# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 21:08:56 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (3S)-N-(4-chlorophenyl)-5,5-difluoro-1-[3-(furan-2-yl)benzene-1-carbonyl]piperidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC1(F)C[C@@H](CN(C1)C(=O)c2cccc(c2)c3occc3)C(=O)Nc4ccc(Cl)cc4
#
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
 K8S  K8S  (3S)-N-(4-chlorophenyl)-5,5-difluoro-1-[3-(furan-2-yl)benzene-1-carbonyl]piperidine-3-carboxamide  ligand  50  31  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K8S
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
 K8S  C10   C   CR16  0  -0.351  -5.3386   1.5959  -0.0620
 K8S  C17   C   CR16  0  -0.284   3.4192   2.2819   0.7821
 K8S  C20   C   CR6   0   0.032   5.3712   0.7229  -0.4828
 K8S  C21   C   CR5   0   0.393   6.3971  -0.0571  -1.1548
 K8S  C22   C   CR15  0  -0.386   7.7579   0.0027  -1.1501
 K8S  C24   C   CR15  0   0.003   7.0945  -1.6365  -2.4907
 K8S  C26   C   CR16  0  -0.313   4.0154   0.4366  -0.6503
 K8S  C28   C   CT    0   0.772   0.8710  -1.1142   2.1167
 K8S  C02   C   C     0   0.587  -2.5681  -0.7816   0.4448
 K8S  C04   C   CR6   0   0.384  -4.7355   0.3359  -0.0527
 K8S  C05   C   CR16  0  -0.317  -5.4941  -0.7764  -0.4188
 K8S  C06   C   CR16  0  -0.200  -6.8231  -0.6192  -0.7857
 K8S  C07   C   CR6   0  -0.057  -7.4025   0.6373  -0.7902
 K8S  C09   C   CR16  0  -0.199  -6.6624   1.7520  -0.4276
 K8S  C11   C   CH1   0  -0.454  -1.1370  -0.4204   0.8006
 K8S  C12   C   CH2   0  -0.308  -0.2605  -0.5720  -0.4523
 K8S  C16   C   CR6   0  -0.052   3.0472   1.2117  -0.0226
 K8S  C18   C   CR16  0  -0.225   4.7663   2.5533   0.9742
 K8S  C19   C   CR16  0  -0.319   5.7335   1.7875   0.3469
 K8S  C23   C   CR15  0  -0.331   8.2098  -1.0281  -2.0222
 K8S  C27   C   CH2   0  -0.447   1.6798  -1.2207   0.8332
 K8S  C31   C   CH2   0  -0.556  -0.6098  -1.3310   1.9118
 K8S  F29   F   F     0  -0.340   1.3575  -2.0037   3.0283
 K8S  F30   F   F     0  -0.348   1.0861   0.1298   2.6526
 K8S  N03   N   NH1   0  -0.745  -3.3903   0.2880   0.3232
 K8S  N13   N   NT    0  -0.461   1.1279  -0.2936  -0.1340
 K8S  O01   O   O     0  -0.459  -2.9066  -1.9356   0.2550
 K8S  O15   O   O     0  -0.460   0.8931   1.8886  -0.6862
 K8S  O25   O   O     0  -0.418   5.9956  -1.0559  -1.9710
 K8S  CL08  CL  CL    0  -0.132  -9.0640   0.8205  -1.2489
 K8S  H1    H   HCR6  0   0.283  -4.7671   2.4722   0.2191
 K8S  H2    H   HCR6  0   0.266   2.6675   2.8927   1.2647
 K8S  H3    H   HCR5  0   0.265   8.3714   0.6938  -0.5955
 K8S  H4    H   HCR5  0   0.282   6.9330  -2.4587  -3.1683
 K8S  H5    H   HCR6  0   0.269   3.7057  -0.3869  -1.2815
 K8S  H6    H   HCR6  0   0.291  -5.0695  -1.7662  -0.4227
