# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 05:18:17 2022
#   Inital geometry file: a 147 line input string
#   Ligand name: (2~{S})-2-ethoxy-3-[4-[2-[2-methyl-5-(4-methylsulfanylphenyl)pyrrol-1-yl]ethoxy]phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[C@@H](Cc1ccc(OCCn2c(C)ccc2c3ccc(SC)cc3)cc1)C(O)=O
#
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
 EWR  EWR  '(2~{S})-2-ethoxy-3-[4-[2-[2-methyl-5-(4-methylsulfanylphenyl)pyrrol-1-yl]ethoxy]phenyl]propanoic acid'  ligand  59  31  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EWR
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
 EWR  C07   C  CH2    0  -0.365   8.2760   3.2163   -8.1016
 EWR  C08   C  C      0   0.294  10.3230   4.1456   -9.2095
 EWR  C09   C  C      0   0.318   9.7798   2.0227   -9.6920
 EWR  C10   C  CH2    0  -0.179   8.7385   3.1697   -6.6600
 EWR  C11   C  C1     0  -0.390  11.3318   3.6264   -9.9834
 EWR  C12   C  C1     0  -0.392  10.9844   2.2904  -10.2942
 EWR  C13   C  CR6    0   0.033  10.2072   5.4937   -8.6469
 EWR  C14   C  CH3    0  -0.757   8.9911   0.7610   -9.7039
 EWR  C16   C  CR6    0   0.121  11.3911   1.0716   -2.9028
 EWR  C17   C  CH1    0  -0.023  13.6706   1.0202   -1.8083
 EWR  C18   C  CR6    0   0.374  10.0145   1.7154   -5.2727
 EWR  C19   C  CR16   0  -0.292   9.0789   6.2930   -8.8533
 EWR  C20   C  CR16   0  -0.281  11.2546   6.0323   -7.9021
 EWR  C21   C  CR16   0  -0.303  10.7879   2.3104   -3.0766
 EWR  C22   C  CR16   0  -0.284  11.2768   0.1497   -3.9445
 EWR  C23   C  CR16   0  -0.365  10.0995   2.6424   -4.2393
 EWR  C24   C  CR16   0  -0.336  10.6020   0.4600   -5.1113
 EWR  C25   C  CR16   0  -0.252   8.9929   7.5625   -8.3133
 EWR  C26   C  CR16   0  -0.243  11.1842   7.3109   -7.3667
 EWR  C27   C  CR6    0  -0.120  10.0444   8.0861   -7.5572
 EWR  C28   C  C      0   0.365  14.3615   0.9299   -0.4217
 EWR  C30   C  CH3    0  -0.688  15.8231  -0.6154   -4.2918
 EWR  N06   N  N      0  -0.498   9.3742   3.1602   -9.0436
 EWR  O02   O  O2     0  -0.472   9.3874   1.9353   -6.4484
 EWR  O03   O  O2     0  -0.484  14.1559   0.1052   -2.7568
 EWR  O04   O  O      0  -0.594  15.0095  -0.0984   -0.1603
 EWR  O05   O  OC    -1  -0.611  14.1606   1.9141    0.3184
 EWR  S01   S  S2     0   0.042   9.8232   9.7068   -6.9091
 EWR  H071  H  HCH2   0   0.276   7.6968   4.1278   -8.2428
 EWR  H072  H  HCH2   0   0.283   7.5973   2.3897   -8.3078
 EWR  H101  H  HCH2   0   0.233   9.4133   4.0081   -6.4587
 EWR  H102  H  HCH2   0   0.238   7.8696   3.2755   -6.0003
 EWR  H111  H  H      0   0.238  12.2019   4.1696  -10.3195
 EWR  H121  H  H      0   0.236  11.5427   1.5974  -10.9047
 EWR  H142  H  HCH3   0   0.246   8.8750   0.3310   -8.7078
 EWR  H141  H  HCH3   0   0.245   7.9895   0.9001  -10.1166
 EWR  H143  H  HCH3   0   0.258   9.5009   0.0250  -10.3231
 EWR  H151  H  HCH2   0   0.247  11.8012   1.3895   -0.8362
 EWR  H152  H  HCH2   0   0.237  12.0155  -0.2741   -1.3503
