24  3.000
 C03  H30   C30  C31   120.15  3.000
 C03  H30   C30  C29   119.80  3.000
 C03  C31   C30  C29   120.05  3.000
 C03  CL1   C31  C30   118.80  3.000
 C03  CL1   C31  C24   120.29  3.000
 C03  C30   C31  C24   120.91  3.000
 C03  C37   O36  C28   119.67  3.000
 C03  H37   C37  C42   109.56  3.000
 C03  H37   C37  C38   108.20  3.000
 C03  C42   C37  C38   110.53  3.000
 C03  H37   C37  O36   109.80  3.000
 C03  C38   C37  O36   106.21  3.000
 C03  C42   C37  O36   112.41  3.000
 C03  H383  C38  H382  108.29  3.000
 C03  H383  C38  H381  108.06  3.000
 C03  H382  C38  H381  107.95  3.000
 C03  H383  C38  C37   111.33  3.000
 C03  H382  C38  C37   111.52  3.000
 C03  H381  C38  C37   109.57  3.000
 C03  O45   C42  O44   128.88  3.000
 C03  O45   C42  C37   114.05  3.000
 C03  O44   C42  C37   117.01  3.000
 C03  O47   N46  C13   107.89  3.000
 C03  C48   O47  N46   108.88  3.000
 C03  C50   C48  C49   124.25  3.000
 C03  C50   C48  O47   126.31  3.000
 C03  C49   C48  O47   109.44  3.000
 C03  C53   C49  C48   119.32  3.000
 C03  C53   C49  C13   137.20  3.000
 C03  C48   C49  C13   103.44  3.000
 C03  H50   C50  C51   123.27  3.000
 C03  H50   C50  C48   121.13  3.000
 C03  C51   C50  C48   115.60  3.000
 C03  O57   C51  C52   115.03  3.000
 C03  O57   C51  C50   123.67  3.000
 C03  C52   C51  C50   121.30  3.000
 C03  H52   C52  C53   120.27  3.000
 C03  H52   C52  C51   118.40  3.000
 C03  C53   C52  C51   121.32  3.000
 C03  H53   C53  C52   120.39  3.000
 C03  H53   C53  C49   121.42  3.000
 C03  C52   C53  C49   118.19  3.000
 C03  C58   O57  C51   118.69  3.000
 C03  H583  C58  H582  108.96  3.000
 C03  H583  C58  H581  108.89  3.000
 C03  H582  C58  H581  108.99  3.000
 C03  H583  C58  O57   106.46  3.000
 C03  H582  C58  O57   111.70  3.000
 C03  H581  C58  O57   111.75  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
 C03  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 C03  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 C03  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 C03  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 C03  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 C03  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 C03  CONST_07  C29   C30  C31  C24     0.00   0.0  0
 C03  CONST_08  C29   C28  C27  C24     0.00   0.0  0
 C03  CONST_09  C30   C31  C24  C27     0.00   0.0  0
 C03  CONST_10  C30   C29  C28  C27     0.00   0.0  0
 C03  CONST_11  C31   C24  C27  C28     0.00   0.0  0
 C03  CONST_12  C31   C30  C29  C28     0.00   0.0  0
 C03  CONST_13  C52   C53  C49  C48     0.00   0.0  0
 C03  CONST_14  C52   C51  C50  C48     0.00   0.0  0
 C03  CONST_15  C51   C50  C48  C49     0.00   0.0  0
 C03  CONST_16  C51   C52  C53  C49     0.00   0.0  0
 C03  CONST_17  C53   C49  C48  C50     0.00   0.0  0
 C03  CONST_18  C53   C52  C51  C50     0.00   0.0  0
 C03  CONST_19  O19   C6   C1   C2    180.00   0.0  0
 C03  CONST_20  O19   C6   C5   C4    180.00   0.0  0
 C03  CONST_21  C30   C31  C24  C18   180.00   0.0  0
 C03  CONST_22  C28   C27  C24  C18   180.00   0.0  0
 C03  CONST_23  O36   C28  C27  C24   180.00   0.0  0
 C03  CONST_24  CL1   C31  C24  C27   180.00   0.0  0
 C03  CONST_25  CL1   C31  C30  C29   180.00   0.0  0
 C03  CONST_26  O36   C28  C29  C30   180.00   0.0  0
 C03  CONST_27  O57   C51  C50  C48   180.00   0.0  0
 C03  CONST_28  O57   C51  C52  C53   180.00   0.0  0
 C03  CONST_29  H5    C5   C6   C1    180.00   0.0  0
 C03  CONST_30  H1    C1   C2   C3    180.00   0.0  0
 C03  CONST_31  H2    C2   C3   C4    180.00   0.0  0
 C03  CONST_32  H53   C53  C49  C13     0.00   0.0  0
 C03  CONST_33  H30   C30  C31  C24   180.00   0.0  0
 C03  CONST_34  H29   C29  C28  C27   180.00   0.0  0
 C03  CONST_35  H27   C27  C28  C29   180.00   0.0  0
 C03  CONST_36  H50   C50  C48  O47     0.00   0.0  0
 C03  CONST_37  H52   C52  C53  C49   180.00   0.0  0
 C03  Var_01    N46   C13  C10  C3    134.04  30.0  2
 C03  Var_02    C24   C18  N12  C4    -91.41  30.0  3
 C03  Var_03    C31   C24  C18  N12  -162.04  30.0  2
 C03  Var_04    H141  C14  C11  C10  -123.72  30.0  3
 C03  Var_05    F22   C20  O19  C6    179.83  30.0  3
 C03  Var_06    H581  C58  O57  C51    61.80  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
 C03  chir_01  C37  O36  C42  C38  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
 C03  plan-1  C18  0.020
 C03  plan-1  C24  0.020
 C03  plan-1  C27  0.020
 C03  plan-1  C28  0.020
 C03  plan-1  C29  0.020
 C03  plan-1  C30  0.020
 C03  plan-1  C31  0.020
 C03  plan-1  CL1  0.020
 C03  plan-1  O36  0.020
 C03  plan-1  H27  0.020
 C03  plan-1  H29  0.020
 C03  plan-1  H30  0.020
 C03  plan-2  C1   0.020
 C03  plan-2  C2   0.020
 C03  plan-2  C3   0.020
 C03  plan-2  C4   0.020
 C03  plan-2  C5   0.020
 C03  plan-2  C6   0.020
 C03  plan-2  C10  0.020
 C03  plan-2  C11  0.020
 C03  plan-2  N12  0.020
 C03  plan-2  C13  0.020
 C03  plan-2  C14  0.020
 C03  plan-2  C18  0.020
 C03  plan-2  O19  0.020
 C03  plan-2  H1   0.020
 C03  plan-2  H2   0.020
 C03  plan-2  H5   0.020
 C03  plan-3  C10  0.020
 C03  plan-3  C13  0.020
 C03  plan-3  N46  0.020
 C03  plan-3  O47  0.020
 C03  plan-3  C48  0.020
 C03  plan-3  C49  0.020
 C03  plan-3  C50  0.020
 C03  plan-3  C51  0.020
 C03  plan-3  C52  0.020
 C03  plan-3  C53  0.020
 C03  plan-3  O57  0.020
 C03  plan-3  H50  0.020
 C03  plan-3  H52  0.020
 C03  plan-3  H53  0.020
 C03  plan-4  C37  0.020
 C03  plan-4  C42  0.020
 C03  plan-4  O44  0.020
 C03  plan-4  O45  0.020

