# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 06:41:17 2022
#   Inital geometry file: a 153 line input string
#   Ligand name: 2-[3-[[(4-~{tert}-butylphenyl)methyl-pyridin-3-ylsulfonyl-amino]methyl]phenoxy]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1ccc(CN(Cc2cccc(OCC(O)=O)c2)[S](=O)(=O)c3cccnc3)cc1
#
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
 GM9  GM9  '2-[3-[[(4-~{tert}-butylphenyl)methyl-pyridin-3-ylsulfonyl-amino]methyl]phenoxy]ethanoic acid'  ligand  60  33  .  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_GM9
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
 GM9  C01  C  CT     0  -0.170  88.9743  112.1456  118.4752
 GM9  C02  C  CR6    0   0.186  87.8591  112.6107  119.4054
 GM9  C03  C  CH2    0  -0.432  84.6568  114.0740  121.9372
 GM9  C04  C  CR6    0   0.124  85.7956  113.5571  121.0992
 GM9  C05  C  CH3    0  -0.631  90.3325  112.3447  119.1616
 GM9  C06  C  CH3    0  -0.629  88.9304  112.9751  117.1853
 GM9  C07  C  CH3    0  -0.664  88.8388  110.6688  118.1037
 GM9  C08  C  CR16   0  -0.320  86.8247  111.7770  119.8232
 GM9  C09  C  CR16   0  -0.303  87.8506  113.9243  119.8806
 GM9  C10  C  CH2    0  -0.383  83.9465  116.1293  120.7118
 GM9  C11  C  CR16   0  -0.270  85.8153  112.2413  120.6567
 GM9  C12  C  CR16   0  -0.287  86.8470  114.3874  120.7157
 GM9  C13  C  CR6    0   0.137  83.9864  117.1068  121.8584
 GM9  C14  C  C      0  -0.257  83.1013  113.0737  119.0921
 GM9  C15  C  CR16   0  -0.410  82.9485  117.1167  122.7891
 GM9  C16  C  CR16   0  -0.348  85.0271  118.0148  121.9646
 GM9  C17  C  C1     0  -0.127  83.7715  113.7771  118.1001
 GM9  C18  C  C1     0  -0.048  83.0119  111.6920  119.0056
 GM9  C19  C  CR6    0   0.402  82.9449  118.0449  123.8259
 GM9  C20  C  CR16   0  -0.221  85.0192  118.9473  122.9988
 GM9  C21  C  CR16   0  -0.359  83.9933  118.9680  123.9226
 GM9  C22  C  C1     0  -0.308  84.3536  113.0563  117.0750
 GM9  C23  C  C1     0  -0.045  84.2236  111.6732  117.0800
 GM9  C24  C  CH2    0  -0.332  80.9510  117.1672  124.7693
 GM9  C25  C  C      0   0.382  79.9738  117.4108  125.9356
 GM9  N01  N  N      0  -0.570  83.6261  114.7827  121.1682
 GM9  N02  N  N      0  -0.390  83.5602  111.0039  118.0131
 GM9  O01  O  OS     0  -0.640  81.4479  114.9051  119.9575
 GM9  O02  O  OS     0  -0.640  81.9559  112.9365  121.4274
 GM9  O03  O  O2     0  -0.460  81.9901  118.1283  124.7652
 GM9  O04  O  O      0  -0.613  79.0822  116.5443  126.0133
 GM9  O05  O  OC    -1  -0.587  80.1475  118.4077  126.6513
 GM9  S01  S  S      0   1.383  82.4021  113.9391  120.4756
 GM9  H1   H  HCH2   0   0.292  84.1871  113.2632  122.4919
 GM9  H2   H  HCH2   0   0.286  85.0197  114.7847  122.6827
 GM9  H3   H  HCH3   0   0.229  90.5167  113.3898  119.4126
 GM9  H4   H  HCH3   0   0.227  90.3955  111.7615  120.0818
 GM9  H5   H  HCH3   0   0.226  91.1396  112.0192  118.5022
 GM9  H6   H  HCH3   0   0.228  89.0728  114.0392  117.3792