 EWR  H171  H  HCH1   0   0.186  13.8001   2.0511   -2.1770
 EWR  H191  H  HCR6   0   0.259   8.2587   5.9302   -9.4604
 EWR  H201  H  HCR6   0   0.251  12.1405   5.4361   -7.7220
 EWR  H211  H  HCR6   0   0.245  10.8486   3.0467   -2.2830
 EWR  H221  H  HCR6   0   0.239  11.7170  -0.8340   -3.8417
 EWR  H231  H  HCR6   0   0.271   9.6402   3.6191   -4.3123
 EWR  H241  H  HCR6   0   0.254  10.5251  -0.2683   -5.9097
 EWR  H251  H  HCR6   0   0.263   8.1028   8.1547   -8.4898
 EWR  H261  H  HCR6   0   0.264  12.0225   7.6799   -6.7921
 EWR  H292  H  HCH2   0   0.191  16.1697   0.5211   -2.5030
 EWR  H291  H  HCH2   0   0.183  15.3665   1.4244   -3.7849
 EWR  H303  H  HCH3   0   0.225  16.7905  -0.3625   -4.7258
 EWR  H302  H  HCH3   0   0.224  15.9152  -1.5940   -3.8191
 EWR  H301  H  HCH3   0   0.223  15.1020  -0.6953   -5.1064
 EWR  H313  H  HCH3   0   0.293  11.2162  10.9935   -5.5284
 EWR  H312  H  HCH3   0   0.275  11.4560   9.2796   -5.1685
 EWR  H311  H  HCH3   0   0.274  12.2120  10.0108   -6.6085
 EWR  C31   C  CH3    0  -0.795  11.3304  10.0053   -5.9700
 EWR  C29   C  CH2    0  -0.139  15.4112   0.4424   -3.2912
 EWR  C15   C  CH2    0  -0.543  12.1675   0.7665   -1.6535

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
 EWR  C19  C25   aromatic  1.382  0.020  1.382
 EWR  C19  C13   aromatic  1.398  0.020  1.398
 EWR  C11  C12   aromatic  1.415  0.020  1.415
 EWR  C11  C08   aromatic  1.373  0.020  1.373
 EWR  C12  C09   aromatic  1.373  0.020  1.373
 EWR  C25  C27   aromatic  1.397  0.020  1.397
 EWR  C08  C13   single    1.465  0.020  1.465
 EWR  C08  N06   aromatic  1.378  0.020  1.378
 EWR  C09  C14   single    1.488  0.020  1.488
 EWR  C09  N06   aromatic  1.371  0.020  1.371
 EWR  C13  C20   aromatic  1.393  0.020  1.393
 EWR  N06  C07   single    1.448  0.020  1.448
 EWR  C27  S01   single    1.759  0.020  1.759
 EWR  C27  C26   aromatic  1.392  0.020  1.392
 EWR  S01  C31   single    1.801  0.020  1.801
 EWR  C07  C10   single    1.515  0.020  1.515
 EWR  C20  C26   aromatic  1.388  0.020  1.388
 EWR  C10  O02   single    1.411  0.020  1.411
 EWR  O02  C18   single    1.351  0.020  1.351
 EWR  C24  C18   aromatic  1.395  0.020  1.395
 EWR  C24  C22   aromatic  1.383  0.020  1.383
 EWR  C18  C23   aromatic  1.391  0.020  1.391
 EWR  C30  C29   single    1.513  0.020  1.513
 EWR  C22  C16   aromatic  1.396  0.020  1.396
 EWR  C23  C21   aromatic  1.391  0.020  1.391
 EWR  C29  O03   single    1.405  0.020  1.405
 EWR  O03  C17   single    1.404  0.020  1.404
 EWR  C16  C21   aromatic  1.389  0.020  1.389
 EWR  C16  C15   single    1.502  0.020  1.502
 EWR  C17  C15   single    1.532  0.020  1.532
 EWR  C17  C28   single    1.552  0.020  1.552
 EWR  C28  O04   deloc     1.243  0.020  1.243
 EWR  C28  O05   deloc     1.248  0.020  1.248
 EWR  C07  H071  single    0.970  0.020  1.090
 EWR  C07  H072  single    0.970  0.020  1.090
 EWR  C10  H101  single    0.970  0.020  1.090
 EWR  C10  H102  single    0.970  0.020  1.090
