# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 22:53:48 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 6-chloro-4-(cyclohexylsulfanyl)-3-propylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=C(SC2CCCCC2)c3cc(Cl)ccc3NC1=O
#
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
 H16  H16  6-chloro-4-(cyclohexylsulfanyl)-3-propylquinolin-2(1H)-one  ligand  44  22  .  2022-07-25  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_H16
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
 H16  CA    C   CH1   0  -0.380   2.1388  -0.0605   0.2232
 H16  CB    C   CH2   0  -0.397   2.3989   1.1532  -0.6564
 H16  CC    C   CH2   0  -0.433   3.3743   2.1058   0.0317
 H16  CD    C   CH2   0  -0.431   4.6799   1.3991   0.3799
 H16  CE    C   CH2   0  -0.435   4.4239   0.1588   1.2298
 H16  CF    C   CH2   0  -0.417   3.4349  -0.7921   0.5569
 H16  N1    N   NR16  0  -0.756  -2.8205   1.1080  -0.7351
 H16  C6    C   CR6   0   0.520  -2.1920   0.8922  -1.9266
 H16  O2    O   OC    0  -0.470  -2.6652   1.3239  -2.9691
 H16  C5    C   CR6   0  -0.099  -0.9279   0.1454  -1.8585
 H16  C4    C   CR6   0  -0.080  -0.4867  -0.3370  -0.6673
 H16  S4    S   S2    0   0.007   1.0188  -1.2733  -0.5855
 H16  C2    C   CR66  0   0.382  -2.4135   0.6309   0.4802
 H16  C3    C   CR66  0   0.095  -1.2397  -0.1304   0.5536
 H16  C7    C   CR16  0  -0.289  -0.8615  -0.6561   1.7957
 H16  C8    C   CR6   0  -0.045  -1.6162  -0.3963   2.9156
 H16  C9    C   CR16  0  -0.222  -2.7708   0.3823   2.8445
 H16  C10   C   CR16  0  -0.320  -3.1678   0.8888   1.6282
 H16  CL    CL  CL    0  -0.126  -1.1291  -1.0503   4.4449
 H16  C12   C   CH2   0  -0.418  -0.6771  -1.3290  -3.8787
 H16  C13   C   CH3   0  -0.665   0.0583  -1.5358  -5.1939
 H16  HA    H   HCH1  0   0.272   1.6596   0.2595   1.1538
 H16  HB1   H   HCH2  0   0.223   2.8194   0.8205  -1.6110
 H16  HB2   H   HCH2  0   0.243   1.4628   1.6684  -0.8829
 H16  HC1   H   HCH2  0   0.217   2.9147   2.4962   0.9459
 H16  HC2   H   HCH2  0   0.236   3.5638   2.9665  -0.6133
 H16  HD1   H   HCH2  0   0.232   5.3509   2.0823   0.9056
 H16  HD2   H   HCH2  0   0.213   5.1914   1.1065  -0.5435
 H16  HE1   H   HCH2  0   0.218   4.0274   0.4599   2.2051
 H16  HE2   H   HCH2  0   0.237   5.3595  -0.3697   1.4255
 H16  HF1   H   HCH2  0   0.247   3.2320  -1.6465   1.2064
 H16  HF2   H   HCH2  0   0.228   3.8765  -1.1854  -0.3653
 H16  HN1   H   HNR6  0   0.419  -3.6781   1.6439  -0.7726
 H16  H7    H   HCR6  0   0.292   0.0190  -1.2804   1.8639
 H16  H9    H   HCR6  0   0.289  -3.3563   0.5810   3.7316
 H16  H10   H   HCR6  0   0.289  -4.0686   1.4856   1.5605
 H16  H111  H   HCH2  0   0.249   0.8550  -0.1143  -2.9849
 H16  H112  H   HCH2  0   0.246  -0.3927   0.8046  -3.8086
 H16  H121  H   HCH2  0   0.227  -1.7538  -1.2797  -4.0591
