# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 04:26:40 2021
#   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  60  31  .  2022-03-18  2022-11-17
;
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  -0.361   8.7588   3.5786   -7.6046
 EWR  C08   C  CR5   0   0.289  10.1239   4.4979   -9.4986
 EWR  C09   C  CR5   0   0.311   9.8431   2.2707   -9.4452
 EWR  C10   C  CH2   0  -0.184   9.4717   3.4293   -6.2751
 EWR  C11   C  CR15  0  -0.387  10.7286   3.9766  -10.6165
 EWR  C12   C  CR15  0  -0.394  10.5551   2.5751  -10.5798
 EWR  C13   C  CR6   0   0.029   9.9750   5.9137   -9.1449
 EWR  C14   C  CH3   0  -0.745   9.3572   0.9362   -8.9985
 EWR  C16   C  CR6   0   0.119  11.7068   0.7759   -2.6149
 EWR  C17   C  CH1   0  -0.020  13.9170   0.3272   -1.5095
 EWR  C18   C  CR6   0   0.377  10.4685   1.7258   -4.9525
 EWR  C19   C  CR16  0  -0.291   9.4463   6.7990  -10.0902
 EWR  C20   C  CR16  0  -0.290  10.3752   6.4476   -7.9214
 EWR  C21   C  CR16  0  -0.295  11.3871   2.1181   -2.7656
 EWR  C22   C  CR16  0  -0.273  11.3971  -0.0868   -3.6663
 EWR  C23   C  CR16  0  -0.368  10.7746   2.6029   -3.9166
 EWR  C24   C  CR16  0  -0.340  10.7847   0.3730   -4.8170
 EWR  C25   C  CR16  0  -0.248   9.3134   8.1486   -9.8210
 EWR  C26   C  CR16  0  -0.241  10.2370   7.7984   -7.6356
 EWR  C27   C  CR6   0  -0.123   9.6992   8.6652   -8.5821
 EWR  C28   C  C     0   0.504  14.5650  -0.1060   -0.2003
 EWR  C30   C  CH3   0  -0.688  15.7776  -1.1774   -4.2789
 EWR  N06   N  NR5   0  -0.500   9.5940   3.4454   -8.7801
 EWR  O02   O  O2    0  -0.468   9.8661   2.0858   -6.1053
 EWR  O03   O  O2    0  -0.473  14.2903  -0.5165   -2.5474
 EWR  O04   O  O     0  -0.430  15.0838  -1.1757   -0.0171
 EWR  O05   O  OH1   0  -0.593  14.4626   0.8387    0.7253
 EWR  S01   S  S2    0   0.044   9.4732  10.3914   -8.3319
 EWR  H071  H  HCH2  0   0.282   8.2987   4.5666   -7.6199
 EWR  H072  H  HCH2  0   0.277   7.9415   2.8579   -7.6609
 EWR  H101  H  HCH2  0   0.230  10.3408   4.0920   -6.2221
 EWR  H102  H  HCH2  0   0.238   8.7753   3.7331   -5.4851
 EWR  H111  H  HCR5  0   0.241  11.2448   4.5522  -11.3694
 EWR  H121  H  HCR5  0   0.239  10.9031   1.8561  -11.3058
 EWR  H142  H  HCH3  0   0.254   9.9071   0.5531   -8.1401
 EWR  H141  H  HCH3  0   0.240   8.3004   0.9472   -8.7251
 EWR  H143  H  HCH3  0   0.252   9.4754   0.2253   -9.8142
 EWR  H151  H  HCH2  0   0.272  12.0889   0.8850   -0.5146
 EWR  H152  H  HCH2  0   0.264  12.0857  -0.7487   -1.1574
 EWR  H171  H  HCH1  0   0.251  14.2141   1.3688   -1.7067
 EWR  H191  H  HCR6  0   0.254   9.1184   6.4201  -11.0499
 EWR  H201  H  HCR6  0   0.260  10.8378   5.8167   -7.1746
 EWR  H211  H  HCR6  0   0.250  11.6094   2.8159   -1.9665
 EWR  H221  H  HCR6  0   0.244  11.6281  -1.1411   -3.5813
 EWR  H231  H  HCR6  0   0.277  10.5434   3.6576   -3.9794
 EWR  H241  H  HCR6  0   0.261  10.5436  -0.3141   -5.6191
 EWR  H251  H  HCR6  0   0.264   8.8924   8.8007  -10.5771
 EWR  H261  H  HCR6  0   0.266  10.5699   8.1573   -6.6721
 EWR  H292  H  HCH2  0   0.206  16.3556  -0.3480   -2.3825
 EWR  H291  H  HCH2  0   0.205  15.5820   0.8067   -3.4672
 EWR  H303  H  HCH3  0   0.232  16.7392  -0.9647   -4.7453
 EWR  H302  H  HCH3  0   0.230  15.7888  -2.2165   -3.9485
