# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 11:31:39 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: N-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(propan-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1[nH]c2nccc(c3ccc(cc3)[S](=O)(=O)NC4CC[S](=O)(=O)CC4)c2c1
#
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
 AQ2  AQ2  N-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(propan-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide  ligand  55  30  .  2022-07-24  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_AQ2
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
 AQ2  C01   C  CH3   0  -0.648   6.9972   0.7292  -2.9426
 AQ2  C02   C  CH1   0  -0.349   6.5602  -0.4206  -2.0325
 AQ2  C03   C  CH3   0  -0.648   7.7695  -1.1184  -1.4062
 AQ2  C04   C  CR5   0   0.436   5.5947   0.0388  -0.9892
 AQ2  C05   C  CR15  0  -0.533   4.2945  -0.3369  -0.7894
 AQ2  C06   C  CR56  0   0.002   3.8179   0.3808   0.3483
 AQ2  C07   C  CR6   0   0.130   2.6321   0.4392   1.0872
 AQ2  C08   C  CR16  0  -0.404   2.6294   1.2753   2.1998
 AQ2  C09   C  CR16  0  -0.085   3.7624   2.0185   2.5306
 AQ2  N01   N  N     0  -0.426   4.8994   1.9856   1.8472
 AQ2  C10   C  CR56  0   0.451   4.8960   1.1804   0.8008
 AQ2  N02   N  NR15  0  -0.720   5.9490   0.9564  -0.0325
 AQ2  C11   C  CR6   0   0.074   1.4411  -0.3454   0.7185
 AQ2  C12   C  CR16  0  -0.288   0.7262  -1.0448   1.6937
 AQ2  C13   C  CR16  0  -0.219  -0.3943  -1.7808   1.3576
 AQ2  C14   C  CR6   0  -0.218  -0.8180  -1.8065   0.0341
 AQ2  C15   C  CR16  0  -0.222  -0.1270  -1.1185  -0.9516
 AQ2  C16   C  CR16  0  -0.294   1.0036  -0.3960  -0.6039
 AQ2  S01   S  S     0   1.377  -2.2987  -2.6935  -0.3678
 AQ2  O01   O  OS    0  -0.649  -2.4247  -2.7044  -1.8151
 AQ2  O02   O  OS    0  -0.655  -2.2914  -3.9403   0.3779
 AQ2  N1    N  NC1   0  -0.736  -3.5613  -1.8323   0.2258
 AQ2  C17   C  CH1   0  -0.090  -3.9090  -0.5090  -0.2802
 AQ2  C18   C  CH2   0  -0.446  -5.4343  -0.3936  -0.2646
 AQ2  C19   C  CH2   0  -0.625  -5.9362   0.9179  -0.8514
 AQ2  S     S  S     0   1.216  -5.3009   2.3184   0.0586
 AQ2  O03   O  OS    0  -0.680  -5.5975   3.5541  -0.6654
 AQ2  O1    O  OS    0  -0.685  -5.7452   2.2083   1.4502
 AQ2  C20   C  CH2   0  -0.619  -3.5449   1.9945  -0.0035
 AQ2  C1    C  CH2   0  -0.459  -3.2241   0.6025   0.5211
 AQ2  H011  H  HCH3  0   0.239   7.6355   0.3538  -3.7432
 AQ2  H012  H  HCH3  0   0.238   6.1397   1.2236  -3.3989
 AQ2  H013  H  HCH3  0   0.220   7.5689   1.4822  -2.3965
 AQ2  H02   H  HCH1  0   0.257   6.0232  -1.1508  -2.6434
 AQ2  H031  H  HCH3  0   0.220   8.3743  -0.4253  -0.8184
 AQ2  H032  H  HCH3  0   0.238   7.4647  -1.9371  -0.7542
 AQ2  H033  H  HCH3  0   0.239   8.4117  -1.5305  -2.1853
 AQ2  H05   H  HCR5  0   0.256   3.7586  -1.0550  -1.3893