 EWR  C11  H111  single    0.930  0.020  1.080
 EWR  C12  H121  single    0.930  0.020  1.080
 EWR  C14  H142  single    0.970  0.020  1.090
 EWR  C14  H141  single    0.970  0.020  1.090
 EWR  C14  H143  single    0.970  0.020  1.090
 EWR  C15  H151  single    0.970  0.020  1.090
 EWR  C15  H152  single    0.970  0.020  1.090
 EWR  C17  H171  single    0.970  0.020  1.090
 EWR  C19  H191  single    0.930  0.020  1.080
 EWR  C20  H201  single    0.930  0.020  1.080
 EWR  C21  H211  single    0.930  0.020  1.080
 EWR  C22  H221  single    0.930  0.020  1.080
 EWR  C23  H231  single    0.930  0.020  1.080
 EWR  C24  H241  single    0.930  0.020  1.080
 EWR  C25  H251  single    0.930  0.020  1.080
 EWR  C26  H261  single    0.930  0.020  1.080
 EWR  C29  H292  single    0.970  0.020  1.090
 EWR  C29  H291  single    0.970  0.020  1.090
 EWR  C30  H303  single    0.970  0.020  1.090
 EWR  C30  H302  single    0.970  0.020  1.090
 EWR  C30  H301  single    0.970  0.020  1.090
 EWR  C31  H313  single    0.970  0.020  1.090
 EWR  C31  H312  single    0.970  0.020  1.090
 EWR  C31  H311  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
 EWR  H072  C07  H071  106.21  3.000
 EWR  H072  C07  N06   108.67  3.000
 EWR  H071  C07  N06   110.57  3.000
 EWR  H072  C07  C10   110.30  3.000
 EWR  H071  C07  C10   108.15  3.000
 EWR  N06   C07  C10   112.73  3.000
 EWR  N06   C08  C13   123.87  3.000
 EWR  N06   C08  C11   107.66  3.000
 EWR  C13   C08  C11   128.47  3.000
 EWR  N06   C09  C14   123.41  3.000
 EWR  N06   C09  C12   107.77  3.000
 EWR  C14   C09  C12   128.82  3.000
 EWR  H102  C10  H101  107.70  3.000
 EWR  H102  C10  O02   111.03  3.000
 EWR  H101  C10  O02   111.04  3.000
 EWR  H102  C10  C07   109.14  3.000
 EWR  H101  C10  C07   109.85  3.000
 EWR  O02   C10  C07   108.07  3.000
 EWR  H111  C11  C12   127.21  3.000
 EWR  H111  C11  C08   125.26  3.000
 EWR  C12   C11  C08   107.48  3.000
 EWR  H121  C12  C11   127.12  3.000
 EWR  H121  C12  C09   125.22  3.000
 EWR  C11   C12  C09   107.65  3.000
 EWR  C20   C13  C19   117.68  3.000
 EWR  C20   C13  C08   120.09  3.000
 EWR  C19   C13  C08   122.22  3.000
 EWR  H143  C14  H141  107.50  3.000
 EWR  H143  C14  H142  107.62  3.000
 EWR  H141  C14  H142  107.32  3.000
 EWR  H143  C14  C09   109.24  3.000
 EWR  H141  C14  C09   112.40  3.000
 EWR  H142  C14  C09   112.53  3.000
 EWR  C22   C16  C21   117.40  3.000
 EWR  C21   C16  C15   120.64  3.000
 EWR  C22   C16  C15   121.93  3.000
 EWR  H171  C17  O03   110.05  3.000
 EWR  H171  C17  C28   107.51  3.000
 EWR  O03   C17  C28   114.32  3.000
 EWR  H171  C17  C15   107.69  3.000
 EWR  C28   C17  C15   109.68  3.000
 EWR  O03   C17  C15   107.42  3.000
 EWR  O02   C18  C24   116.27  3.000
 EWR  C24   C18  C23   119.21  3.000
 EWR  O02   C18  C23   124.52  3.000
 EWR  H191  C19  C25   118.65  3.000
 EWR  H191  C19  C13   120.16  3.000
 EWR  C25   C19  C13   121.18  3.000
 EWR  H201  C20  C26   118.98  3.000
 EWR  H201  C20  C13   119.41  3.000
