# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 18:49:33 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (~{E})-~{N}-oxidanyl-5-[3-(phenylsulfonylamino)phenyl]pent-2-en-4-ynamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)/C=C/C#Cc1cccc(N[S](=O)(=O)c2ccccc2)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
 5OK  5OK  (~{E})-~{N}-oxidanyl-5-[3-(phenylsulfonylamino)phenyl]pent-2-en-4-ynamide  ligand  38  24  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5OK
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
 5OK  O01  O  OS    0  -0.646  -5.3077   0.2610   1.2690
 5OK  S02  S  S     0   1.353  -4.2857   0.4585   0.2580
 5OK  N03  N  NC1   0  -0.803  -3.1692   1.4909   0.9479
 5OK  C04  C  CR6   0   0.268  -2.0164   1.8169   0.1873
 5OK  C05  C  CR16  0  -0.303  -0.8157   1.1638   0.4232
 5OK  C06  C  CR6   0  -0.095   0.3175   1.4922  -0.3243
 5OK  C07  C  CSP   0   0.204   1.5441   0.8167  -0.0847
 5OK  C08  C  CSP   0   0.077   2.5855   0.2355   0.1103
 5OK  C09  C  C1    0  -0.414   3.7795  -0.4734   0.3669
 5OK  C10  C  C1    0  -0.382   4.9139  -0.2962  -0.3199
 5OK  C11  C  C     0   0.534   6.1173  -1.0929   0.0118
 5OK  N12  N  NH1   0  -0.391   7.1754  -0.7736  -0.7592
 5OK  O13  O  OH1   0  -0.538   8.3055  -1.5258  -0.7012
 5OK  O14  O  O     0  -0.473   6.1545  -1.9268   0.9013
 5OK  C15  C  CR16  0  -0.286   0.2255   2.4676  -1.3217
 5OK  C16  C  CR16  0  -0.252  -0.9806   3.1079  -1.5524
 5OK  C17  C  CR16  0  -0.241  -2.1025   2.7934  -0.7996
 5OK  C18  C  CR6   0  -0.200  -3.4222  -1.0628  -0.0017
 5OK  C19  C  CR16  0  -0.218  -2.6826  -1.2303  -1.1665
 5OK  C20  C  CR16  0  -0.240  -1.9466  -2.3938  -1.3313
 5OK  C21  C  CR16  0  -0.234  -1.9559  -3.3711  -0.3451
 5OK  C22  C  CR16  0  -0.243  -2.7014  -3.1908   0.8131
 5OK  C23  C  CR16  0  -0.237  -3.4381  -2.0306   0.9950
 5OK  O24  O  OS    0  -0.638  -4.6271   1.0158  -1.0369
 5OK  H1   H  HNC1  0   0.422  -2.9742   1.2280   1.9096
 5OK  H2   H  HCR6  0   0.275  -0.7554   0.3943   1.1825
 5OK  H3   H  H     0   0.299   3.7462  -1.2010   1.1721
 5OK  H4   H  H     0   0.288   4.9649   0.4261  -1.1263
 5OK  H5   H  HNH1  0   0.419   7.0922  -0.1957  -1.5834
 5OK  H6   H  HOH1  0   0.481   8.9124  -1.0583  -0.1124
 5OK  H7   H  HCR6  0   0.269   1.0987   2.7201  -1.9080
 5OK  H8   H  HCR6  0   0.273  -1.0455   3.8674  -2.3193
 5OK  H9   H  HCR6  0   0.276  -3.0368   3.3116  -0.9652
 5OK  H10  H  HCR6  0   0.287  -2.6755  -0.4737  -1.9390
 5OK  H11  H  HCR6  0   0.274  -1.3674  -2.5357  -2.2336
 5OK  H12  H  HCR6  0   0.274  -1.3820  -4.2783  -0.4803
 5OK  H13  H  HCR6  0   0.275  -2.7124  -3.9552   1.5779
 5OK  H14  H  HCR6  0   0.286  -4.0179  -1.8943   1.8980

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
 5OK  C20  C21  aromatic  1.388  0.020  1.388
 5OK  C20  C19  aromatic  1.387  0.020  1.387
 5OK  C21  C22  aromatic  1.389  0.020  1.389
 5OK  C19  C18  aromatic  1.390  0.020  1.390
 5OK  C22  C23  aromatic  1.386  0.020  1.386
 5OK  C18  C23  aromatic  1.389  0.020  1.389
 5OK  C18  S02  single    1.768  0.020  1.768
 5OK  O24  S02  double    1.450  0.020  1.450
 5OK  O01  S02  double    1.451  0.020  1.451
 5OK  S02  N03  single    1.670  0.020  1.670