 AQ2  HA    H  HNR5  0   0.407   6.8508   1.3971   0.0589
 AQ2  H08   H  HCR6  0   0.263   1.7402   1.3770   2.8078
 AQ2  H09   H  HCR6  0   0.257   3.7370   2.6733   3.3939
 AQ2  H12   H  HCR6  0   0.274   1.0598  -1.0307   2.7231
 AQ2  H16   H  HCR6  0   0.275   1.5323   0.1523  -1.3722
 AQ2  H13   H  HCR6  0   0.290  -0.9261  -2.3254   2.1269
 AQ2  H15   H  HCR6  0   0.288  -0.4587  -1.1339  -1.9804
 AQ2  H1    H  HNC1  0   0.417  -3.7119  -1.9703   1.2196
 AQ2  H17   H  HCH1  0   0.275  -3.5788  -0.4533  -1.3215
 AQ2  H181  H  HCH2  0   0.287  -5.8570  -1.2076  -0.8544
 AQ2  H182  H  HCH2  0   0.260  -5.8059  -0.5145   0.7559
 AQ2  H11C  H  HCH2  0   0.264  -3.5017   0.5253   1.5753
 AQ2  H12C  H  HCH2  0   0.280  -2.1408   0.4823   0.4757
 AQ2  H191  H  HCH2  0   0.306  -5.6219   1.0460  -1.8891
 AQ2  H192  H  HCH2  0   0.329  -7.0246   0.9903  -0.8101
 AQ2  H201  H  HCH2  0   0.306  -3.2371   2.1199  -1.0433
 AQ2  H202  H  HCH2  0   0.329  -3.0656   2.7730   0.5926

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
 AQ2  C01  C02   single    1.530  0.020  1.530
 AQ2  C02  C03   single    1.530  0.020  1.530
 AQ2  C02  C04   single    1.494  0.020  1.494
 AQ2  C04  C05   aromatic  1.368  0.020  1.368
 AQ2  C04  N02   aromatic  1.372  0.020  1.372
 AQ2  C05  C06   aromatic  1.427  0.020  1.427
 AQ2  C06  C07   aromatic  1.398  0.020  1.398
 AQ2  C06  C10   aromatic  1.416  0.020  1.416
 AQ2  C07  C08   aromatic  1.392  0.020  1.392
 AQ2  C07  C11   single    1.473  0.020  1.473
 AQ2  C08  C09   aromatic  1.395  0.020  1.395
 AQ2  C09  N01   aromatic  1.327  0.020  1.327
 AQ2  N01  C10   aromatic  1.320  0.020  1.320
 AQ2  C10  N02   aromatic  1.361  0.020  1.361
 AQ2  C11  C12   aromatic  1.397  0.020  1.397
 AQ2  C11  C16   aromatic  1.394  0.020  1.394
 AQ2  C12  C13   aromatic  1.382  0.020  1.382
 AQ2  C13  C14   aromatic  1.390  0.020  1.390
 AQ2  C14  C15   aromatic  1.387  0.020  1.387
 AQ2  C14  S01   single    1.772  0.020  1.772
 AQ2  C15  C16   aromatic  1.386  0.020  1.386
 AQ2  S01  O01   double    1.453  0.020  1.453
 AQ2  S01  O02   double    1.453  0.020  1.453
 AQ2  S01  N1    single    1.640  0.020  1.640
 AQ2  N1   C17   single    1.459  0.020  1.459
 AQ2  C17  C18   single    1.530  0.020  1.530
 AQ2  C17  C1    single    1.532  0.020  1.532
 AQ2  C18  C19   single    1.522  0.020  1.522
 AQ2  C19  S     single    1.787  0.020  1.787
 AQ2  S    O03   double    1.463  0.020  1.463
 AQ2  S    O1    double    1.465  0.020  1.465
 AQ2  S    C20   single    1.787  0.020  1.787
 AQ2  C20  C1    single    1.522  0.020  1.522
 AQ2  C01  H011  single    0.970  0.020  1.090
 AQ2  C01  H012  single    0.970  0.020  1.090
 AQ2  C01  H013  single    0.970  0.020  1.090
 AQ2  C02  H02   single    0.970  0.020  1.090