 EWR  C26   C20  C13   121.61  3.000
 EWR  H211  C21  C23   118.51  3.000
 EWR  H211  C21  C16   119.33  3.000
 EWR  C23   C21  C16   122.16  3.000
 EWR  H221  C22  C24   118.84  3.000
 EWR  H221  C22  C16   119.73  3.000
 EWR  C24   C22  C16   121.43  3.000
 EWR  H231  C23  C21   118.81  3.000
 EWR  H231  C23  C18   121.71  3.000
 EWR  C21   C23  C18   119.48  3.000
 EWR  H241  C24  C22   120.37  3.000
 EWR  H241  C24  C18   119.32  3.000
 EWR  C22   C24  C18   120.32  3.000
 EWR  H251  C25  C27   120.11  3.000
 EWR  H251  C25  C19   119.31  3.000
 EWR  C27   C25  C19   120.58  3.000
 EWR  H261  C26  C27   121.18  3.000
 EWR  H261  C26  C20   118.69  3.000
 EWR  C27   C26  C20   120.13  3.000
 EWR  S01   C27  C26   124.45  3.000
 EWR  C26   C27  C25   118.80  3.000
 EWR  S01   C27  C25   116.74  3.000
 EWR  O05   C28  O04   127.71  3.000
 EWR  O05   C28  C17   114.36  3.000
 EWR  O04   C28  C17   117.91  3.000
 EWR  H301  C30  H302  108.29  3.000
 EWR  H301  C30  H303  107.84  3.000
 EWR  H302  C30  H303  107.81  3.000
 EWR  H301  C30  C29   111.41  3.000
 EWR  H302  C30  C29   111.32  3.000
 EWR  H303  C30  C29   110.04  3.000
 EWR  C09   N06  C08   109.43  3.000
 EWR  C09   N06  C07   124.36  3.000
 EWR  C08   N06  C07   124.95  3.000
 EWR  C18   O02  C10   119.12  3.000
 EWR  C29   O03  C17   114.15  3.000
 EWR  C31   S01  C27   103.86  3.000
 EWR  H311  C31  H312  109.99  3.000
 EWR  H311  C31  H313  108.57  3.000
 EWR  H312  C31  H313  108.59  3.000
 EWR  H311  C31  S01   111.89  3.000
 EWR  H312  C31  S01   111.71  3.000
 EWR  H313  C31  S01   105.91  3.000
 EWR  H291  C29  H292  106.66  3.000
 EWR  H291  C29  O03   110.39  3.000
 EWR  H292  C29  O03   111.21  3.000
 EWR  H291  C29  C30   109.77  3.000
 EWR  H292  C29  C30   109.70  3.000
 EWR  O03   C29  C30   109.08  3.000
 EWR  H152  C15  H151  106.79  3.000
 EWR  H152  C15  C17   108.76  3.000
 EWR  H151  C15  C17   108.09  3.000
 EWR  H152  C15  C16   110.59  3.000
 EWR  H151  C15  C16   109.49  3.000
 EWR  C17   C15  C16   112.91  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
 EWR  CONST_01  C09   C12  C11  C08     0.00   0.0  0
 EWR  CONST_02  C25   C19  C13  C08   180.00   0.0  0
 EWR  CONST_03  C26   C20  C13  C08   180.00   0.0  0
 EWR  CONST_04  C12   C09  N06  C08     0.00   0.0  0
 EWR  CONST_05  C11   C08  N06  C09     0.00   0.0  0
 EWR  CONST_06  C13   C08  N06  C09   180.00   0.0  0
 EWR  CONST_07  N06   C09  C12  C11     0.00   0.0  0
 EWR  CONST_10  C13   C08  C11  C12   180.00   0.0  0
 EWR  CONST_11  N06   C08  C11  C12     0.00   0.0  0
 EWR  CONST_12  C27   C25  C19  C13     0.00   0.0  0
 EWR  CONST_13  C27   C26  C20  C13     0.00   0.0  0
 EWR  CONST_14  C18   C24  C22  C16     0.00   0.0  0
 EWR  CONST_15  C18   C23  C21  C16     0.00   0.0  0
 EWR  CONST_16  C26   C27  C25  C19     0.00   0.0  0
 EWR  CONST_18  C26   C20  C13  C19     0.00   0.0  0
 EWR  CONST_19  C25   C19  C13  C20     0.00   0.0  0
 EWR  CONST_21  C25   C27  C26  C20     0.00   0.0  0
