# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:51:45 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 5-chloro-2-fluoro-N-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(Cl)cc1[S](=O)(=O)Nc2cnn(c2)C3CCNCC3
#
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
 BU6  BU6  5-chloro-2-fluoro-N-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]benzenesulfonamide  ligand  39  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BU6
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
 BU6  C1    C   CR16  0  -0.177   1.8238  -2.5545   0.1639
 BU6  C2    C   CR16  0  -0.406   1.0863  -1.8659   1.1105
 BU6  C3    C   CR6   0   0.628   1.1178  -0.4848   1.1283
 BU6  C4    C   CR6   0  -0.412   1.8697   0.2244   0.2004
 BU6  C5    C   CR16  0  -0.179   2.6121  -0.4672  -0.7505
 BU6  C6    C   CR6   0  -0.042   2.5829  -1.8495  -0.7593
 BU6  CL7   CL  CL    0  -0.103   3.5101  -2.7094  -1.9357
 BU6  S8    S   S     0   1.371   1.8953   2.0048   0.1515
 BU6  O9    O   OS    0  -0.628   1.7785   2.5008   1.5053
 BU6  O10   O   OS    0  -0.642   3.0108   2.4072  -0.6841
 BU6  N11   N   NC1   0  -0.808   0.5280   2.4514  -0.6730
 BU6  C12   C   CR5   0  -0.041  -0.7121   2.0475  -0.1461
 BU6  C13   C   CR15  0  -0.026  -1.4538   2.6744   0.8654
 BU6  N14   N   N     0  -0.279  -2.5460   1.9865   1.1327
 BU6  N15   N   NR5   0  -0.277  -2.5241   0.9364   0.3148
 BU6  C16   C   CR15  0   0.061  -1.4394   0.9221  -0.4730
 BU6  C17   C   CH1   0  -0.087  -3.5959  -0.0473   0.3412
 BU6  C18   C   CH2   0  -0.427  -4.4555   0.0168  -0.9177
 BU6  C19   C   CH2   0  -0.299  -5.5307  -1.0596  -0.8683
 BU6  N20   N   NH1   0  -0.596  -4.9183  -2.3654  -0.7073
 BU6  C21   C   CH2   0  -0.297  -4.1879  -2.4626   0.5430
 BU6  C22   C   CH2   0  -0.437  -3.0474  -1.4556   0.5501
 BU6  F23   F   F     0  -0.281   0.4023   0.1505   2.0508
 BU6  H1    H   HCR6  0   0.306   1.8043  -3.6353   0.1498
 BU6  H2    H   HCR6  0   0.306   0.4890  -2.4007   1.8367
 BU6  H5    H   HCR6  0   0.315   3.2101   0.0691  -1.4744
 BU6  H11   H   HNC1  0   0.424   0.6361   2.3419  -1.6762
 BU6  H13   H   HCR5  0   0.272  -1.2212   3.5823   1.4006
 BU6  H16   H   HCR5  0   0.313  -1.2605   0.1560  -1.2106
 BU6  H17   H   HCH1  0   0.264  -4.2063   0.2257   1.2050
 BU6  H181  H   HCH2  0   0.248  -4.9149   1.0029  -1.0109
 BU6  H182  H   HCH2  0   0.230  -3.8273  -0.1384  -1.7997
 BU6  H221  H   HCH2  0   0.228  -2.3518  -1.7070  -0.2557
 BU6  H222  H   HCH2  0   0.249  -2.4965  -1.5075   1.4914
 BU6  H191  H   HCH2  0   0.194  -6.2355  -0.8229  -0.0536
 BU6  H192  H   HCH2  0   0.242  -6.1052  -1.0460  -1.7959
 BU6  H20   H   HNH1  0   0.356  -5.6322  -3.0808  -0.7416
 BU6  H211  H   HCH2  0   0.195  -4.8296  -2.2867   1.4223
 BU6  H212  H   HCH2  0   0.242  -3.7842  -3.4714   0.6435

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
 BU6  C1   C2    aromatic  1.384  0.020  1.384
 BU6  C1   C6    aromatic  1.388  0.020  1.388
 BU6  C2   C3    aromatic  1.382  0.020  1.382
 BU6  C3   C4    aromatic  1.389  0.020  1.389
 BU6  C3   F23   single    1.329  0.020  1.329
 BU6  C4   C5    aromatic  1.391  0.020  1.391
 BU6  C4   S8    single    1.781  0.020  1.781
 BU6  C5   C6    aromatic  1.383  0.020  1.383
 BU6  C6   CL7   single    1.727  0.020  1.727
 BU6  S8   O9    double    1.447  0.020  1.447