 AQ2  C03  H031  single    0.970  0.020  1.090
 AQ2  C03  H032  single    0.970  0.020  1.090
 AQ2  C03  H033  single    0.970  0.020  1.090
 AQ2  C05  H05   single    0.930  0.020  1.080
 AQ2  N02  HA    single    0.860  0.020  1.020
 AQ2  C08  H08   single    0.930  0.020  1.080
 AQ2  C09  H09   single    0.930  0.020  1.080
 AQ2  C12  H12   single    0.930  0.020  1.080
 AQ2  C16  H16   single    0.930  0.020  1.080
 AQ2  C13  H13   single    0.930  0.020  1.080
 AQ2  C15  H15   single    0.930  0.020  1.080
 AQ2  N1   H1    single    0.890  0.020  1.040
 AQ2  C17  H17   single    0.970  0.020  1.090
 AQ2  C18  H181  single    0.970  0.020  1.090
 AQ2  C18  H182  single    0.970  0.020  1.090
 AQ2  C1   H11C  single    0.970  0.020  1.090
 AQ2  C1   H12C  single    0.970  0.020  1.090
 AQ2  C19  H191  single    0.970  0.020  1.090
 AQ2  C19  H192  single    0.970  0.020  1.090
 AQ2  C20  H201  single    0.970  0.020  1.090
 AQ2  C20  H202  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
 AQ2  H013  C01  H012  107.98  3.000
 AQ2  H013  C01  H011  107.34  3.000
 AQ2  H012  C01  H011  108.01  3.000
 AQ2  H013  C01  C02   111.74  3.000
 AQ2  H012  C01  C02   111.42  3.000
 AQ2  H011  C01  C02   110.19  3.000
 AQ2  H02   C02  C04   106.15  3.000
 AQ2  H02   C02  C03   108.20  3.000
 AQ2  C04   C02  C03   111.42  3.000
 AQ2  H02   C02  C01   108.05  3.000
 AQ2  C04   C02  C01   111.64  3.000
 AQ2  C03   C02  C01   111.12  3.000
 AQ2  H033  C03  H032  107.94  3.000
 AQ2  H033  C03  H031  107.36  3.000
 AQ2  H032  C03  H031  108.04  3.000
 AQ2  H033  C03  C02   110.20  3.000
 AQ2  H032  C03  C02   111.49  3.000
 AQ2  H031  C03  C02   111.63  3.000
 AQ2  N02   C04  C05   109.10  3.000
 AQ2  N02   C04  C02   121.71  3.000
 AQ2  C05   C04  C02   129.18  3.000
 AQ2  H05   C05  C06   127.77  3.000
 AQ2  H05   C05  C04   125.03  3.000
 AQ2  C06   C05  C04   107.20  3.000
 AQ2  C10   C06  C07   116.94  3.000
 AQ2  C10   C06  C05   106.52  3.000
 AQ2  C07   C06  C05   136.51  3.000
 AQ2  C11   C07  C08   121.23  3.000
 AQ2  C11   C07  C06   122.08  3.000
 AQ2  C08   C07  C06   116.69  3.000
 AQ2  H08   C08  C09   118.96  3.000
 AQ2  H08   C08  C07   120.48  3.000
 AQ2  C09   C08  C07   120.54  3.000
 AQ2  H09   C09  N01   116.44  3.000
 AQ2  H09   C09  C08   119.46  3.000
 AQ2  N01   C09  C08   124.10  3.000
 AQ2  C10   N01  C09   114.91  3.000
 AQ2  N02   C10  N01   125.69  3.000
 AQ2  N02   C10  C06   107.48  3.000
 AQ2  N01   C10  C06   126.82  3.000
 AQ2  HA    N02  C10   124.38  3.000
 AQ2  HA    N02  C04   125.92  3.000
 AQ2  C10   N02  C04   109.70  3.000
 AQ2  C16   C11  C12   118.92  3.000
 AQ2  C16   C11  C07   120.70  3.000
 AQ2  C12   C11  C07   120.37  3.000
 AQ2  H12   C12  C13   119.22  3.000
 AQ2  H12   C12  C11   119.99  3.000
 AQ2  C13   C12  C11   120.78  3.000