 5OK  O14  C11  double    1.220  0.020  1.220
 5OK  N03  C04  single    1.419  0.020  1.419
 5OK  C09  C10  double    1.338  0.020  1.338
 5OK  C09  C08  single    1.412  0.020  1.412
 5OK  C11  C10  single    1.481  0.020  1.481
 5OK  C11  N12  single    1.348  0.020  1.348
 5OK  C05  C04  aromatic  1.387  0.020  1.387
 5OK  C05  C06  aromatic  1.397  0.020  1.397
 5OK  C08  C07  triple    1.209  0.020  1.209
 5OK  C04  C17  aromatic  1.391  0.020  1.391
 5OK  C07  C06  single    1.421  0.020  1.421
 5OK  C06  C15  aromatic  1.398  0.020  1.398
 5OK  O13  N12  single    1.359  0.020  1.359
 5OK  C17  C16  aromatic  1.387  0.020  1.387
 5OK  C15  C16  aromatic  1.385  0.020  1.385
 5OK  N03  H1   single    0.890  0.020  1.040
 5OK  C05  H2   single    0.930  0.020  1.080
 5OK  C09  H3   single    0.930  0.020  1.080
 5OK  C10  H4   single    0.930  0.020  1.080
 5OK  N12  H5   single    0.860  0.020  1.020
 5OK  O13  H6   single    0.850  0.020  0.980
 5OK  C15  H7   single    0.930  0.020  1.080
 5OK  C16  H8   single    0.930  0.020  1.080
 5OK  C17  H9   single    0.930  0.020  1.080
 5OK  C19  H10  single    0.930  0.020  1.080
 5OK  C20  H11  single    0.930  0.020  1.080
 5OK  C21  H12  single    0.930  0.020  1.080
 5OK  C22  H13  single    0.930  0.020  1.080
 5OK  C23  H14  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
 5OK  O24  S02  C18  108.32  3.000
 5OK  O24  S02  N03  106.78  3.000
 5OK  C18  S02  N03  105.43  3.000
 5OK  N03  S02  O01  105.50  3.000
 5OK  O24  S02  O01  120.56  3.000
 5OK  C18  S02  O01  109.22  3.000
 5OK  H1   N03  C04  114.27  3.000
 5OK  H1   N03  S02  111.07  3.000
 5OK  C04  N03  S02  117.63  3.000
 5OK  C17  C04  C05  120.32  3.000
 5OK  C17  C04  N03  119.42  3.000
 5OK  C05  C04  N03  120.26  3.000
 5OK  H2   C05  C06  119.82  3.000
 5OK  H2   C05  C04  120.14  3.000
 5OK  C06  C05  C04  120.04  3.000
 5OK  C15  C06  C07  120.59  3.000
 5OK  C15  C06  C05  119.51  3.000
 5OK  C07  C06  C05  119.89  3.000
 5OK  C08  C07  C06  180.00  3.000
 5OK  C09  C08  C07  180.00  3.000
 5OK  H3   C09  C10  119.70  3.000
 5OK  H3   C09  C08  116.44  3.000
 5OK  C10  C09  C08  123.86  3.000
 5OK  H4   C10  C11  119.15  3.000
 5OK  H4   C10  C09  120.67  3.000
 5OK  C11  C10  C09  120.19  3.000
 5OK  O14  C11  N12  123.73  3.000
 5OK  N12  C11  C10  112.48  3.000
 5OK  O14  C11  C10  123.77  3.000
 5OK  H5   N12  O13  114.84  3.000
 5OK  H5   N12  C11  122.53  3.000
 5OK  O13  N12  C11  119.83  3.000
 5OK  H6   O13  N12  106.29  3.000
 5OK  H7   C15  C16  120.32  3.000
 5OK  H7   C15  C06  119.77  3.000
 5OK  C16  C15  C06  119.91  3.000
 5OK  H8   C16  C17  119.71  3.000
 5OK  H8   C16  C15  119.68  3.000
 5OK  C17  C16  C15  120.61  3.000
 5OK  H9   C17  C16  120.47  3.000
 5OK  H9   C17  C04  119.91  3.000
 5OK  C16  C17  C04  119.61  3.000
 5OK  C23  C18  C19  121.56  3.000
 5OK  C23  C18  S02  119.23  3.000
 5OK  C19  C18  S02  119.11  3.000
 5OK  H10  C19  C20  119.92  3.000
 5OK  H10  C19  C18  121.19  3.000
 5OK  C20  C19  C18  118.89  3.000
 5OK  H11  C20  C21  120.26  3.000
 5OK  H11  C20  C19  119.57  3.000
 5OK  C21  C20  C19  120.18  3.000
 5OK  H12  C21  C22  119.85  3.000
 5OK  H12  C21  C20  119.86  3.000