 BU6  S8   O10   double    1.451  0.020  1.451
 BU6  S8   N11   single    1.658  0.020  1.658
 BU6  N11  C12   single    1.407  0.020  1.407
 BU6  C12  C13   aromatic  1.402  0.020  1.402
 BU6  C12  C16   aromatic  1.379  0.020  1.379
 BU6  C13  N14   aromatic  1.318  0.020  1.318
 BU6  N14  N15   aromatic  1.331  0.020  1.331
 BU6  N15  C16   aromatic  1.341  0.020  1.341
 BU6  N15  C17   single    1.455  0.020  1.455
 BU6  C17  C18   single    1.526  0.020  1.526
 BU6  C17  C22   single    1.526  0.020  1.526
 BU6  C18  C19   single    1.522  0.020  1.522
 BU6  C19  N20   single    1.451  0.020  1.451
 BU6  N20  C21   single    1.451  0.020  1.451
 BU6  C21  C22   single    1.521  0.020  1.521
 BU6  C1   H1    single    0.930  0.020  1.080
 BU6  C2   H2    single    0.930  0.020  1.080
 BU6  C5   H5    single    0.930  0.020  1.080
 BU6  N11  H11   single    0.890  0.020  1.040
 BU6  C13  H13   single    0.930  0.020  1.080
 BU6  C16  H16   single    0.930  0.020  1.080
 BU6  C17  H17   single    0.970  0.020  1.090
 BU6  C18  H181  single    0.970  0.020  1.090
 BU6  C18  H182  single    0.970  0.020  1.090
 BU6  C22  H221  single    0.970  0.020  1.090
 BU6  C22  H222  single    0.970  0.020  1.090
 BU6  C19  H191  single    0.970  0.020  1.090
 BU6  C19  H192  single    0.970  0.020  1.090
 BU6  N20  H20   single    0.890  0.020  1.040
 BU6  C21  H211  single    0.970  0.020  1.090
 BU6  C21  H212  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
 BU6  H1    C1   C6    120.61  3.000
 BU6  H1    C1   C2    119.79  3.000
 BU6  C6    C1   C2    119.60  3.000
 BU6  H2    C2   C3    119.88  3.000
 BU6  H2    C2   C1    120.51  3.000
 BU6  C3    C2   C1    119.62  3.000
 BU6  F23   C3   C4    120.73  3.000
 BU6  F23   C3   C2    118.33  3.000
 BU6  C4    C3   C2    120.94  3.000
 BU6  S8    C4   C5    118.07  3.000
 BU6  S8    C4   C3    122.45  3.000
 BU6  C5    C4   C3    119.46  3.000
 BU6  H5    C5   C6    120.22  3.000
 BU6  H5    C5   C4    120.42  3.000
 BU6  C6    C5   C4    119.36  3.000
 BU6  CL7   C6   C5    119.39  3.000
 BU6  CL7   C6   C1    119.60  3.000
 BU6  C5    C6   C1    121.01  3.000
 BU6  N11   S8   O10   105.84  3.000
 BU6  N11   S8   O9    107.85  3.000
 BU6  O10   S8   O9    120.40  3.000
 BU6  N11   S8   C4    105.73  3.000
 BU6  O10   S8   C4    107.71  3.000
 BU6  O9    S8   C4    108.41  3.000
 BU6  H11   N11  C12   115.67  3.000
 BU6  H11   N11  S8    112.00  3.000
 BU6  C12   N11  S8    117.60  3.000
 BU6  C16   C12  C13   104.88  3.000
 BU6  C16   C12  N11   127.62  3.000
 BU6  C13   C12  N11   127.45  3.000
 BU6  H13   C13  N14   121.13  3.000
 BU6  H13   C13  C12   128.30  3.000
 BU6  N14   C13  C12   110.56  3.000
 BU6  N15   N14  C13   105.87  3.000
 BU6  C17   N15  C16   126.83  3.000
 BU6  C17   N15  N14   120.66  3.000
 BU6  C16   N15  N14   112.51  3.000
 BU6  H16   C16  N15   122.94  3.000
 BU6  H16   C16  C12   130.86  3.000
 BU6  N15   C16  C12   106.18  3.000
 BU6  H17   C17  C22   108.87  3.000
 BU6  H17   C17  C18   109.10  3.000
 BU6  C22   C17  C18   110.75  3.000
 BU6  H17   C17  N15   104.89  3.000
 BU6  C22   C17  N15   111.20  3.000
 BU6  C18   C17  N15   111.81  3.000
 BU6  H182  C18  H181  107.51  3.000
 BU6  H182  C18  C19   109.36  3.000
 BU6  H181  C18  C19   110.13  3.000
 BU6  H182  C18  C17   109.62  3.000
 BU6  H181  C18  C17   110.21  3.000