 GM9  H7   H  HCH3   0   0.226  89.7216  112.6560  116.5036
 GM9  H8   H  HCH3   0   0.226  87.9756  112.8528  116.6700
 GM9  H9   H  HCH3   0   0.229  88.8805  110.0230  118.9825
 GM9  H10  H  HCH3   0   0.229  87.9064  110.4617  117.5751
 GM9  H11  H  HCH3   0   0.237  89.6588  110.3801  117.4448
 GM9  H12  H  HCR6   0   0.248  86.7883  110.7443  119.5044
 GM9  H13  H  HCR6   0   0.247  88.6440  114.6075  119.6025
 GM9  H14  H  HCH2   0   0.271  84.8986  116.1359  120.1751
 GM9  H15  H  HCH2   0   0.296  83.1927  116.4530  119.9951
 GM9  H16  H  HCR6   0   0.255  85.0360  111.5571  120.9707
 GM9  H17  H  HCR6   0   0.257  86.8924  115.4069  121.0814
 GM9  H18  H  HCR6   0   0.267  82.1547  116.3885  122.6866
 GM9  H19  H  HCR6   0   0.247  85.8405  118.0004  121.2494
 GM9  H20  H  H      0   0.302  83.8561  114.8561  118.1217
 GM9  H21  H  H      0   0.287  82.4903  111.1204  119.7635
 GM9  H22  H  HCR6   0   0.253  85.8294  119.6595  123.0892
 GM9  H23  H  HCR6   0   0.255  83.9932  119.6887  124.7309
 GM9  H24  H  H      0   0.286  84.8983  113.5523  116.2841
 GM9  H25  H  H      0   0.279  84.6740  111.0835  116.2896
 GM9  H26  H  HCH2   0   0.223  80.3867  117.2032  123.8287
 GM9  H27  H  HCH2   0   0.222  81.3657  116.1549  124.8517

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
 GM9  C07  C01  single    1.529  0.020  1.529
 GM9  C22  C23  aromatic  1.389  0.020  1.389
 GM9  C22  C17  aromatic  1.382  0.020  1.382
 GM9  C06  C01  single    1.534  0.020  1.534
 GM9  C23  N02  aromatic  1.326  0.020  1.326
 GM9  C01  C05  single    1.535  0.020  1.535
 GM9  C01  C02  single    1.525  0.020  1.525
 GM9  C17  C14  aromatic  1.389  0.020  1.389
 GM9  N02  C18  aromatic  1.326  0.020  1.326
 GM9  C02  C08  aromatic  1.393  0.020  1.393
 GM9  C02  C09  aromatic  1.397  0.020  1.397
 GM9  C08  C11  aromatic  1.389  0.020  1.389
 GM9  C14  C18  aromatic  1.387  0.020  1.387
 GM9  C14  S01  single    1.775  0.020  1.775
 GM9  C09  C12  aromatic  1.385  0.020  1.385
 GM9  C11  C04  aromatic  1.388  0.020  1.388
 GM9  O01  S01  double    1.453  0.020  1.453
 GM9  C12  C04  aromatic  1.394  0.020  1.394
 GM9  S01  N01  single    1.640  0.020  1.640
 GM9  S01  O02  double    1.453  0.020  1.453
 GM9  C04  C03  single    1.505  0.020  1.505
 GM9  C10  N01  single    1.457  0.020  1.457
 GM9  C10  C13  single    1.507  0.020  1.507
 GM9  N01  C03  single    1.468  0.020  1.468
 GM9  C13  C16  aromatic  1.385  0.020  1.385
 GM9  C13  C15  aromatic  1.394  0.020  1.394
 GM9  C16  C20  aromatic  1.393  0.020  1.393
 GM9  C15  C19  aromatic  1.392  0.020  1.392
 GM9  C20  C21  aromatic  1.381  0.020  1.381
 GM9  C24  O03  single    1.415  0.020  1.415
 GM9  C24  C25  single    1.541  0.020  1.541
 GM9  C19  C21  aromatic  1.400  0.020  1.400
 GM9  C19  O03  single    1.342  0.020  1.342
 GM9  O04  C25  deloc     1.246  0.020  1.246
 GM9  C25  O05  deloc     1.239  0.020  1.239