 H16  H122  H   HCH2  0   0.222  -0.5128  -2.1883  -3.2227
 H16  H131  H   HCH3  0   0.231  -0.2839  -2.4387  -5.7009
 H16  H132  H   HCH3  0   0.220  -0.0990  -0.6950  -5.8716
 H16  H133  H   HCH3  0   0.220   1.1334  -1.6333  -5.0333
 H16  C11   C   CH2   0  -0.489  -0.2192  -0.0564  -3.1607

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
 H16  CA   CB    single    1.521  0.020  1.521
 H16  CA   CF    single    1.525  0.020  1.525
 H16  CA   S4    single    1.838  0.020  1.838
 H16  CA   HA    single    0.970  0.020  1.090
 H16  CB   CC    single    1.527  0.020  1.527
 H16  CB   HB1   single    0.970  0.020  1.090
 H16  CB   HB2   single    0.970  0.020  1.090
 H16  CC   CD    single    1.525  0.020  1.525
 H16  CC   HC1   single    0.970  0.020  1.090
 H16  CC   HC2   single    0.970  0.020  1.090
 H16  CD   CE    single    1.525  0.020  1.525
 H16  CD   HD1   single    0.970  0.020  1.090
 H16  CD   HD2   single    0.970  0.020  1.090
 H16  CE   CF    single    1.528  0.020  1.528
 H16  CE   HE1   single    0.970  0.020  1.090
 H16  CE   HE2   single    0.970  0.020  1.090
 H16  CF   HF1   single    0.970  0.020  1.090
 H16  CF   HF2   single    0.970  0.020  1.090
 H16  N1   C6    aromatic  1.364  0.020  1.364
 H16  N1   C2    aromatic  1.368  0.020  1.368
 H16  N1   HN1   single    0.860  0.020  1.020
 H16  C6   O2    double    1.224  0.020  1.224
 H16  C6   C5    aromatic  1.470  0.020  1.470
 H16  C5   C4    aromatic  1.359  0.020  1.359
 H16  C5   C11   single    1.496  0.020  1.496
 H16  C4   S4    single    1.775  0.020  1.775
 H16  C4   C3    aromatic  1.449  0.020  1.449
 H16  C2   C3    aromatic  1.401  0.020  1.401
 H16  C2   C10   aromatic  1.398  0.020  1.398
 H16  C3   C7    aromatic  1.401  0.020  1.401
 H16  C7   C8    aromatic  1.375  0.020  1.375
 H16  C7   H7    single    0.930  0.020  1.080
 H16  C8   C9    aromatic  1.394  0.020  1.394
 H16  C8   CL    single    1.733  0.020  1.733
 H16  C9   C10   aromatic  1.376  0.020  1.376
 H16  C9   H9    single    0.930  0.020  1.080
 H16  C10  H10   single    0.930  0.020  1.080
 H16  C11  C12   single    1.531  0.020  1.531
 H16  C11  H111  single    0.970  0.020  1.090
 H16  C11  H112  single    0.970  0.020  1.090
 H16  C12  C13   single    1.521  0.020  1.521
 H16  C12  H121  single    0.970  0.020  1.090
 H16  C12  H122  single    0.970  0.020  1.090
 H16  C13  H131  single    0.970  0.020  1.090
 H16  C13  H132  single    0.970  0.020  1.090
 H16  C13  H133  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
 H16  HA    CA   S4    107.47  3.000
 H16  HA    CA   CF    109.04  3.000
 H16  S4    CA   CF    107.30  3.000
 H16  HA    CA   CB    109.47  3.000
 H16  S4    CA   CB    112.10  3.000
 H16  CF    CA   CB    111.34  3.000
 H16  HB2   CB   HB1   106.96  3.000