 EWR  CONST_22  C24   C18  C23  C21     0.00   0.0  0
 EWR  CONST_23  C24   C22  C16  C21     0.00   0.0  0
 EWR  CONST_24  C23   C18  C24  C22     0.00   0.0  0
 EWR  CONST_25  C23   C21  C16  C22     0.00   0.0  0
 EWR  CONST_26  C11   C08  N06  C07   180.00   0.0  0
 EWR  CONST_27  C13   C08  N06  C07     0.00   0.0  0
 EWR  CONST_28  C12   C09  N06  C07   180.00   0.0  0
 EWR  CONST_29  C14   C09  N06  C08   180.00   0.0  0
 EWR  CONST_30  C14   C09  C12  C11   180.00   0.0  0
 EWR  CONST_31  C24   C22  C16  C15   180.00   0.0  0
 EWR  CONST_32  C23   C21  C16  C15   180.00   0.0  0
 EWR  CONST_33  S01   C27  C25  C19   180.00   0.0  0
 EWR  CONST_34  S01   C27  C26  C20   180.00   0.0  0
 EWR  CONST_35  O02   C18  C23  C21   180.00   0.0  0
 EWR  CONST_36  O02   C18  C24  C22   180.00   0.0  0
 EWR  CONST_37  H121  C12  C11  C08   180.00   0.0  0
 EWR  CONST_38  H191  C19  C13  C08     0.00   0.0  0
 EWR  CONST_39  H201  C20  C13  C08     0.00   0.0  0
 EWR  CONST_40  H111  C11  C12  C09   180.00   0.0  0
 EWR  CONST_41  H251  C25  C19  C13   180.00   0.0  0
 EWR  CONST_42  H261  C26  C20  C13   180.00   0.0  0
 EWR  CONST_43  H241  C24  C22  C16   180.00   0.0  0
 EWR  CONST_44  H231  C23  C21  C16   180.00   0.0  0
 EWR  CONST_45  H221  C22  C24  C18   180.00   0.0  0
 EWR  CONST_46  H211  C21  C23  C18   180.00   0.0  0
 EWR  Var_01    C10   C07  N06  C08   -67.03  30.0  2
 EWR  Var_02    C24   C18  O02  C10   178.13  30.0  2
 EWR  Var_03    C22   C16  C15  C17    83.27  30.0  2
 EWR  Var_04    H142  C14  C09  C12   117.32  30.0  2
 EWR  Var_05    O02   C10  C07  N06   -62.49  30.0  3
 EWR  Var_06    H101  C10  O02  C18    52.50  30.0  1
 EWR  Var_07    H313  C31  S01  C27  -178.41  30.0  3
 EWR  Var_08    C30   C29  O03  C17   179.88  30.0  1
 EWR  Var_09    H303  C30  C29  O03   179.29  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
 EWR  chir_01  C17  O03  C15  C28  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
 EWR  plan-1  C07   0.020
 EWR  plan-1  C08   0.020
 EWR  plan-1  C09   0.020
 EWR  plan-1  C11   0.020
 EWR  plan-1  C12   0.020
 EWR  plan-1  C13   0.020
 EWR  plan-1  C14   0.020
 EWR  plan-1  N06   0.020
 EWR  plan-1  H111  0.020
 EWR  plan-1  H121  0.020
 EWR  plan-2  C08   0.020
 EWR  plan-2  C13   0.020
 EWR  plan-2  C19   0.020
 EWR  plan-2  C20   0.020
 EWR  plan-2  C25   0.020
 EWR  plan-2  C26   0.020
 EWR  plan-2  C27   0.020
 EWR  plan-2  S01   0.020
 EWR  plan-2  H191  0.020
 EWR  plan-2  H201  0.020
 EWR  plan-2  H251  0.020
 EWR  plan-2  H261  0.020
 EWR  plan-3  C16   0.020
 EWR  plan-3  C18   0.020
 EWR  plan-3  C21   0.020
 EWR  plan-3  C22   0.020
 EWR  plan-3  C23   0.020
 EWR  plan-3  C24   0.020
 EWR  plan-3  O02   0.020
 EWR  plan-3  H211  0.020
 EWR  plan-3  H221  0.020
 EWR  plan-3  H231  0.020
 EWR  plan-3  H241  0.020
 EWR  plan-3  C15   0.020
 EWR  plan-4  C17   0.020
 EWR  plan-4  C28   0.020
 EWR  plan-4  O04   0.020
 EWR  plan-4  O05   0.020

