# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 16:44:31 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: (1S,2S)-N-[4-(phenylsulfonyl)phenyl]-2-(pyridin-3-yl)cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccc(cc1)[S](=O)(=O)c2ccccc2)[C@H]3C[C@@H]3c4cccnc4
#
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
 20O  20O  (1S,2S)-N-[4-(phenylsulfonyl)phenyl]-2-(pyridin-3-yl)cyclopropanecarboxamide  ligand  45  27  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_20O
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
 20O  C1   C  CR16  0  -0.235  -6.5824   2.0011  -1.3111
 20O  C2   C  CR16  0  -0.241  -6.1716   0.8478  -1.9679
 20O  C3   C  CR16  0  -0.232  -5.4314  -0.1108  -1.2937
 20O  C4   C  CR6   0  -0.165  -5.1064   0.1057   0.0396
 20O  C5   C  CR16  0  -0.240  -5.5131   1.2514   0.7097
 20O  C6   C  CR16  0  -0.240  -6.2555   2.2015   0.0235
 20O  S7   S  S     0   1.222  -4.1516  -1.1163   0.9027
 20O  O8   O  OS    0  -0.653  -4.3579  -0.9188   2.3347
 20O  O9   O  OS    0  -0.653  -4.4437  -2.4163   0.3053
 20O  C10  C  CR6   0  -0.195  -2.4754  -0.7081   0.5279
 20O  C11  C  CR16  0  -0.215  -1.8010   0.2179   1.3105
 20O  C12  C  CR16  0  -0.304  -0.4878   0.5502   1.0275
 20O  C13  C  CR6   0   0.401   0.1645  -0.0547  -0.0519
 20O  C14  C  CR16  0  -0.340  -0.5298  -0.9885  -0.8305
 20O  C15  C  CR16  0  -0.224  -1.8385  -1.3171  -0.5464
 20O  N16  N  NH1   0  -0.763   1.4784   0.2020  -0.4188
 20O  C17  C  C     0   0.613   2.3960   1.0255   0.1641
 20O  O18  O  O     0  -0.463   2.1726   1.7027   1.1507
 20O  C19  C  CH1   0  -0.429   3.7173   1.0110  -0.5148
 20O  C20  C  CH2   0  -0.450   4.5768   2.2366  -0.4487
 20O  C21  C  CH1   0  -0.348   4.9547   1.0521   0.3676
 20O  C22  C  CR6   0   0.115   6.1112   0.1847   0.0457
 20O  C23  C  CR16  0  -0.204   6.6789  -0.6157   1.0323
 20O  C24  C  CR16  0  -0.314   7.7505  -1.4349   0.7164
 20O  C25  C  CR16  0  -0.077   8.2254  -1.4298  -0.5856
 20O  N26  N  N     0  -0.398   7.6985  -0.6721  -1.5410
 20O  C27  C  CR16  0  -0.131   6.6744   0.1096  -1.2275
 20O  H1   H  HCR6  0   0.274  -7.1623   2.7450  -1.8410
 20O  H2   H  HCR6  0   0.274  -6.4328   0.6893  -3.0053
 20O  H3   H  HCR6  0   0.283  -5.1188  -1.0115  -1.8049
 20O  H4   H  HCR6  0   0.283  -5.2629   1.4077   1.7502
 20O  H5   H  HCR6  0   0.274  -6.5824   3.0965   0.5353
 20O  H6   H  HCR6  0   0.284  -2.2861   0.6906   2.1539
 20O  H7   H  HCR6  0   0.296   0.0156   1.2692   1.6513
 20O  H8   H  HCR6  0   0.287  -0.0341  -1.4680  -1.6655
 20O  H9   H  HCR6  0   0.286  -2.3460  -2.0488  -1.1602
 20O  H10  H  HNH1  0   0.425   1.7976  -0.3101  -1.2276
 20O  H11  H  HCH1  0   0.297   3.7957   0.4062  -1.4115
 20O  H12  H  HCH2  0   0.277   5.1570   2.4766  -1.3305
 20O  H13  H  HCH2  0   0.278   4.1829   3.0955   0.0783
 20O  H14  H  HCH1  0   0.282   4.7473   1.1327   1.4288
 20O  H15  H  HCR6  0   0.270   6.2841  -0.5972   2.0410
 20O  H16  H  HCR6  0   0.272   8.2094  -2.0677   1.4635
 20O  H17  H  HCR6  0   0.264   9.0625  -2.0583  -0.8685