 H16  HB2   CB   CC    110.28  3.000
 H16  HB1   CB   CC    109.69  3.000
 H16  HB2   CB   CA    110.47  3.000
 H16  HB1   CB   CA    109.11  3.000
 H16  CC    CB   CA    110.26  3.000
 H16  HC2   CC   HC1   106.55  3.000
 H16  HC2   CC   CD    110.58  3.000
 H16  HC1   CC   CD    109.51  3.000
 H16  HC2   CC   CB    109.65  3.000
 H16  HC1   CC   CB    109.29  3.000
 H16  CD    CC   CB    111.14  3.000
 H16  HD2   CD   HD1   106.61  3.000
 H16  HD2   CD   CE    109.33  3.000
 H16  HD1   CD   CE    110.09  3.000
 H16  HD2   CD   CC    109.34  3.000
 H16  HD1   CD   CC    110.24  3.000
 H16  CE    CD   CC    111.12  3.000
 H16  HE2   CE   HE1   106.48  3.000
 H16  HE2   CE   CF    109.40  3.000
 H16  HE1   CE   CF    109.21  3.000
 H16  HE2   CE   CD    110.46  3.000
 H16  HE1   CE   CD    109.48  3.000
 H16  CF    CE   CD    111.67  3.000
 H16  HF2   CF   HF1   107.14  3.000
 H16  HF2   CF   CE    109.46  3.000
 H16  HF1   CF   CE    110.19  3.000
 H16  HF2   CF   CA    109.30  3.000
 H16  HF1   CF   CA    110.33  3.000
 H16  CE    CF   CA    110.35  3.000
 H16  HN1   N1   C2    118.03  3.000
 H16  HN1   N1   C6    116.22  3.000
 H16  C2    N1   C6    125.72  3.000
 H16  C5    C6   O2    123.46  3.000
 H16  C5    C6   N1    115.86  3.000
 H16  O2    C6   N1    120.67  3.000
 H16  C11   C5   C4    124.15  3.000
 H16  C11   C5   C6    115.82  3.000
 H16  C4    C5   C6    120.02  3.000
 H16  C3    C4   S4    118.50  3.000
 H16  C3    C4   C5    121.28  3.000
 H16  S4    C4   C5    120.21  3.000
 H16  C4    S4   CA    100.90  3.000
 H16  C10   C2   C3    120.63  3.000
 H16  C10   C2   N1    120.33  3.000
 H16  C3    C2   N1    119.04  3.000
 H16  C7    C3   C2    118.46  3.000
 H16  C7    C3   C4    123.59  3.000
 H16  C2    C3   C4    117.95  3.000
 H16  H7    C7   C8    120.30  3.000
 H16  H7    C7   C3    119.49  3.000
 H16  C8    C7   C3    120.20  3.000
 H16  CL    C8   C9    119.24  3.000
 H16  CL    C8   C7    119.54  3.000
 H16  C9    C8   C7    121.22  3.000
 H16  H9    C9   C10   120.09  3.000
 H16  H9    C9   C8    120.60  3.000
 H16  C10   C9   C8    119.31  3.000
 H16  H10   C10  C9    119.88  3.000
 H16  H10   C10  C2    119.96  3.000
 H16  C9    C10  C2    120.16  3.000
 H16  H122  C12  H121  106.41  3.000
 H16  H122  C12  C13   109.83  3.000
 H16  H121  C12  C13   109.87  3.000
 H16  H122  C12  C11   109.07  3.000
 H16  H121  C12  C11   109.55  3.000
 H16  C13   C12  C11   111.96  3.000
 H16  H133  C13  H132  107.59  3.000
 H16  H133  C13  H131  107.67  3.000
 H16  H132  C13  H131  107.70  3.000
 H16  H133  C13  C12   111.17  3.000
 H16  H132  C13  C12   111.25  3.000
 H16  H131  C13  C12   111.27  3.000
 H16  H112  C11  H111  107.12  3.000
 H16  H112  C11  C12   109.25  3.000
 H16  H111  C11  C12   109.04  3.000
 H16  H112  C11  C5    109.57  3.000