 AQ2  H13   C13  C14   121.19  3.000
 AQ2  H13   C13  C12   119.57  3.000
 AQ2  C14   C13  C12   119.24  3.000
 AQ2  S01   C14  C15   120.24  3.000
 AQ2  S01   C14  C13   118.67  3.000
 AQ2  C15   C14  C13   121.06  3.000
 AQ2  H15   C15  C16   119.77  3.000
 AQ2  H15   C15  C14   121.10  3.000
 AQ2  C16   C15  C14   119.13  3.000
 AQ2  H16   C16  C15   118.99  3.000
 AQ2  H16   C16  C11   120.13  3.000
 AQ2  C15   C16  C11   120.86  3.000
 AQ2  N1    S01  O02   105.59  3.000
 AQ2  N1    S01  O01   107.33  3.000
 AQ2  O02   S01  O01   120.35  3.000
 AQ2  N1    S01  C14   107.36  3.000
 AQ2  O02   S01  C14   108.00  3.000
 AQ2  O01   S01  C14   107.58  3.000
 AQ2  H1    N1   C17   115.33  3.000
 AQ2  H1    N1   S01   113.42  3.000
 AQ2  C17   N1   S01   122.31  3.000
 AQ2  H17   C17  C1    109.03  3.000
 AQ2  H17   C17  C18   107.87  3.000
 AQ2  C1    C17  C18   112.69  3.000
 AQ2  H17   C17  N1    107.73  3.000
 AQ2  C1    C17  N1    111.72  3.000
 AQ2  C18   C17  N1    107.61  3.000
 AQ2  H182  C18  H181  106.90  3.000
 AQ2  H182  C18  C19   110.08  3.000
 AQ2  H181  C18  C19   107.87  3.000
 AQ2  H182  C18  C17   109.89  3.000
 AQ2  H181  C18  C17   108.95  3.000
 AQ2  C19   C18  C17   112.95  3.000
 AQ2  H192  C19  H191  108.38  3.000
 AQ2  H192  C19  S     106.45  3.000
 AQ2  H191  C19  S     106.84  3.000
 AQ2  H192  C19  C18   111.80  3.000
 AQ2  H191  C19  C18   111.88  3.000
 AQ2  S     C19  C18   111.21  3.000
 AQ2  C20   S    O1    108.51  3.000
 AQ2  C20   S    O03   109.59  3.000
 AQ2  O1    S    O03   118.18  3.000
 AQ2  C20   S    C19   100.93  3.000
 AQ2  O1    S    C19   108.48  3.000
 AQ2  O03   S    C19   109.75  3.000
 AQ2  H202  C20  H201  108.33  3.000
 AQ2  H202  C20  C1    111.82  3.000
 AQ2  H201  C20  C1    111.96  3.000
 AQ2  H202  C20  S     106.46  3.000
 AQ2  H201  C20  S     106.82  3.000
 AQ2  C1    C20  S     111.17  3.000
 AQ2  H12C  C1   H11C  106.54  3.000
 AQ2  H12C  C1   C20   107.20  3.000
 AQ2  H11C  C1   C20   110.10  3.000
 AQ2  H12C  C1   C17   110.02  3.000
 AQ2  H11C  C1   C17   109.86  3.000
 AQ2  C20   C1   C17   112.90  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
 AQ2  CONST_01  C07   C06  C05  C04   180.00   0.0  0
 AQ2  CONST_02  C10   C06  C05  C04     0.00   0.0  0
 AQ2  CONST_03  C06   C10  N02  C04     0.00   0.0  0
 AQ2  CONST_04  N01   C10  N02  C04   180.00   0.0  0
 AQ2  CONST_05  C10   N02  C04  C05     0.00   0.0  0
 AQ2  CONST_06  C08   C07  C06  C05   180.00   0.0  0
 AQ2  CONST_07  C11   C07  C06  C05     0.00   0.0  0
 AQ2  CONST_08  N01   C10  C06  C05   180.00   0.0  0
 AQ2  CONST_09  N02   C10  C06  C05     0.00   0.0  0
 AQ2  CONST_10  N02   C04  C05  C06     0.00   0.0  0
 AQ2  CONST_11  C09   C08  C07  C06     0.00   0.0  0
 AQ2  CONST_14  C09   N01  C10  C06     0.00   0.0  0