 5OK  C22  C21  C20  120.30  3.000
 5OK  H13  C22  C23  119.56  3.000
 5OK  H13  C22  C21  120.23  3.000
 5OK  C23  C22  C21  120.21  3.000
 5OK  H14  C23  C22  119.99  3.000
 5OK  H14  C23  C18  121.14  3.000
 5OK  C22  C23  C18  118.86  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
 5OK  CONST_01  C15  C06  C05  C04     0.00   0.0  0
 5OK  CONST_02  C15  C16  C17  C04     0.00   0.0  0
 5OK  CONST_03  C16  C17  C04  C05     0.00   0.0  0
 5OK  CONST_04  C16  C15  C06  C05     0.00   0.0  0
 5OK  CONST_05  C17  C04  C05  C06     0.00   0.0  0
 5OK  CONST_06  C17  C16  C15  C06     0.00   0.0  0
 5OK  CONST_07  C21  C20  C19  C18     0.00   0.0  0
 5OK  CONST_08  C21  C22  C23  C18     0.00   0.0  0
 5OK  CONST_09  C22  C21  C20  C19     0.00   0.0  0
 5OK  CONST_10  C22  C23  C18  C19     0.00   0.0  0
 5OK  CONST_11  C23  C22  C21  C20     0.00   0.0  0
 5OK  CONST_12  C23  C18  C19  C20     0.00   0.0  0
 5OK  CONST_13  C20  C19  C18  S02   180.00   0.0  0
 5OK  CONST_14  C22  C23  C18  S02   180.00   0.0  0
 5OK  CONST_15  C06  C05  C04  N03   180.00   0.0  0
 5OK  CONST_16  C16  C17  C04  N03   180.00   0.0  0
 5OK  CONST_17  C07  C06  C05  C04   180.00   0.0  0
 5OK  CONST_18  C16  C15  C06  C07   180.00   0.0  0
 5OK  CONST_19  H8   C16  C17  C04   180.00   0.0  0
 5OK  CONST_20  H9   C17  C04  C05   180.00   0.0  0
 5OK  CONST_21  H7   C15  C06  C05   180.00   0.0  0
 5OK  CONST_22  H2   C05  C06  C15   180.00   0.0  0
 5OK  CONST_23  H11  C20  C19  C18   180.00   0.0  0
 5OK  CONST_24  H13  C22  C23  C18   180.00   0.0  0
 5OK  CONST_25  H12  C21  C20  C19   180.00   0.0  0
 5OK  CONST_26  H14  C23  C18  C19   180.00   0.0  0
 5OK  CONST_27  H10  C19  C20  C21   180.00   0.0  0
 5OK  CONST_31  O13  N12  C11  C10   180.00   0.0  0
 5OK  CONST_32  O14  C11  N12  O13     0.00   0.0  0
 5OK  CONST_33  H5   N12  C11  C10     0.00   0.0  0
 5OK  Var_01    C19  C18  S02  O01   161.45  30.0  3
 5OK  Var_02    C18  S02  N03  C04    61.99  30.0  1
 5OK  Var_03    C11  C10  C09  C08  -179.51   0.0  2
 5OK  Var_04    C10  C09  C08  C07   169.06  30.0  3
 5OK  Var_05    O14  C11  C10  C09    -0.29  30.0  2

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
 5OK  plan-1  N03  0.020
 5OK  plan-1  C04  0.020
 5OK  plan-1  C05  0.020
 5OK  plan-1  C06  0.020
 5OK  plan-1  C07  0.020
 5OK  plan-1  C08  0.020
 5OK  plan-1  C15  0.020
 5OK  plan-1  C16  0.020
 5OK  plan-1  C17  0.020
 5OK  plan-1  H2   0.020
 5OK  plan-1  H7   0.020
 5OK  plan-1  H8   0.020
 5OK  plan-1  H9   0.020
 5OK  plan-2  S02  0.020
 5OK  plan-2  C18  0.020
 5OK  plan-2  C19  0.020
 5OK  plan-2  C20  0.020
 5OK  plan-2  C21  0.020
 5OK  plan-2  C22  0.020
 5OK  plan-2  C23  0.020
 5OK  plan-2  H10  0.020
 5OK  plan-2  H11  0.020
 5OK  plan-2  H12  0.020
 5OK  plan-2  H13  0.020
 5OK  plan-2  H14  0.020
 5OK  plan-3  C10  0.020
 5OK  plan-3  C11  0.020
 5OK  plan-3  N12  0.020
 5OK  plan-3  O13  0.020
 5OK  plan-3  O14  0.020
 5OK  plan-3  H5   0.020
 5OK  plan-4  S02  0.020
 5OK  plan-4  N03  0.020
 5OK  plan-4  C04  0.020
 5OK  plan-4  H1   0.020
 5OK  plan-5  C08  0.020
 5OK  plan-5  C09  0.020
 5OK  plan-5  C10  0.020
 5OK  plan-5  C11  0.020
 5OK  plan-5  H3   0.020
 5OK  plan-5  H4   0.020