 H16  H111  C11  C5    109.49  3.000
 H16  C12   C11  C5    112.24  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
 H16  CONST_01  C4    C5   C6   N1      0.00   0.0  0
 H16  CONST_02  C4    C3   C2   N1      0.00   0.0  0
 H16  CONST_03  C7    C3   C2   N1    180.00   0.0  0
 H16  CONST_04  C9    C10  C2   N1    180.00   0.0  0
 H16  CONST_05  C3    C2   N1   C6      0.00   0.0  0
 H16  CONST_06  C10   C2   N1   C6    180.00   0.0  0
 H16  CONST_07  C3    C4   C5   C6      0.00   0.0  0
 H16  CONST_08  C2    N1   C6   C5      0.00   0.0  0
 H16  CONST_09  C2    C3   C4   C5      0.00   0.0  0
 H16  CONST_10  C7    C3   C4   C5    180.00   0.0  0
 H16  CONST_11  C10   C2   C3   C4    180.00   0.0  0
 H16  CONST_12  C8    C7   C3   C4    180.00   0.0  0
 H16  CONST_13  C8    C7   C3   C2      0.00   0.0  0
 H16  CONST_14  C8    C9   C10  C2      0.00   0.0  0
 H16  CONST_15  C9    C10  C2   C3      0.00   0.0  0
 H16  CONST_16  C9    C8   C7   C3      0.00   0.0  0
 H16  CONST_17  C10   C2   C3   C7      0.00   0.0  0
 H16  CONST_18  C10   C9   C8   C7      0.00   0.0  0
 H16  CONST_19  C11   C5   C6   N1    180.00   0.0  0
 H16  CONST_20  S4    C4   C5   C6    180.00   0.0  0
 H16  CONST_21  C2    N1   C6   O2    180.00   0.0  0
 H16  CONST_22  C4    C5   C6   O2    180.00   0.0  0
 H16  CONST_23  C2    C3   C4   S4    180.00   0.0  0
 H16  CONST_24  C7    C3   C4   S4      0.00   0.0  0
 H16  CONST_25  C11   C5   C4   C3    180.00   0.0  0
 H16  CONST_26  CL    C8   C7   C3    180.00   0.0  0
 H16  CONST_27  CL    C8   C9   C10   180.00   0.0  0
 H16  CONST_28  H10   C10  C2   N1      0.00   0.0  0
 H16  CONST_29  HN1   N1   C6   C5    180.00   0.0  0
 H16  CONST_30  H7    C7   C3   C4      0.00   0.0  0
 H16  CONST_31  H9    C9   C10  C2    180.00   0.0  0
 H16  Var_01    CD    CC   CB   CA     56.71  30.0  1
 H16  Var_02    CD    CE   CF   CA    -55.16  30.0  1
 H16  Var_03    CE    CD   CC   CB    -55.46  30.0  1
 H16  Var_04    CF    CE   CD   CC     54.83  30.0  1
 H16  Var_05    C5    C4   S4   CA    107.43  30.0  1
 H16  Var_06    C12   C11  C5   C6    -88.52  30.0  2
 H16  Var_07    C13   C12  C11  C5   -179.37  30.0  3
 H16  Var_08    H131  C13  C12  C11  -179.38  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
 H16  chir_01  CA  CB  CF  S4  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
 H16  plan-1  N1   0.020
 H16  plan-1  C6   0.020
 H16  plan-1  O2   0.020
 H16  plan-1  C5   0.020
 H16  plan-1  C4   0.020
 H16  plan-1  S4   0.020
 H16  plan-1  C2   0.020
 H16  plan-1  C3   0.020
 H16  plan-1  C7   0.020
 H16  plan-1  C8   0.020
 H16  plan-1  C9   0.020
 H16  plan-1  C10  0.020
 H16  plan-1  CL   0.020
 H16  plan-1  HN1  0.020
 H16  plan-1  H7   0.020
 H16  plan-1  H9   0.020
 H16  plan-1  H10  0.020
 H16  plan-1  C11  0.020