 EWR  H301  H  HCH3  0   0.230  15.0023  -1.0634   -5.0367
 EWR  H313  H  HCH3  0   0.296   9.8046  11.7035   -6.4173
 EWR  H312  H  HCH3  0   0.275   9.3751  10.0590   -5.9316
 EWR  H311  H  HCH3  0   0.275  11.0327  10.4351   -6.4710
 EWR  H1    H  HOH1  0   0.484  14.8410   0.5328    1.5639
 EWR  C15   C  CH2   0  -0.557  12.3884   0.2796   -1.3718
 EWR  C31   C  CH3   0  -0.796   9.9763  10.6485   -6.6215
 EWR  C29   C  CH2   0  -0.154  15.5520  -0.2342   -3.1201

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  1.383  0.020  1.383
 EWR  C19  C13   aromatic  1.399  0.020  1.399
 EWR  C11  C12   aromatic  1.413  0.020  1.413
 EWR  C11  C08   aromatic  1.374  0.020  1.374
 EWR  C12  C09   aromatic  1.374  0.020  1.374
 EWR  C25  C27   aromatic  1.397  0.020  1.397
 EWR  C08  C13   single    1.467  0.020  1.467
 EWR  C08  N06   aromatic  1.380  0.020  1.380
 EWR  C09  C14   single    1.489  0.020  1.489
 EWR  C09  N06   aromatic  1.373  0.020  1.373
 EWR  C13  C20   aromatic  1.394  0.020  1.394
 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    1.516  0.020  1.516
 EWR  C20  C26   aromatic  1.388  0.020  1.388
 EWR  C10  O02   single    1.411  0.020  1.411
 EWR  O02  C18   single    1.350  0.020  1.350
 EWR  C24  C18   aromatic  1.396  0.020  1.396
 EWR  C24  C22   aromatic  1.382  0.020  1.382
 EWR  C18  C23   aromatic  1.391  0.020  1.391
 EWR  C30  C29   single    1.511  0.020  1.511
 EWR  C22  C16   aromatic  1.395  0.020  1.395
 EWR  C23  C21   aromatic  1.391  0.020  1.391
 EWR  C29  O03   single    1.414  0.020  1.414
 EWR  O03  C17   single    1.389  0.020  1.389
 EWR  C16  C21   aromatic  1.388  0.020  1.388
 EWR  C16  C15   single    1.502  0.020  1.502
 EWR  C17  C15   single    1.535  0.020  1.535
 EWR  C17  C28   single    1.524  0.020  1.524
 EWR  C28  O04   double    1.203  0.020  1.203
 EWR  C28  O05   single    1.327  0.020  1.327
 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
 EWR  O05  H1    single    0.850  0.020  0.980

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  106.37  3.000
 EWR  H072  C07  N06   109.23  3.000
 EWR  H071  C07  N06   108.38  3.000
 EWR  H072  C07  C10   109.42  3.000
 EWR  H071  C07  C10   107.46  3.000
 EWR  N06   C07  C10   115.58  3.000
 EWR  N06   C08  C13   124.86  3.000
 EWR  N06   C08  C11   107.65  3.000
 EWR  C13   C08  C11   127.38  3.000
 EWR  N06   C09  C14   124.22  3.000
 EWR  N06   C09  C12   107.74  3.000
 EWR  C14   C09  C12   128.00  3.000
 EWR  H102  C10  H101  107.58  3.000
 EWR  H102  C10  O02   110.78  3.000
 EWR  H101  C10  O02   110.42  3.000
 EWR  H102  C10  C07   107.83  3.000
 EWR  H101  C10  C07   110.88  3.000
 EWR  O02   C10  C07   109.32  3.000
 EWR  H111  C11  C12   127.30  3.000
 EWR  H111  C11  C08   125.16  3.000
 EWR  C12   C11  C08   107.53  3.000
 EWR  H121  C12  C11   127.14  3.000
 EWR  H121  C12  C09   125.10  3.000
 EWR  C11   C12  C09   107.76  3.000
 EWR  C20   C13  C19   117.35  3.000
 EWR  C20   C13  C08   123.52  3.000
 EWR  C19   C13  C08   119.09  3.000
 EWR  H143  C14  H141  107.41  3.000
 EWR  H143  C14  H142  107.83  3.000
 EWR  H141  C14  H142  107.16  3.000
 EWR  H143  C14  C09   108.97  3.000
 EWR  H141  C14  C09   112.46  3.000
 EWR  H142  C14  C09   112.77  3.000
 EWR  C22   C16  C21   117.72  3.000
 EWR  C21   C16  C15   120.92  3.000