 20O  H18  H  HCR6  0   0.256   6.2800   0.7136  -2.0391

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
 20O  C6   C1   aromatic  1.389  0.020  1.389
 20O  C6   C5   aromatic  1.387  0.020  1.387
 20O  C1   C2   aromatic  1.389  0.020  1.389
 20O  C5   C4   aromatic  1.388  0.020  1.388
 20O  C2   C3   aromatic  1.386  0.020  1.386
 20O  C4   C3   aromatic  1.389  0.020  1.389
 20O  C4   S7   single    1.775  0.020  1.775
 20O  O8   S7   double    1.460  0.020  1.460
 20O  S7   O9   double    1.460  0.020  1.460
 20O  S7   C10  single    1.765  0.020  1.765
 20O  C15  C10  aromatic  1.389  0.020  1.389
 20O  C15  C14  aromatic  1.379  0.020  1.379
 20O  C10  C11  aromatic  1.387  0.020  1.387
 20O  C14  C13  aromatic  1.400  0.020  1.400
 20O  C11  C12  aromatic  1.384  0.020  1.384
 20O  C13  C12  aromatic  1.399  0.020  1.399
 20O  C13  N16  single    1.388  0.020  1.388
 20O  O18  C17  double    1.217  0.020  1.217
 20O  N16  C17  single    1.364  0.020  1.364
 20O  C17  C19  single    1.486  0.020  1.486
 20O  C19  C20  single    1.498  0.020  1.498
 20O  C19  C21  single    1.520  0.020  1.520
 20O  C20  C21  single    1.487  0.020  1.487
 20O  C21  C22  single    1.481  0.020  1.481
 20O  C22  C23  aromatic  1.392  0.020  1.392
 20O  C22  C27  aromatic  1.394  0.020  1.394
 20O  C23  C24  aromatic  1.385  0.020  1.385
 20O  C27  N26  aromatic  1.326  0.020  1.326
 20O  C24  C25  aromatic  1.386  0.020  1.386
 20O  N26  C25  aromatic  1.328  0.020  1.328
 20O  C1   H1   single    0.930  0.020  1.080
 20O  C2   H2   single    0.930  0.020  1.080
 20O  C3   H3   single    0.930  0.020  1.080
 20O  C5   H4   single    0.930  0.020  1.080
 20O  C6   H5   single    0.930  0.020  1.080
 20O  C11  H6   single    0.930  0.020  1.080
 20O  C12  H7   single    0.930  0.020  1.080
 20O  C14  H8   single    0.930  0.020  1.080
 20O  C15  H9   single    0.930  0.020  1.080
 20O  N16  H10  single    0.860  0.020  1.020
 20O  C19  H11  single    0.970  0.020  1.090
 20O  C20  H12  single    0.970  0.020  1.090
 20O  C20  H13  single    0.970  0.020  1.090
 20O  C21  H14  single    0.970  0.020  1.090
 20O  C23  H15  single    0.930  0.020  1.080
 20O  C24  H16  single    0.930  0.020  1.080
 20O  C25  H17  single    0.930  0.020  1.080
 20O  C27  H18  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
 20O  H1   C1   C6   119.85  3.000
 20O  H1   C1   C2   119.85  3.000
 20O  C6   C1   C2   120.30  3.000
 20O  H2   C2   C3   119.62  3.000
 20O  H2   C2   C1   120.25  3.000
 20O  C3   C2   C1   120.13  3.000
 20O  H3   C3   C4   121.04  3.000
 20O  H3   C3   C2   120.02  3.000
 20O  C4   C3   C2   118.94  3.000
 20O  S7   C4   C5   119.41  3.000
 20O  S7   C4   C3   119.03  3.000
 20O  C5   C4   C3   121.56  3.000
 20O  H4   C5   C6   120.05  3.000
 20O  H4   C5   C4   121.06  3.000
 20O  C6   C5   C4   118.89  3.000
 20O  H5   C6   C5   119.63  3.000
 20O  H5   C6   C1   120.20  3.000
 20O  C5   C6   C1   120.17  3.000
 20O  C10  S7   O9   107.99  3.000
 20O  C10  S7   O8   108.13  3.000
 20O  O9   S7   O8   119.56  3.000