 AQ2  CONST_15  N01   C10  C06  C07     0.00   0.0  0
 AQ2  CONST_16  N02   C10  C06  C07   180.00   0.0  0
 AQ2  CONST_17  N01   C09  C08  C07     0.00   0.0  0
 AQ2  CONST_18  C13   C12  C11  C07   180.00   0.0  0
 AQ2  CONST_19  C15   C16  C11  C07   180.00   0.0  0
 AQ2  CONST_20  C10   C06  C07  C08     0.00   0.0  0
 AQ2  CONST_23  C10   N01  C09  C08     0.00   0.0  0
 AQ2  CONST_24  C11   C07  C08  C09   180.00   0.0  0
 AQ2  CONST_25  N02   C10  N01  C09   180.00   0.0  0
 AQ2  CONST_26  C11   C07  C06  C10   180.00   0.0  0
 AQ2  CONST_27  C14   C13  C12  C11     0.00   0.0  0
 AQ2  CONST_28  C14   C15  C16  C11     0.00   0.0  0
 AQ2  CONST_29  C15   C16  C11  C12     0.00   0.0  0
 AQ2  CONST_30  C15   C14  C13  C12     0.00   0.0  0
 AQ2  CONST_31  C16   C11  C12  C13     0.00   0.0  0
 AQ2  CONST_32  C16   C15  C14  C13     0.00   0.0  0
 AQ2  CONST_33  C06   C05  C04  C02   180.00   0.0  0
 AQ2  CONST_34  C10   N02  C04  C02   180.00   0.0  0
 AQ2  CONST_35  S01   C14  C13  C12   180.00   0.0  0
 AQ2  CONST_36  S01   C14  C15  C16   180.00   0.0  0
 AQ2  CONST_37  HA    N02  C04  C05   180.00   0.0  0
 AQ2  CONST_38  H08   C08  C07  C06   180.00   0.0  0
 AQ2  CONST_39  H05   C05  C06  C07     0.00   0.0  0
 AQ2  CONST_40  H09   C09  C08  C07   180.00   0.0  0
 AQ2  CONST_41  H12   C12  C11  C07     0.00   0.0  0
 AQ2  CONST_42  H16   C16  C11  C07     0.00   0.0  0
 AQ2  CONST_43  H13   C13  C12  C11   180.00   0.0  0
 AQ2  CONST_44  H15   C15  C16  C11   180.00   0.0  0
 AQ2  Var_01    S     C19  C18  C17   -59.85  30.0  1
 AQ2  Var_02    S     C20  C1   C17    59.95  30.0  1
 AQ2  Var_03    C20   S    C19  C18    54.19  30.0  1
 AQ2  Var_04    C1    C20  S    C19   -54.26  30.0  1
 AQ2  Var_05    C05   C04  C02  C01   117.40  30.0  2
 AQ2  Var_06    O01   S01  C14  C13  -173.05  30.0  2
 AQ2  Var_07    C17   N1   S01  C14    65.41  30.0  3
 AQ2  Var_08    H011  C01  C02  C04  -175.36  30.0  3
 AQ2  Var_09    H031  C03  C02  C04   -66.30  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
 AQ2  chir_01  C17  N1  C18  C1  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
 AQ2  plan-1  C07  0.020
 AQ2  plan-1  C11  0.020
 AQ2  plan-1  C12  0.020
 AQ2  plan-1  C13  0.020
 AQ2  plan-1  C14  0.020
 AQ2  plan-1  C15  0.020
 AQ2  plan-1  C16  0.020
 AQ2  plan-1  S01  0.020
 AQ2  plan-1  H12  0.020
 AQ2  plan-1  H16  0.020
 AQ2  plan-1  H13  0.020
 AQ2  plan-1  H15  0.020
 AQ2  plan-2  C02  0.020
 AQ2  plan-2  C04  0.020
 AQ2  plan-2  C05  0.020
 AQ2  plan-2  C06  0.020
 AQ2  plan-2  C07  0.020
 AQ2  plan-2  C08  0.020
 AQ2  plan-2  C09  0.020
 AQ2  plan-2  N01  0.020
 AQ2  plan-2  C10  0.020
 AQ2  plan-2  N02  0.020
 AQ2  plan-2  C11  0.020
 AQ2  plan-2  H05  0.020
 AQ2  plan-2  HA   0.020
 AQ2  plan-2  H08  0.020
 AQ2  plan-2  H09  0.020