 GM9  C03  H1   single    0.970  0.020  1.090
 GM9  C03  H2   single    0.970  0.020  1.090
 GM9  C05  H3   single    0.970  0.020  1.090
 GM9  C05  H4   single    0.970  0.020  1.090
 GM9  C05  H5   single    0.970  0.020  1.090
 GM9  C06  H6   single    0.970  0.020  1.090
 GM9  C06  H7   single    0.970  0.020  1.090
 GM9  C06  H8   single    0.970  0.020  1.090
 GM9  C07  H9   single    0.970  0.020  1.090
 GM9  C07  H10  single    0.970  0.020  1.090
 GM9  C07  H11  single    0.970  0.020  1.090
 GM9  C08  H12  single    0.930  0.020  1.080
 GM9  C09  H13  single    0.930  0.020  1.080
 GM9  C10  H14  single    0.970  0.020  1.090
 GM9  C10  H15  single    0.970  0.020  1.090
 GM9  C11  H16  single    0.930  0.020  1.080
 GM9  C12  H17  single    0.930  0.020  1.080
 GM9  C15  H18  single    0.930  0.020  1.080
 GM9  C16  H19  single    0.930  0.020  1.080
 GM9  C17  H20  single    0.930  0.020  1.080
 GM9  C18  H21  single    0.930  0.020  1.080
 GM9  C20  H22  single    0.930  0.020  1.080
 GM9  C21  H23  single    0.930  0.020  1.080
 GM9  C22  H24  single    0.930  0.020  1.080
 GM9  C23  H25  single    0.930  0.020  1.080
 GM9  C24  H26  single    0.970  0.020  1.090
 GM9  C24  H27  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
 GM9  C07  C01  C06  108.39  3.000
 GM9  C06  C01  C05  109.34  3.000
 GM9  C07  C01  C05  108.20  3.000
 GM9  C05  C01  C02  109.56  3.000
 GM9  C06  C01  C02  109.09  3.000
 GM9  C07  C01  C02  112.21  3.000
 GM9  C09  C02  C08  117.15  3.000
 GM9  C09  C02  C01  119.92  3.000
 GM9  C08  C02  C01  122.93  3.000
 GM9  H2   C03  H1   106.27  3.000
 GM9  H2   C03  N01  106.06  3.000
 GM9  H1   C03  N01  108.87  3.000
 GM9  H2   C03  C04  110.61  3.000
 GM9  H1   C03  C04  110.74  3.000
 GM9  N01  C03  C04  113.91  3.000
 GM9  C12  C04  C11  117.79  3.000
 GM9  C12  C04  C03  121.29  3.000
 GM9  C11  C04  C03  120.90  3.000
 GM9  H5   C05  H4   107.89  3.000
 GM9  H5   C05  H3   107.45  3.000
 GM9  H4   C05  H3   107.96  3.000
 GM9  H5   C05  C01  110.20  3.000
 GM9  H4   C05  C01  111.04  3.000
 GM9  H3   C05  C01  112.13  3.000
 GM9  H8   C06  H7   107.83  3.000
 GM9  H8   C06  H6   107.89  3.000
 GM9  H7   C06  H6   107.54  3.000
 GM9  H8   C06  C01  111.18  3.000
 GM9  H7   C06  C01  110.25  3.000
 GM9  H6   C06  C01  111.97  3.000
 GM9  H11  C07  H10  107.42  3.000
 GM9  H11  C07  H9   107.52  3.000
 GM9  H10  C07  H9   108.08  3.000
 GM9  H11  C07  C01  109.62  3.000
 GM9  H10  C07  C01  112.12  3.000
 GM9  H9   C07  C01  111.87  3.000
 GM9  H12  C08  C11  118.14  3.000
 GM9  H12  C08  C02  120.55  3.000
 GM9  C11  C08  C02  121.31  3.000
 GM9  H13  C09  C12  118.33  3.000
 GM9  H13  C09  C02  120.08  3.000
 GM9  C12  C09  C02  121.59  3.000
 GM9  H15  C10  H14  106.13  3.000
 GM9  H15  C10  N01  109.18  3.000
 GM9  H14  C10  N01  110.54  3.000
 GM9  H15  C10  C13  109.03  3.000
 GM9  H14  C10  C13  110.27  3.000
 GM9  N01  C10  C13  111.52  3.000