 20O  C10  S7   C4   104.38  3.000
 20O  O9   S7   C4   107.84  3.000
 20O  O8   S7   C4   107.93  3.000
 20O  C15  C10  C11  120.39  3.000
 20O  C11  C10  S7   119.74  3.000
 20O  C15  C10  S7   119.87  3.000
 20O  H6   C11  C12  118.69  3.000
 20O  H6   C11  C10  120.90  3.000
 20O  C12  C11  C10  120.41  3.000
 20O  H7   C12  C13  121.19  3.000
 20O  H7   C12  C11  119.04  3.000
 20O  C13  C12  C11  119.77  3.000
 20O  N16  C13  C14  116.47  3.000
 20O  N16  C13  C12  124.43  3.000
 20O  C14  C13  C12  119.10  3.000
 20O  H8   C14  C15  119.19  3.000
 20O  H8   C14  C13  119.81  3.000
 20O  C15  C14  C13  121.00  3.000
 20O  H9   C15  C14  119.32  3.000
 20O  H9   C15  C10  121.35  3.000
 20O  C14  C15  C10  119.33  3.000
 20O  H10  N16  C17  115.86  3.000
 20O  H10  N16  C13  114.67  3.000
 20O  C17  N16  C13  129.46  3.000
 20O  C19  C17  O18  122.62  3.000
 20O  C19  C17  N16  113.40  3.000
 20O  O18  C17  N16  123.98  3.000
 20O  H11  C19  C21  115.86  3.000
 20O  H11  C19  C20  116.82  3.000
 20O  C21  C19  C20   59.03  3.000
 20O  H11  C19  C17  116.59  3.000
 20O  C21  C19  C17  117.28  3.000
 20O  C20  C19  C17  118.81  3.000
 20O  H13  C20  H12  114.58  3.000
 20O  H13  C20  C21  117.22  3.000
 20O  H12  C20  C21  119.17  3.000
 20O  H13  C20  C19  117.52  3.000
 20O  H12  C20  C19  116.92  3.000
 20O  C21  C20  C19   61.22  3.000
 20O  H14  C21  C22  113.93  3.000
 20O  H14  C21  C20  115.42  3.000
 20O  C22  C21  C20  123.06  3.000
 20O  H14  C21  C19  114.48  3.000
 20O  C22  C21  C19  119.58  3.000
 20O  C20  C21  C19   59.75  3.000
 20O  C27  C22  C23  116.85  3.000
 20O  C27  C22  C21  123.06  3.000
 20O  C23  C22  C21  120.09  3.000
 20O  H15  C23  C24  120.29  3.000
 20O  H15  C23  C22  120.11  3.000
 20O  C24  C23  C22  119.61  3.000
 20O  H16  C24  C25  120.39  3.000
 20O  H16  C24  C23  121.12  3.000
 20O  C25  C24  C23  118.49  3.000
 20O  H17  C25  N26  116.69  3.000
 20O  H17  C25  C24  120.49  3.000
 20O  N26  C25  C24  122.81  3.000
 20O  C27  N26  C25  118.20  3.000
 20O  H18  C27  N26  115.58  3.000
 20O  H18  C27  C22  120.39  3.000
 20O  N26  C27  C22  124.03  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
 20O  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 20O  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 20O  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 20O  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 20O  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 20O  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 20O  CONST_07  C13  C14  C15  C10     0.00   0.0  0
 20O  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 20O  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 20O  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 20O  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 20O  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 20O  CONST_13  C25  C24  C23  C22     0.00   0.0  0
 20O  CONST_14  C25  N26  C27  C22     0.00   0.0  0
 20O  CONST_15  N26  C27  C22  C23     0.00   0.0  0
