# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 19:40:37 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-[(3-methoxyphenyl)amino]-6-(methylsulfonyl)quinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(Nc2c(cnc3ccc(cc23)[S](C)(=O)=O)C(N)=O)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
 SK4  SK4  4-[(3-methoxyphenyl)amino]-6-(methylsulfonyl)quinoline-3-carboxamide  ligand  43  26  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_SK4
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
 SK4  O23   O  OS    0  -0.666   4.0025   2.3194   0.3356
 SK4  S18   S  S     0   1.218   2.5639   2.1596   0.1364
 SK4  O22   O  OS    0  -0.664   1.6467   2.7015   1.1366
 SK4  C21   C  CH3   0  -0.788   2.1328   2.8498  -1.4449
 SK4  C12   C  CR6   0  -0.214   2.2157   0.4318  -0.0583
 SK4  C17   C  CR16  0  -0.238   3.2324  -0.4467  -0.4703
 SK4  C11   C  CR16  0  -0.290   2.9481  -1.7790  -0.5723
 SK4  C5    C  CR66  0   0.209   1.6518  -2.2731  -0.3018
 SK4  N10   N  N     0  -0.454   1.4684  -3.6129  -0.3452
 SK4  C7    C  CR16  0  -0.100   0.2930  -4.0595   0.0009
 SK4  C13   C  CR6   0  -0.262  -0.8318  -3.2784   0.3295
 SK4  C8    C  C     0   0.549  -2.1222  -3.9187   0.6923
 SK4  O14   O  O     0  -0.507  -3.1860  -3.2941   0.6748
 SK4  N3    N  NH2   0  -0.814  -2.0875  -5.2103   1.0457
 SK4  C2    C  CR66  0   0.043   0.6163  -1.3646   0.0202
 SK4  C6    C  CR16  0  -0.254   0.9427  -0.0064   0.1926
 SK4  C1    C  CR6   0   0.445  -0.7142  -1.8827   0.2156
 SK4  N4    N  NH1   0  -0.768  -1.7861  -1.0768   0.3344
 SK4  C9    C  CR6   0   0.247  -1.9558   0.1978  -0.2506
 SK4  C15   C  CR16  0  -0.386  -2.5679   1.1882   0.4981
 SK4  C19   C  CR6   0   0.398  -2.7755   2.4555  -0.0512
 SK4  O25   O  O2    0  -0.471  -3.3796   3.3497   0.7499
 SK4  C26   C  CH3   0  -0.438  -3.5944   4.6591   0.2593
 SK4  C24   C  CR16  0  -0.386  -2.3488   2.7241  -1.3493
 SK4  C20   C  CR16  0  -0.238  -1.7432   1.7130  -2.0877
 SK4  C16   C  CR16  0  -0.284  -1.5509   0.4487  -1.5621
 SK4  H21   H  HCH3  0   0.298   2.7370   2.3844  -2.2202
 SK4  H21A  H  HCH3  0   0.286   1.0753   2.6778  -1.6364
 SK4  H21B  H  HCH3  0   0.314   2.3359   3.9195  -1.4033
 SK4  H17   H  HCR6  0   0.287   4.2296  -0.0839  -0.6792
 SK4  H11   H  HCR6  0   0.276   3.7177  -2.4893  -0.8437
 SK4  H7    H  HCR6  0   0.264   0.1918  -5.1394  -0.0246
 SK4  HN3   H  HNH2  0   0.417  -1.2368  -5.7089   1.2374
 SK4  HN3A  H  HNH2  0   0.411  -2.9454  -5.6626   1.3181
 SK4  H6    H  HCR6  0   0.310   0.2044   0.6934   0.5539
 SK4  HN4   H  HNH1  0   0.428  -2.6422  -1.5848   0.5554
 SK4  H15   H  HCR6  0   0.275  -2.8734   0.9869   1.5175
 SK4  H26   H  HCH3  0   0.230  -2.6560   5.1587   0.0061
 SK4  H26A  H  HCH3  0   0.231  -4.2435   4.6623  -0.6197
 SK4  H26B  H  HCH3  0   0.262  -4.0811   5.2123   1.0583
 SK4  H24   H  HCR6  0   0.283  -2.4854   3.6971  -1.8001