 BU6  C19   C18  C17   109.96  3.000
 BU6  H192  C19  H191  106.78  3.000
 BU6  H192  C19  N20   109.13  3.000
 BU6  H191  C19  N20   112.38  3.000
 BU6  H192  C19  C18   109.60  3.000
 BU6  H191  C19  C18   108.88  3.000
 BU6  N20   C19  C18   109.99  3.000
 BU6  H20   N20  C21   109.71  3.000
 BU6  H20   N20  C19   109.56  3.000
 BU6  C21   N20  C19   111.61  3.000
 BU6  H212  C21  H211  106.82  3.000
 BU6  H212  C21  C22   109.51  3.000
 BU6  H211  C21  C22   109.08  3.000
 BU6  H212  C21  N20   109.11  3.000
 BU6  H211  C21  N20   112.55  3.000
 BU6  C22   C21  N20   109.69  3.000
 BU6  H222  C22  H221  107.66  3.000
 BU6  H222  C22  C21   110.54  3.000
 BU6  H221  C22  C21   108.73  3.000
 BU6  H222  C22  C17   110.08  3.000
 BU6  H221  C22  C17   109.87  3.000
 BU6  C21   C22  C17   109.92  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
 BU6  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 BU6  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 BU6  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 BU6  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 BU6  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 BU6  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 BU6  CONST_07  N15  N14  C13  C12    0.00   0.0  0
 BU6  CONST_08  N14  N15  C16  C12    0.00   0.0  0
 BU6  CONST_09  N15  C16  C12  C13    0.00   0.0  0
 BU6  CONST_10  C16  N15  N14  C13    0.00   0.0  0
 BU6  CONST_11  C16  C12  C13  N14    0.00   0.0  0
 BU6  CONST_12  C17  N15  C16  C12  180.00   0.0  0
 BU6  CONST_13  C17  N15  N14  C13  180.00   0.0  0
 BU6  CONST_14  F23  C3   C2   C1   180.00   0.0  0
 BU6  CONST_15  CL7  C6   C1   C2   180.00   0.0  0
 BU6  CONST_16  S8   C4   C3   C2   180.00   0.0  0
 BU6  CONST_17  CL7  C6   C5   C4   180.00   0.0  0
 BU6  CONST_18  F23  C3   C4   C5   180.00   0.0  0
 BU6  CONST_19  S8   C4   C5   C6   180.00   0.0  0
 BU6  CONST_20  N14  C13  C12  N11  180.00   0.0  0
 BU6  CONST_21  N15  C16  C12  N11  180.00   0.0  0
 BU6  CONST_22  H5   C5   C6   C1   180.00   0.0  0
 BU6  CONST_23  H1   C1   C2   C3   180.00   0.0  0
 BU6  CONST_24  H2   C2   C3   C4   180.00   0.0  0
 BU6  CONST_25  H16  C16  C12  C13  180.00   0.0  0
 BU6  CONST_26  H13  C13  N14  N15  180.00   0.0  0
 BU6  Var_01    N20  C19  C18  C17  -56.79  30.0  1
 BU6  Var_02    N20  C21  C22  C17   57.50  30.0  1
 BU6  Var_03    C21  N20  C19  C18   62.31  30.0  1
 BU6  Var_04    C22  C21  N20  C19  -62.61  30.0  1
 BU6  Var_05    O9   S8   C4   C3    34.07  30.0  2
 BU6  Var_06    C12  N11  S8   C4    59.29  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
 BU6  chir_01  C17  N15  C18  C22  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
 BU6  plan-1  N11  0.020
 BU6  plan-1  C12  0.020
 BU6  plan-1  C13  0.020
 BU6  plan-1  N14  0.020
 BU6  plan-1  N15  0.020
 BU6  plan-1  C16  0.020
 BU6  plan-1  C17  0.020
 BU6  plan-1  H13  0.020
 BU6  plan-1  H16  0.020
 BU6  plan-2  C1   0.020
 BU6  plan-2  C2   0.020
 BU6  plan-2  C3   0.020
 BU6  plan-2  C4   0.020
 BU6  plan-2  C5   0.020
 BU6  plan-2  C6   0.020
 BU6  plan-2  CL7  0.020
 BU6  plan-2  S8   0.020
 BU6  plan-2  F23  0.020
 BU6  plan-2  H1   0.020
 BU6  plan-2  H2   0.020
 BU6  plan-2  H5   0.020
 BU6  plan-3  S8   0.020
 BU6  plan-3  N11  0.020
 BU6  plan-3  C12  0.020
 BU6  plan-3  H11  0.020