 K8S  H7    H   HCR6  0   0.282  -7.3993  -1.4900  -1.0679
 K8S  H8    H   HCR6  0   0.284  -7.1072   2.7376  -0.4287
 K8S  H9    H   HCH1  0   0.294  -1.0877   0.6215   1.1300
 K8S  H10   H   HCH2  0   0.276  -0.3190  -1.5992  -0.8216
 K8S  H11   H   HCH2  0   0.290  -0.5943   0.0881  -1.2493
 K8S  H12   H   HCR6  0   0.268   5.0653   3.3750   1.6113
 K8S  H13   H   HCR6  0   0.258   6.7778   2.0272   0.5009
 K8S  H14   H   HCR5  0   0.269   9.2289  -1.2799  -2.2649
 K8S  H15   H   HCH2  0   0.309   2.7279  -1.0107   1.0386
 K8S  H16   H   HCH2  0   0.290   1.6121  -2.2389   0.4445
 K8S  H17   H   HCH2  0   0.274  -0.7635  -2.3755   1.6320
 K8S  H18   H   HCH2  0   0.293  -1.1443  -1.1539   2.8477
 K8S  H19   H   HNH1  0   0.421  -2.9802   1.1854   0.5326
 K8S  C14   C   C     0   0.526   1.5959   0.9753  -0.2895

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
 K8S  CL08  C07  single    1.733  0.020  1.733
 K8S  C07   C06  aromatic  1.384  0.020  1.384
 K8S  C07   C09  aromatic  1.386  0.020  1.386
 K8S  C06   C05  aromatic  1.388  0.020  1.388
 K8S  C09   C10  aromatic  1.382  0.020  1.382
 K8S  C05   C04  aromatic  1.395  0.020  1.395
 K8S  C10   C04  aromatic  1.397  0.020  1.397
 K8S  C04   N03  single    1.398  0.020  1.398
 K8S  N03   C02  single    1.355  0.020  1.355
 K8S  C02   O01  double    1.217  0.020  1.217
 K8S  C02   C11  single    1.518  0.020  1.518
 K8S  O15   C14  double    1.219  0.020  1.219
 K8S  C12   C11  single    1.537  0.020  1.537
 K8S  C12   N13  single    1.451  0.020  1.451
 K8S  C14   N13  single    1.361  0.020  1.361
 K8S  C14   C16  single    1.494  0.020  1.494
 K8S  C11   C31  single    1.530  0.020  1.530
 K8S  N13   C27  single    1.449  0.020  1.449
 K8S  C16   C17  aromatic  1.390  0.020  1.390
 K8S  C16   C26  aromatic  1.390  0.020  1.390
 K8S  C17   C18  aromatic  1.388  0.020  1.388
 K8S  C26   C20  aromatic  1.396  0.020  1.396
 K8S  C31   C28  single    1.511  0.020  1.511
 K8S  C27   C28  single    1.521  0.020  1.521
 K8S  C18   C19  aromatic  1.384  0.020  1.384
 K8S  C20   C19  aromatic  1.398  0.020  1.398
 K8S  C20   C21  single    1.453  0.020  1.453
 K8S  C28   F30  single    1.372  0.020  1.372
 K8S  C28   F29  single    1.363  0.020  1.363
 K8S  C22   C21  aromatic  1.362  0.020  1.362
 K8S  C22   C23  aromatic  1.424  0.020  1.424
 K8S  C21   O25  aromatic  1.351  0.020  1.351
 K8S  C23   C24  aromatic  1.354  0.020  1.354
 K8S  O25   C24  aromatic  1.347  0.020  1.347
 K8S  C10   H1   single    0.930  0.020  1.080
 K8S  C17   H2   single    0.930  0.020  1.080
 K8S  C22   H3   single    0.930  0.020  1.080
 K8S  C24   H4   single    0.930  0.020  1.080
 K8S  C26   H5   single    0.930  0.020  1.080
 K8S  C05   H6   single    0.930  0.020  1.080