 GM9  H16  C11  C08  119.05  3.000
 GM9  H16  C11  C04  119.73  3.000
 GM9  C08  C11  C04  121.22  3.000
 GM9  H17  C12  C09  119.17  3.000
 GM9  H17  C12  C04  119.94  3.000
 GM9  C09  C12  C04  120.89  3.000
 GM9  C16  C13  C15  120.23  3.000
 GM9  C15  C13  C10  119.52  3.000
 GM9  C16  C13  C10  120.22  3.000
 GM9  S01  C14  C18  120.57  3.000
 GM9  S01  C14  C17  120.00  3.000
 GM9  C18  C14  C17  119.42  3.000
 GM9  H18  C15  C19  121.17  3.000
 GM9  H18  C15  C13  118.56  3.000
 GM9  C19  C15  C13  120.27  3.000
 GM9  H19  C16  C20  120.23  3.000
 GM9  H19  C16  C13  120.32  3.000
 GM9  C20  C16  C13  119.45  3.000
 GM9  H20  C17  C22  120.12  3.000
 GM9  H20  C17  C14  121.90  3.000
 GM9  C22  C17  C14  117.97  3.000
 GM9  H21  C18  N02  116.67  3.000
 GM9  H21  C18  C14  120.87  3.000
 GM9  N02  C18  C14  122.46  3.000
 GM9  O03  C19  C21  116.32  3.000
 GM9  O03  C19  C15  124.39  3.000
 GM9  C21  C19  C15  119.29  3.000
 GM9  H22  C20  C21  119.37  3.000
 GM9  H22  C20  C16  119.89  3.000
 GM9  C21  C20  C16  120.74  3.000
 GM9  H23  C21  C20  120.62  3.000
 GM9  H23  C21  C19  119.35  3.000
 GM9  C20  C21  C19  120.02  3.000
 GM9  H24  C22  C23  120.44  3.000
 GM9  H24  C22  C17  121.04  3.000
 GM9  C23  C22  C17  118.51  3.000
 GM9  H25  C23  N02  116.50  3.000
 GM9  H25  C23  C22  120.01  3.000
 GM9  N02  C23  C22  123.49  3.000
 GM9  H27  C24  H26  106.80  3.000
 GM9  H27  C24  O03  110.44  3.000
 GM9  H26  C24  O03  110.65  3.000
 GM9  H27  C24  C25  109.19  3.000
 GM9  H26  C24  C25  108.51  3.000
 GM9  O03  C24  C25  111.12  3.000
 GM9  O05  C25  O04  128.60  3.000
 GM9  O05  C25  C24  118.38  3.000
 GM9  O04  C25  C24  113.02  3.000
 GM9  S01  N01  C10  120.47  3.000
 GM9  C10  N01  C03  117.11  3.000
 GM9  S01  N01  C03  119.78  3.000
 GM9  C23  N02  C18  118.13  3.000
 GM9  C24  O03  C19  118.82  3.000
 GM9  O02  S01  O01  119.38  3.000
 GM9  O02  S01  N01  107.91  3.000
 GM9  O01  S01  N01  107.38  3.000
 GM9  O02  S01  C14  107.17  3.000
 GM9  N01  S01  C14  106.61  3.000
 GM9  O01  S01  C14  107.74  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
 GM9  CONST_01  C04  C11  C08  C02     0.00   0.0  0
 GM9  CONST_02  C04  C12  C09  C02     0.00   0.0  0
 GM9  CONST_03  C12  C09  C02  C08     0.00   0.0  0
 GM9  CONST_04  C12  C04  C11  C08     0.00   0.0  0
 GM9  CONST_05  C11  C08  C02  C09     0.00   0.0  0
 GM9  CONST_06  C11  C04  C12  C09     0.00   0.0  0
 GM9  CONST_07  C21  C20  C16  C13     0.00   0.0  0
 GM9  CONST_08  C21  C19  C15  C13     0.00   0.0  0
 GM9  CONST_09  C23  C22  C17  C14     0.00   0.0  0
 GM9  CONST_10  C23  N02  C18  C14     0.00   0.0  0
 GM9  CONST_11  C20  C16  C13  C15     0.00   0.0  0
 GM9  CONST_12  C20  C21  C19  C15     0.00   0.0  0
 GM9  CONST_13  C19  C15  C13  C16     0.00   0.0  0
 GM9  CONST_14  C19  C21  C20  C16     0.00   0.0  0
 GM9  CONST_15  N02  C23  C22  C17     0.00   0.0  0
 GM9  CONST_16  N02  C18  C14  C17     0.00   0.0  0