 EWR  C22   C16  C15   121.35  3.000
 EWR  H171  C17  O03   111.62  3.000
 EWR  H171  C17  C28   107.95  3.000
 EWR  O03   C17  C28   110.80  3.000
 EWR  H171  C17  C15   108.30  3.000
 EWR  C28   C17  C15   109.73  3.000
 EWR  O03   C17  C15   108.41  3.000
 EWR  O02   C18  C24   116.26  3.000
 EWR  C24   C18  C23   119.27  3.000
 EWR  O02   C18  C23   124.47  3.000
 EWR  H191  C19  C25   119.02  3.000
 EWR  H191  C19  C13   119.48  3.000
 EWR  C25   C19  C13   121.50  3.000
 EWR  H201  C20  C26   117.92  3.000
 EWR  H201  C20  C13   120.37  3.000
 EWR  C26   C20  C13   121.68  3.000
 EWR  H211  C21  C23   118.42  3.000
 EWR  H211  C21  C16   119.69  3.000
 EWR  C23   C21  C16   121.89  3.000
 EWR  H221  C22  C24   118.94  3.000
 EWR  H221  C22  C16   119.72  3.000
 EWR  C24   C22  C16   121.34  3.000
 EWR  H231  C23  C21   118.82  3.000
 EWR  H231  C23  C18   121.63  3.000
 EWR  C21   C23  C18   119.55  3.000
 EWR  H241  C24  C22   120.27  3.000
 EWR  H241  C24  C18   119.50  3.000
 EWR  C22   C24  C18   120.24  3.000
 EWR  H251  C25  C27   120.24  3.000
 EWR  H251  C25  C19   119.27  3.000
 EWR  C27   C25  C19   120.48  3.000
 EWR  H261  C26  C27   121.24  3.000
 EWR  H261  C26  C20   118.44  3.000
 EWR  C27   C26  C20   120.32  3.000
 EWR  S01   C27  C26   124.35  3.000
 EWR  C26   C27  C25   118.67  3.000
 EWR  S01   C27  C25   116.98  3.000
 EWR  O05   C28  O04   124.08  3.000
 EWR  O05   C28  C17   111.36  3.000
 EWR  O04   C28  C17   124.55  3.000
 EWR  H301  C30  H302  108.52  3.000
 EWR  H301  C30  H303  108.04  3.000
 EWR  H302  C30  H303  107.86  3.000
 EWR  H301  C30  C29   111.20  3.000
 EWR  H302  C30  C29   111.34  3.000
 EWR  H303  C30  C29   109.76  3.000
 EWR  C09   N06  C08   109.31  3.000
 EWR  C09   N06  C07   125.22  3.000
 EWR  C08   N06  C07   125.02  3.000
 EWR  C18   O02  C10   118.80  3.000
 EWR  C29   O03  C17   114.91  3.000
 EWR  H1    O05  C28   110.40  3.000
 EWR  C31   S01  C27   103.84  3.000
 EWR  H152  C15  H151  106.96  3.000
 EWR  H152  C15  C17   108.81  3.000
 EWR  H151  C15  C17   109.06  3.000
 EWR  H152  C15  C16   110.33  3.000
 EWR  H151  C15  C16   110.01  3.000
 EWR  C17   C15  C16   111.55  3.000
 EWR  H311  C31  H312  110.02  3.000
 EWR  H311  C31  H313  108.51  3.000
 EWR  H312  C31  H313  108.60  3.000
 EWR  H311  C31  S01   111.99  3.000
 EWR  H312  C31  S01   111.73  3.000
 EWR  H313  C31  S01   105.81  3.000
 EWR  H291  C29  H292  106.92  3.000
 EWR  H291  C29  O03   109.99  3.000
 EWR  H292  C29  O03   111.14  3.000
 EWR  H291  C29  C30   110.20  3.000
 EWR  H292  C29  C30   109.97  3.000
 EWR  O03   C29  C30   108.61  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  CONST_47  H1    O05  C28  C17   180.00   0.0  0
 EWR  Var_01    C10   C07  N06  C08   -98.04  30.0  2
 EWR  Var_02    C24   C18  O02  C10   177.34  30.0  2
 EWR  Var_03    C22   C16  C15  C17    88.67  30.0  2
 EWR  Var_04    H142  C14  C09  C12   108.37  30.0  2
 EWR  Var_05    O02   C10  C07  N06   -69.80  30.0  3
 EWR  Var_06    H101  C10  O02  C18    60.66  30.0  1
 EWR  Var_07    H313  C31  S01  C27  -177.43  30.0  3
 EWR  Var_08    C30   C29  O03  C17  -176.69  30.0  1
 EWR  Var_09    H303  C30  C29  O03   179.05  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
 EWR  plan-4  H1    0.020