 K8S  C06   H7   single    0.930  0.020  1.080
 K8S  C09   H8   single    0.930  0.020  1.080
 K8S  C11   H9   single    0.970  0.020  1.090
 K8S  C12   H10  single    0.970  0.020  1.090
 K8S  C12   H11  single    0.970  0.020  1.090
 K8S  C18   H12  single    0.930  0.020  1.080
 K8S  C19   H13  single    0.930  0.020  1.080
 K8S  C23   H14  single    0.930  0.020  1.080
 K8S  C27   H15  single    0.970  0.020  1.090
 K8S  C27   H16  single    0.970  0.020  1.090
 K8S  C31   H17  single    0.970  0.020  1.090
 K8S  C31   H18  single    0.970  0.020  1.090
 K8S  N03   H19  single    0.860  0.020  1.020

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
 K8S  H1    C10  C09  118.85  3.000
 K8S  H1    C10  C04  120.01  3.000
 K8S  C09   C10  C04  121.14  3.000
 K8S  H2    C17  C18  120.15  3.000
 K8S  H2    C17  C16  120.47  3.000
 K8S  C18   C17  C16  119.38  3.000
 K8S  C19   C20  C26  118.64  3.000
 K8S  C19   C20  C21  120.02  3.000
 K8S  C26   C20  C21  121.34  3.000
 K8S  O25   C21  C22  109.36  3.000
 K8S  O25   C21  C20  117.80  3.000
 K8S  C22   C21  C20  132.84  3.000
 K8S  H3    C22  C23  126.78  3.000
 K8S  H3    C22  C21  126.77  3.000
 K8S  C23   C22  C21  106.45  3.000
 K8S  H4    C24  O25  116.68  3.000
 K8S  H4    C24  C23  133.14  3.000
 K8S  O25   C24  C23  110.17  3.000
 K8S  H5    C26  C16  119.22  3.000
 K8S  H5    C26  C20  120.24  3.000
 K8S  C16   C26  C20  120.53  3.000
 K8S  F30   C28  F29  105.94  3.000
 K8S  F29   C28  C31  110.29  3.000
 K8S  F30   C28  C31  109.69  3.000
 K8S  F29   C28  C27  109.20  3.000
 K8S  F30   C28  C27  108.05  3.000
 K8S  C31   C28  C27  113.38  3.000
 K8S  O01   C02  N03  124.45  3.000
 K8S  O01   C02  C11  121.61  3.000
 K8S  N03   C02  C11  113.91  3.000
 K8S  N03   C04  C05  124.51  3.000
 K8S  N03   C04  C10  116.63  3.000
 K8S  C05   C04  C10  118.86  3.000
 K8S  H6    C05  C06  118.73  3.000
 K8S  H6    C05  C04  121.28  3.000
 K8S  C06   C05  C04  119.99  3.000
 K8S  H7    C06  C07  120.47  3.000
 K8S  H7    C06  C05  119.21  3.000
 K8S  C07   C06  C05  120.32  3.000
 K8S  CL08  C07  C09  119.73  3.000
 K8S  C09   C07  C06  120.38  3.000
 K8S  CL08  C07  C06  119.88  3.000
 K8S  H8    C09  C07  120.87  3.000
 K8S  H8    C09  C10  119.81  3.000
 K8S  C07   C09  C10  119.32  3.000
 K8S  H9    C11  C31  109.42  3.000
 K8S  H9    C11  C12  108.30  3.000
 K8S  C31   C11  C12  109.68  3.000
 K8S  H9    C11  C02  109.86  3.000
 K8S  C31   C11  C02  110.69  3.000
 K8S  C12   C11  C02  108.85  3.000
 K8S  H11   C12  H10  107.84  3.000
 K8S  H11   C12  N13  109.75  3.000
 K8S  H10   C12  N13  107.79  3.000
 K8S  H11   C12  C11  111.26  3.000
 K8S  H10   C12  C11  109.74  3.000
 K8S  N13   C12  C11  110.36  3.000
 K8S  C14   C16  C26  120.50  3.000