 GM9  CONST_17  C22  C23  N02  C18     0.00   0.0  0
 GM9  CONST_18  C22  C17  C14  C18     0.00   0.0  0
 GM9  CONST_19  C11  C08  C02  C01   180.00   0.0  0
 GM9  CONST_20  C12  C09  C02  C01   180.00   0.0  0
 GM9  CONST_21  C08  C11  C04  C03   180.00   0.0  0
 GM9  CONST_22  C09  C12  C04  C03   180.00   0.0  0
 GM9  CONST_23  C20  C16  C13  C10   180.00   0.0  0
 GM9  CONST_24  C19  C15  C13  C10   180.00   0.0  0
 GM9  CONST_25  O03  C19  C15  C13   180.00   0.0  0
 GM9  CONST_26  O03  C19  C21  C20   180.00   0.0  0
 GM9  CONST_27  S01  C14  C17  C22   180.00   0.0  0
 GM9  CONST_28  S01  C14  C18  N02   180.00   0.0  0
 GM9  CONST_29  H16  C11  C08  C02   180.00   0.0  0
 GM9  CONST_30  H17  C12  C09  C02   180.00   0.0  0
 GM9  CONST_31  H12  C08  C11  C04   180.00   0.0  0
 GM9  CONST_32  H13  C09  C12  C04   180.00   0.0  0
 GM9  CONST_33  H22  C20  C16  C13   180.00   0.0  0
 GM9  CONST_34  H24  C22  C17  C14   180.00   0.0  0
 GM9  CONST_35  H19  C16  C13  C15   180.00   0.0  0
 GM9  CONST_36  H23  C21  C19  C15   180.00   0.0  0
 GM9  CONST_37  H18  C15  C13  C16   180.00   0.0  0
 GM9  CONST_38  H25  C23  C22  C17   180.00   0.0  0
 GM9  CONST_39  H21  C18  C14  C17   180.00   0.0  0
 GM9  CONST_40  H20  C17  C14  C18   180.00   0.0  0
 GM9  Var_01    C08  C02  C01  C05  -121.97  30.0  2
 GM9  Var_02    N01  C03  C04  C11   -96.77  30.0  2
 GM9  Var_03    N01  C10  C13  C15   -47.50  30.0  2
 GM9  Var_04    O01  S01  C14  C17    58.84  30.0  2
 GM9  Var_05    C14  S01  N01  C03   -72.82  30.0  2
 GM9  Var_06    C13  C10  N01  C03   -70.89  30.0  1
 GM9  Var_07    S01  N01  C03  C04    86.50  30.0  2
 GM9  Var_08    C25  C24  O03  C19   178.75  30.0  1
 GM9  Var_09    H9   C07  C01  C02   -60.46  30.0  3
 GM9  Var_10    H6   C06  C01  C02    60.40  30.0  3
 GM9  Var_11    H3   C05  C01  C02   -60.09  30.0  3
 GM9  Var_12    O04  C25  C24  O03  -176.59  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
 GM9  plan-1  C01  0.020
 GM9  plan-1  C02  0.020
 GM9  plan-1  C03  0.020
 GM9  plan-1  C04  0.020
 GM9  plan-1  C08  0.020
 GM9  plan-1  C09  0.020
 GM9  plan-1  C11  0.020
 GM9  plan-1  C12  0.020
 GM9  plan-1  H12  0.020
 GM9  plan-1  H13  0.020
 GM9  plan-1  H16  0.020
 GM9  plan-1  H17  0.020
 GM9  plan-2  C10  0.020
 GM9  plan-2  C13  0.020
 GM9  plan-2  C15  0.020
 GM9  plan-2  C16  0.020
 GM9  plan-2  C19  0.020
 GM9  plan-2  C20  0.020
 GM9  plan-2  C21  0.020
 GM9  plan-2  O03  0.020
 GM9  plan-2  H18  0.020
 GM9  plan-2  H19  0.020
 GM9  plan-2  H22  0.020
 GM9  plan-2  H23  0.020
 GM9  plan-3  C14  0.020
 GM9  plan-3  C17  0.020
 GM9  plan-3  C18  0.020
 GM9  plan-3  C22  0.020
 GM9  plan-3  C23  0.020
 GM9  plan-3  N02  0.020
 GM9  plan-3  S01  0.020
 GM9  plan-3  H20  0.020
 GM9  plan-3  H21  0.020
 GM9  plan-3  H24  0.020
 GM9  plan-3  H25  0.020
 GM9  plan-4  C24  0.020
 GM9  plan-4  C25  0.020
 GM9  plan-4  O04  0.020
 GM9  plan-4  O05  0.020