 SK4  H20   H  HCR6  0   0.269  -1.4277   1.9223  -3.1015
 SK4  H16   H  HCR6  0   0.271  -1.0961  -0.3306  -2.1591

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
 SK4  O23  S18   double    1.461  0.020  1.461
 SK4  S18  O22   double    1.461  0.020  1.461
 SK4  S18  C21   single    1.778  0.020  1.778
 SK4  S18  C12   single    1.773  0.020  1.773
 SK4  C12  C17   aromatic  1.405  0.020  1.405
 SK4  C12  C6    aromatic  1.369  0.020  1.369
 SK4  C17  C11   aromatic  1.366  0.020  1.366
 SK4  C11  C5    aromatic  1.413  0.020  1.413
 SK4  C5   N10   aromatic  1.353  0.020  1.353
 SK4  C5   C2    aromatic  1.415  0.020  1.415
 SK4  N10  C7    aromatic  1.304  0.020  1.304
 SK4  C7   C13   aromatic  1.408  0.020  1.408
 SK4  C13  C8    single    1.485  0.020  1.485
 SK4  C13  C1    aromatic  1.405  0.020  1.405
 SK4  C8   O14   double    1.234  0.020  1.234
 SK4  C8   N3    single    1.340  0.020  1.340
 SK4  C2   C6    aromatic  1.407  0.020  1.407
 SK4  C2   C1    aromatic  1.441  0.020  1.441
 SK4  C1   N4    single    1.346  0.020  1.346
 SK4  N4   C9    single    1.413  0.020  1.413
 SK4  C9   C15   aromatic  1.384  0.020  1.384
 SK4  C9   C16   aromatic  1.395  0.020  1.395
 SK4  C15  C19   aromatic  1.397  0.020  1.397
 SK4  C19  O25   single    1.344  0.020  1.344
 SK4  C19  C24   aromatic  1.393  0.020  1.393
 SK4  O25  C26   single    1.415  0.020  1.415
 SK4  C24  C20   aromatic  1.391  0.020  1.391
 SK4  C20  C16   aromatic  1.383  0.020  1.383
 SK4  C21  H21   single    0.970  0.020  1.090
 SK4  C21  H21A  single    0.970  0.020  1.090
 SK4  C21  H21B  single    0.970  0.020  1.090
 SK4  C17  H17   single    0.930  0.020  1.080
 SK4  C11  H11   single    0.930  0.020  1.080
 SK4  C7   H7    single    0.930  0.020  1.080
 SK4  N3   HN3   single    0.860  0.020  1.020
 SK4  N3   HN3A  single    0.860  0.020  1.020
 SK4  C6   H6    single    0.930  0.020  1.080
 SK4  N4   HN4   single    0.890  0.020  1.040
 SK4  C15  H15   single    0.930  0.020  1.080
 SK4  C26  H26   single    0.970  0.020  1.090
 SK4  C26  H26A  single    0.970  0.020  1.090
 SK4  C26  H26B  single    0.970  0.020  1.090
 SK4  C24  H24   single    0.930  0.020  1.080
 SK4  C20  H20   single    0.930  0.020  1.080
 SK4  C16  H16   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
 SK4  C12   S18  C21   103.47  3.000
 SK4  C12   S18  O22   108.25  3.000
 SK4  C21   S18  O22   108.21  3.000
 SK4  C12   S18  O23   108.36  3.000
 SK4  C21   S18  O23   108.51  3.000
 SK4  O22   S18  O23   118.96  3.000
 SK4  H21B  C21  H21A  110.06  3.000
 SK4  H21B  C21  H21   110.11  3.000
 SK4  H21A  C21  H21   110.29  3.000
 SK4  H21B  C21  S18   107.57  3.000
 SK4  H21A  C21  S18   109.31  3.000
 SK4  H21   C21  S18   109.45  3.000
 SK4  C6    C12  C17   121.75  3.000
 SK4  C6    C12  S18   118.31  3.000
 SK4  C17   C12  S18   119.94  3.000
 SK4  H17   C17  C11   120.31  3.000
 SK4  H17   C17  C12   120.93  3.000