 K8S  C26   C16  C17  120.30  3.000
 K8S  C14   C16  C17  119.02  3.000
 K8S  H12   C18  C19  119.60  3.000
 K8S  H12   C18  C17  119.90  3.000
 K8S  C19   C18  C17  120.50  3.000
 K8S  H13   C19  C18  119.16  3.000
 K8S  H13   C19  C20  120.22  3.000
 K8S  C18   C19  C20  120.62  3.000
 K8S  H14   C23  C24  126.60  3.000
 K8S  H14   C23  C22  127.40  3.000
 K8S  C24   C23  C22  106.01  3.000
 K8S  H16   C27  H15  107.86  3.000
 K8S  H16   C27  N13  109.60  3.000
 K8S  H15   C27  N13  111.67  3.000
 K8S  H16   C27  C28  109.43  3.000
 K8S  H15   C27  C28  109.84  3.000
 K8S  N13   C27  C28  108.42  3.000
 K8S  H18   C31  H17  107.80  3.000
 K8S  H18   C31  C11  110.92  3.000
 K8S  H17   C31  C11  109.55  3.000
 K8S  H18   C31  C28  109.90  3.000
 K8S  H17   C31  C28  108.05  3.000
 K8S  C11   C31  C28  110.54  3.000
 K8S  H19   N03  C04  114.63  3.000
 K8S  H19   N03  C02  115.92  3.000
 K8S  C04   N03  C02  129.45  3.000
 K8S  C27   N13  C14  122.80  3.000
 K8S  C27   N13  C12  112.83  3.000
 K8S  C14   N13  C12  118.86  3.000
 K8S  C24   O25  C21  108.01  3.000
 K8S  O15   C14  N13  122.51  3.000
 K8S  N13   C14  C16  117.45  3.000
 K8S  O15   C14  C16  119.97  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
 K8S  CONST_01  C06   C07  C09  C10     0.00   0.0  0
 K8S  CONST_02  C06   C05  C04  C10     0.00   0.0  0
 K8S  CONST_03  C20   C26  C16  C17     0.00   0.0  0
 K8S  CONST_04  C20   C19  C18  C17     0.00   0.0  0
 K8S  CONST_05  C23   C22  C21  C20   180.00   0.0  0
 K8S  CONST_06  C24   O25  C21  C20   180.00   0.0  0
 K8S  CONST_07  C16   C26  C20  C21   180.00   0.0  0
 K8S  CONST_08  C18   C19  C20  C21   180.00   0.0  0
 K8S  CONST_09  C24   C23  C22  C21     0.00   0.0  0
 K8S  CONST_10  C23   C24  O25  C21     0.00   0.0  0
 K8S  CONST_11  C26   C20  C21  C22   180.00   0.0  0
 K8S  CONST_12  C19   C20  C21  C22     0.00   0.0  0
 K8S  CONST_13  C24   O25  C21  C22     0.00   0.0  0
 K8S  CONST_14  O25   C24  C23  C22     0.00   0.0  0
 K8S  CONST_15  C18   C17  C16  C26     0.00   0.0  0
 K8S  CONST_16  C18   C19  C20  C26     0.00   0.0  0
 K8S  CONST_17  O25   C21  C20  C26     0.00   0.0  0
 K8S  CONST_18  C07   C06  C05  C04     0.00   0.0  0
 K8S  CONST_19  C07   C09  C10  C04     0.00   0.0  0
 K8S  CONST_20  C09   C07  C06  C05     0.00   0.0  0
 K8S  CONST_21  C09   C10  C04  C05     0.00   0.0  0
 K8S  CONST_22  C19   C18  C17  C16     0.00   0.0  0
 K8S  CONST_23  C19   C20  C26  C16     0.00   0.0  0
 K8S  CONST_24  O25   C21  C20  C19   180.00   0.0  0
 K8S  CONST_25  O25   C21  C22  C23     0.00   0.0  0
 K8S  CONST_26  CL08  C07  C09  C10   180.00   0.0  0
 K8S  CONST_27  C14   C16  C26  C20   180.00   0.0  0
 K8S  CONST_28  CL08  C07  C06  C05   180.00   0.0  0