 20O  CONST_16  N26  C25  C24  C23     0.00   0.0  0
 20O  CONST_17  C27  C22  C23  C24     0.00   0.0  0
 20O  CONST_18  C27  N26  C25  C24     0.00   0.0  0
 20O  CONST_19  C24  C23  C22  C21   180.00   0.0  0
 20O  CONST_20  N26  C27  C22  C21   180.00   0.0  0
 20O  CONST_21  S7   C4   C3   C2    180.00   0.0  0
 20O  CONST_22  S7   C4   C5   C6    180.00   0.0  0
 20O  CONST_23  C14  C15  C10  S7    180.00   0.0  0
 20O  CONST_24  C12  C11  C10  S7    180.00   0.0  0
 20O  CONST_25  N16  C13  C12  C11   180.00   0.0  0
 20O  CONST_26  N16  C13  C14  C15   180.00   0.0  0
 20O  CONST_27  H4   C5   C6   C1    180.00   0.0  0
 20O  CONST_28  H3   C3   C2   C1    180.00   0.0  0
 20O  CONST_29  H5   C6   C1   C2    180.00   0.0  0
 20O  CONST_30  H1   C1   C2   C3    180.00   0.0  0
 20O  CONST_31  H2   C2   C3   C4    180.00   0.0  0
 20O  CONST_32  H8   C14  C15  C10   180.00   0.0  0
 20O  CONST_33  H7   C12  C11  C10   180.00   0.0  0
 20O  CONST_34  H9   C15  C10  C11   180.00   0.0  0
 20O  CONST_35  H6   C11  C12  C13   180.00   0.0  0
 20O  CONST_36  H15  C23  C22  C21     0.00   0.0  0
 20O  CONST_37  H18  C27  C22  C21     0.00   0.0  0
 20O  CONST_38  H16  C24  C23  C22   180.00   0.0  0
 20O  CONST_39  H17  C25  C24  C23   180.00   0.0  0
 20O  CONST_40  C19  C17  N16  C13   180.00   0.0  0
 20O  CONST_41  C17  N16  C13  C12     0.00   0.0  0
 20O  CONST_42  C17  N16  C13  C14   180.00   0.0  0
 20O  CONST_43  H10  N16  C13  C12   180.00   0.0  0
 20O  CONST_44  O18  C17  N16  C13     0.00   0.0  0
 20O  Var_01    C22  C21  C20  C19   107.59  30.0  1
 20O  Var_02    C23  C22  C21  C19  -129.69  30.0  2
 20O  Var_03    C10  S7   C4   C3     85.52  30.0  2
 20O  Var_04    C15  C10  S7   C4    -93.33  30.0  2
 20O  Var_05    C21  C20  C19  C17   106.26  30.0  1
 20O  Var_06    C20  C19  C17  N16   151.59  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
 20O  chir_01  C19  C17  C20  C21  both
 20O  chir_02  C21  C19  C20  C22  both

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
 20O  plan-1  C1   0.020
 20O  plan-1  C2   0.020
 20O  plan-1  C3   0.020
 20O  plan-1  C4   0.020
 20O  plan-1  C5   0.020
 20O  plan-1  C6   0.020
 20O  plan-1  S7   0.020
 20O  plan-1  H1   0.020
 20O  plan-1  H2   0.020
 20O  plan-1  H3   0.020
 20O  plan-1  H4   0.020
 20O  plan-1  H5   0.020
 20O  plan-2  S7   0.020
 20O  plan-2  C10  0.020
 20O  plan-2  C11  0.020
 20O  plan-2  C12  0.020
 20O  plan-2  C13  0.020
 20O  plan-2  C14  0.020
 20O  plan-2  C15  0.020
 20O  plan-2  N16  0.020
 20O  plan-2  H6   0.020
 20O  plan-2  H7   0.020
 20O  plan-2  H8   0.020
 20O  plan-2  H9   0.020
 20O  plan-3  C21  0.020
 20O  plan-3  C22  0.020
 20O  plan-3  C23  0.020
 20O  plan-3  C24  0.020
 20O  plan-3  C25  0.020
 20O  plan-3  N26  0.020
 20O  plan-3  C27  0.020
 20O  plan-3  H15  0.020
 20O  plan-3  H16  0.020
 20O  plan-3  H17  0.020
 20O  plan-3  H18  0.020
 20O  plan-4  C13  0.020
 20O  plan-4  N16  0.020
 20O  plan-4  C17  0.020
 20O  plan-4  O18  0.020
 20O  plan-4  C19  0.020
 20O  plan-4  H10  0.020