 SK4  C11   C17  C12   118.74  3.000
 SK4  H11   C11  C5    118.10  3.000
 SK4  H11   C11  C17   120.73  3.000
 SK4  C5    C11  C17   121.17  3.000
 SK4  C2    C5   N10   122.96  3.000
 SK4  C2    C5   C11   119.37  3.000
 SK4  N10   C5   C11   117.67  3.000
 SK4  C7    N10  C5    116.92  3.000
 SK4  H7    C7   C13   118.89  3.000
 SK4  H7    C7   N10   114.74  3.000
 SK4  C13   C7   N10   126.29  3.000
 SK4  C1    C13  C8    121.37  3.000
 SK4  C1    C13  C7    117.72  3.000
 SK4  C8    C13  C7    120.78  3.000
 SK4  N3    C8   O14   120.95  3.000
 SK4  N3    C8   C13   117.23  3.000
 SK4  O14   C8   C13   121.83  3.000
 SK4  HN3A  N3   HN3   116.54  3.000
 SK4  HN3A  N3   C8    118.83  3.000
 SK4  HN3   N3   C8    123.43  3.000
 SK4  C1    C2   C6    122.99  3.000
 SK4  C1    C2   C5    118.41  3.000
 SK4  C6    C2   C5    118.54  3.000
 SK4  H6    C6   C2    120.52  3.000
 SK4  H6    C6   C12   119.32  3.000
 SK4  C2    C6   C12   120.13  3.000
 SK4  N4    C1   C2    122.13  3.000
 SK4  N4    C1   C13   121.38  3.000
 SK4  C2    C1   C13   116.44  3.000
 SK4  HN4   N4   C9    116.00  3.000
 SK4  HN4   N4   C1    112.92  3.000
 SK4  C9    N4   C1    126.81  3.000
 SK4  C16   C9   C15   120.53  3.000
 SK4  C16   C9   N4    121.11  3.000
 SK4  C15   C9   N4    118.34  3.000
 SK4  H15   C15  C19   119.79  3.000
 SK4  H15   C15  C9    120.06  3.000
 SK4  C19   C15  C9    120.15  3.000
 SK4  C24   C19  O25   124.40  3.000
 SK4  C24   C19  C15   119.74  3.000
 SK4  O25   C19  C15   115.85  3.000
 SK4  C26   O25  C19   118.52  3.000
 SK4  H26B  C26  H26A  108.90  3.000
 SK4  H26B  C26  H26   108.80  3.000
 SK4  H26A  C26  H26   108.80  3.000
 SK4  H26B  C26  O25   106.51  3.000
 SK4  H26A  C26  O25   111.83  3.000
 SK4  H26   C26  O25   111.91  3.000
 SK4  H24   C24  C20   119.20  3.000
 SK4  H24   C24  C19   121.58  3.000
 SK4  C20   C24  C19   119.22  3.000
 SK4  H20   C20  C16   119.50  3.000
 SK4  H20   C20  C24   118.93  3.000
 SK4  C16   C20  C24   121.57  3.000
 SK4  H16   C16  C20   120.49  3.000
 SK4  H16   C16  C9    120.74  3.000
 SK4  C20   C16  C9    118.78  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
 SK4  CONST_01  C5    C11  C17  C12     0.00   0.0  0
 SK4  CONST_02  C5    C2   C6   C12     0.00   0.0  0
 SK4  CONST_03  C1    C2   C6   C12   180.00   0.0  0
 SK4  CONST_04  C2    C6   C12  C17     0.00   0.0  0
 SK4  CONST_05  N10   C5   C11  C17   180.00   0.0  0
 SK4  CONST_06  C2    C5   C11  C17     0.00   0.0  0
 SK4  CONST_07  C6    C12  C17  C11     0.00   0.0  0
 SK4  CONST_08  C7    N10  C5   C11   180.00   0.0  0
 SK4  CONST_09  C6    C2   C5   C11     0.00   0.0  0
 SK4  CONST_10  C1    C2   C5   C11   180.00   0.0  0
 SK4  CONST_11  C13   C7   N10  C5      0.00   0.0  0
 SK4  CONST_12  C13   C1   C2   C5      0.00   0.0  0
 SK4  CONST_13  C6    C2   C5   N10   180.00   0.0  0
 SK4  CONST_14  C1    C2   C5   N10     0.00   0.0  0
 SK4  CONST_15  C1    C13  C7   N10     0.00   0.0  0