 K8S  CONST_29  N03   C04  C05  C06   180.00   0.0  0
 K8S  CONST_30  N03   C04  C10  C09   180.00   0.0  0
 K8S  CONST_31  C18   C17  C16  C14   180.00   0.0  0
 K8S  CONST_32  C16   C14  N13  C12   180.00   0.0  0
 K8S  CONST_34  H6    C05  C04  C10   180.00   0.0  0
 K8S  CONST_35  H5    C26  C16  C17   180.00   0.0  0
 K8S  CONST_36  H13   C19  C18  C17   180.00   0.0  0
 K8S  CONST_37  H12   C18  C19  C20   180.00   0.0  0
 K8S  CONST_38  H3    C22  C21  C20     0.00   0.0  0
 K8S  CONST_39  H14   C23  C22  C21   180.00   0.0  0
 K8S  CONST_40  H4    C24  O25  C21   180.00   0.0  0
 K8S  CONST_41  H2    C17  C16  C26   180.00   0.0  0
 K8S  CONST_42  H7    C06  C05  C04   180.00   0.0  0
 K8S  CONST_43  H8    C09  C10  C04   180.00   0.0  0
 K8S  CONST_44  H1    C10  C04  C05   180.00   0.0  0
 K8S  CONST_45  C11   C02  N03  C04   180.00   0.0  0
 K8S  CONST_46  O15   C14  N13  C12     0.00   0.0  0
 K8S  CONST_48  C02   N03  C04  C10   180.00   0.0  0
 K8S  CONST_49  C05   C04  N03  C02     0.00   0.0  0
 K8S  CONST_50  H19   N03  C04  C10     0.00   0.0  0
 K8S  CONST_51  O01   C02  N03  C04     0.00   0.0  0
 K8S  Var_01    C12   N13  C27  C28   -60.33  30.0  1
 K8S  Var_02    C27   N13  C12  C11    62.51  30.0  1
 K8S  Var_03    C27   C28  C31  C11   -52.17  30.0  1
 K8S  Var_04    N13   C27  C28  C31    55.16  30.0  1
 K8S  Var_05    N13   C14  C16  C17  -132.08  30.0  2

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
 K8S  chir_01  C11  C02  C12  C31  positiv

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
 K8S  plan-1  C20   0.020
 K8S  plan-1  C21   0.020
 K8S  plan-1  C22   0.020
 K8S  plan-1  C24   0.020
 K8S  plan-1  C23   0.020
 K8S  plan-1  O25   0.020
 K8S  plan-1  H3    0.020
 K8S  plan-1  H4    0.020
 K8S  plan-1  H14   0.020
 K8S  plan-2  C10   0.020
 K8S  plan-2  C04   0.020
 K8S  plan-2  C05   0.020
 K8S  plan-2  C06   0.020
 K8S  plan-2  C07   0.020
 K8S  plan-2  C09   0.020
 K8S  plan-2  N03   0.020
 K8S  plan-2  CL08  0.020
 K8S  plan-2  H1    0.020
 K8S  plan-2  H6    0.020
 K8S  plan-2  H7    0.020
 K8S  plan-2  H8    0.020
 K8S  plan-3  C17   0.020
 K8S  plan-3  C20   0.020
 K8S  plan-3  C21   0.020
 K8S  plan-3  C26   0.020
 K8S  plan-3  C16   0.020
 K8S  plan-3  C18   0.020
 K8S  plan-3  C19   0.020
 K8S  plan-3  H2    0.020
 K8S  plan-3  H5    0.020
 K8S  plan-3  H12   0.020
 K8S  plan-3  H13   0.020
 K8S  plan-3  C14   0.020
 K8S  plan-4  C12   0.020
 K8S  plan-4  C16   0.020
 K8S  plan-4  C27   0.020
 K8S  plan-4  N13   0.020
 K8S  plan-4  O15   0.020
 K8S  plan-4  C14   0.020
 K8S  plan-5  C02   0.020
 K8S  plan-5  C04   0.020
 K8S  plan-5  C11   0.020
 K8S  plan-5  N03   0.020
 K8S  plan-5  O01   0.020
 K8S  plan-5  H19   0.020