 SK4  CONST_16  C2    C5   N10  C7      0.00   0.0  0
 SK4  CONST_17  C2    C1   C13  C7      0.00   0.0  0
 SK4  CONST_19  C24   C19  C15  C9      0.00   0.0  0
 SK4  CONST_20  C24   C20  C16  C9      0.00   0.0  0
 SK4  CONST_21  C20   C16  C9   C15     0.00   0.0  0
 SK4  CONST_22  C20   C24  C19  C15     0.00   0.0  0
 SK4  CONST_23  C16   C9   C15  C19     0.00   0.0  0
 SK4  CONST_24  C16   C20  C24  C19     0.00   0.0  0
 SK4  CONST_25  C11   C17  C12  S18   180.00   0.0  0
 SK4  CONST_26  C2    C6   C12  S18   180.00   0.0  0
 SK4  CONST_27  N4    C1   C2   C5    180.00   0.0  0
 SK4  CONST_28  C8    C13  C7   N10   180.00   0.0  0
 SK4  CONST_29  N4    C1   C13  C7    180.00   0.0  0
 SK4  CONST_30  C2    C1   C13  C8    180.00   0.0  0
 SK4  CONST_31  N4    C1   C2   C6      0.00   0.0  0
 SK4  CONST_32  C19   C15  C9   N4    180.00   0.0  0
 SK4  CONST_33  C20   C16  C9   N4    180.00   0.0  0
 SK4  CONST_34  O25   C19  C15  C9    180.00   0.0  0
 SK4  CONST_35  C20   C24  C19  O25   180.00   0.0  0
 SK4  CONST_36  H11   C11  C17  C12   180.00   0.0  0
 SK4  CONST_37  H6    C6   C12  C17   180.00   0.0  0
 SK4  CONST_38  H17   C17  C11  C5    180.00   0.0  0
 SK4  CONST_39  H7    C7   N10  C5    180.00   0.0  0
 SK4  CONST_40  H20   C20  C16  C9    180.00   0.0  0
 SK4  CONST_41  H16   C16  C9   C15   180.00   0.0  0
 SK4  CONST_42  H24   C24  C19  C15   180.00   0.0  0
 SK4  CONST_43  H15   C15  C19  C24   180.00   0.0  0
 SK4  CONST_44  HN3   N3   C8   C13     0.00   0.0  0
 SK4  CONST_45  HN3A  N3   C8   C13   180.00   0.0  0
 SK4  Var_01    C9    N4   C1   C13  -152.74  30.0  2
 SK4  Var_02    C15   C9   N4   C1   -140.49  30.0  2
 SK4  Var_03    C17   C12  S18  O23   -22.26  30.0  2
 SK4  Var_04    O14   C8   C13  C7   -162.54  30.0  2
 SK4  Var_05    C24   C19  O25  C26    -0.51  30.0  2
 SK4  Var_06    H21   C21  S18  C12   -59.62  30.0  3
 SK4  Var_07    H26   C26  O25  C19   -60.77  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
 SK4  plan-1  N4    0.020
 SK4  plan-1  C9    0.020
 SK4  plan-1  C15   0.020
 SK4  plan-1  C19   0.020
 SK4  plan-1  O25   0.020
 SK4  plan-1  C24   0.020
 SK4  plan-1  C20   0.020
 SK4  plan-1  C16   0.020
 SK4  plan-1  H15   0.020
 SK4  plan-1  H24   0.020
 SK4  plan-1  H20   0.020
 SK4  plan-1  H16   0.020
 SK4  plan-2  S18   0.020
 SK4  plan-2  C12   0.020
 SK4  plan-2  C17   0.020
 SK4  plan-2  C11   0.020
 SK4  plan-2  C5    0.020
 SK4  plan-2  N10   0.020
 SK4  plan-2  C7    0.020
 SK4  plan-2  C13   0.020
 SK4  plan-2  C8    0.020
 SK4  plan-2  C2    0.020
 SK4  plan-2  C6    0.020
 SK4  plan-2  C1    0.020
 SK4  plan-2  N4    0.020
 SK4  plan-2  H17   0.020
 SK4  plan-2  H11   0.020
 SK4  plan-2  H7    0.020
 SK4  plan-2  H6    0.020
 SK4  plan-3  C13   0.020
 SK4  plan-3  C8    0.020
 SK4  plan-3  O14   0.020
 SK4  plan-3  N3    0.020
 SK4  plan-3  HN3   0.020
 SK4  plan-3  HN3A  0.020

