# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 07:14:01 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 6-chloro-4-[(R)-cyclohexylsulfinyl]-3-propylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=C(c2cc(Cl)ccc2NC1=O)[S@](=O)C3CCCCC3
#
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
 H18  H18  6-chloro-4-[(R)-cyclohexylsulfinyl]-3-propylquinolin-2(1H)-one  ligand  45  23  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H18
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
 H18  CA    C   CH1   0  -0.438   0.4193  -2.1200  -0.2315
 H18  CB    C   CH2   0  -0.423   0.6583  -3.5298   0.3057
 H18  CC    C   CH2   0  -0.435   1.2652  -4.4161  -0.7804
 H18  CD    C   CH2   0  -0.433   2.5459  -3.8101  -1.3409
 H18  CE    C   CH2   0  -0.429   2.2962  -2.4003  -1.8620
 H18  CF    C   CH2   0  -0.411   1.6934  -1.5005  -0.7828
 H18  N1    N   NR16  0  -0.757  -1.5318   2.6361  -1.0491
 H18  C6    C   CR6   0   0.531  -2.4085   1.5944  -1.0422
 H18  O2    O   OC    0  -0.464  -3.5023   1.6870  -1.5795
 H18  C5    C   CR6   0  -0.081  -1.9474   0.3851  -0.3452
 H18  C4    C   CR6   0  -0.136  -0.7242   0.3685   0.2409
 H18  S4    S   S3    0   0.759  -0.3364  -1.1600   1.1427
 H18  C2    C   CR66  0   0.382  -0.2939   2.6487  -0.4695
 H18  C3    C   CR66  0   0.074   0.1646   1.5084   0.2100
 H18  C7    C   CR16  0  -0.301   1.4462   1.5527   0.7845
 H18  C8    C   CR6   0  -0.035   2.2150   2.6855   0.6688
 H18  C9    C   CR16  0  -0.220   1.7550   3.8158  -0.0053
 H18  C10   C   CR16  0  -0.323   0.5027   3.7925  -0.5708
 H18  CL    CL  CL    0  -0.125   3.7956   2.7144   1.3803
 H18  C12   C   CH2   0  -0.417  -3.8898  -0.5952   0.9111
 H18  C13   C   CH3   0  -0.667  -4.9335  -1.7011   0.9394
 H18  OS    O   O     0  -0.739   0.7381  -0.9148   2.1717
 H18  HA    H   HCH1  0   0.291  -0.3556  -2.1479  -1.0060
 H18  HB1   H   HCH2  0   0.237   1.3412  -3.4805   1.1596
 H18  HB2   H   HCH2  0   0.253  -0.2780  -3.9643   0.6647
 H18  HC1   H   HCH2  0   0.241   1.4561  -5.4095  -0.3695
 H18  HC2   H   HCH2  0   0.221   0.5373  -4.5446  -1.5883
 H18  HD1   H   HCH2  0   0.216   3.3072  -3.7767  -0.5546
 H18  HD2   H   HCH2  0   0.235   2.9459  -4.4413  -2.1375
 H18  HE1   H   HCH2  0   0.241   3.2254  -1.9527  -2.2203
 H18  HE2   H   HCH2  0   0.220   1.6170  -2.4417  -2.7200
 H18  HF1   H   HCH2  0   0.253   1.4952  -0.5122  -1.2007
 H18  HF2   H   HCH2  0   0.234   2.4189  -1.3766   0.0265
 H18  HN1   H   HNR6  0   0.421  -1.8382   3.4726  -1.5294
 H18  H7    H   HCR6  0   0.304   1.8220   0.6993   1.3250
 H18  H9    H   HCR6  0   0.292   2.3720   4.6998  -0.0865
 H18  H10   H   HCR6  0   0.290   0.1324   4.6614  -1.0997
 H18  H111  H   HCH2  0   0.268  -3.5315  -0.7270  -1.2095
 H18  H112  H   HCH2  0   0.243  -2.4677  -1.7125  -0.2561
 H18  H121  H   HCH2  0   0.227  -3.3023  -0.6130   1.8329
 H18  H122  H   HCH2  0   0.234  -4.3823   0.3790   0.8766
 H18  H131  H   HCH3  0   0.234  -5.5881  -1.6031   1.8054
 H18  H132  H   HCH3  0   0.223  -5.5583  -1.6756   0.0454
 H18  H133  H   HCH3  0   0.222  -4.4646  -2.6856   0.9879
 H18  C11   C   CH2   0  -0.512  -2.9476  -0.7338  -0.2883

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
 H18  CA   CB    single    1.528  0.020  1.528
 H18  CA   CF    single    1.520  0.020  1.520
 H18  CA   S4    single    1.839  0.020  1.839
 H18  CA   HA    single    0.970  0.020  1.090
 H18  CB   CC    single    1.528  0.020  1.528
 H18  CB   HB1   single    0.970  0.020  1.090
 H18  CB   HB2   single    0.970  0.020  1.090
 H18  CC   CD    single    1.524  0.020  1.524
 H18  CC   HC1   single    0.970  0.020  1.090
 H18  CC   HC2   single    0.970  0.020  1.090
 H18  CD   CE    single    1.524  0.020  1.524
 H18  CD   HD1   single    0.970  0.020  1.090
 H18  CD   HD2   single    0.970  0.020  1.090
 H18  CE   CF    single    1.529  0.020  1.529
 H18  CE   HE1   single    0.970  0.020  1.090
 H18  CE   HE2   single    0.970  0.020  1.090
 H18  CF   HF1   single    0.970  0.020  1.090
 H18  CF   HF2   single    0.970  0.020  1.090
 H18  N1   C6    aromatic  1.362  0.020  1.362
 H18  N1   C2    aromatic  1.367  0.020  1.367
 H18  N1   HN1   single    0.860  0.020  1.020
 H18  C6   O2    double    1.222  0.020  1.222
 H18  C6   C5    aromatic  1.470  0.020  1.470
 H18  C5   C4    aromatic  1.357  0.020  1.357
 H18  C5   C11   single    1.502  0.020  1.502
 H18  C4   S4    single    1.817  0.020  1.817
 H18  C4   C3    aromatic  1.446  0.020  1.446
 H18  S4   OS    double    1.508  0.020  1.508
 H18  C2   C3    aromatic  1.404  0.020  1.404
 H18  C2   C10   aromatic  1.398  0.020  1.398
 H18  C3   C7    aromatic  1.405  0.020  1.405
 H18  C7   C8    aromatic  1.374  0.020  1.374
 H18  C7   H7    single    0.930  0.020  1.080
 H18  C8   C9    aromatic  1.394  0.020  1.394
 H18  C8   CL    single    1.734  0.020  1.734
 H18  C9   C10   aromatic  1.374  0.020  1.374
 H18  C9   H9    single    0.930  0.020  1.080
 H18  C10  H10   single    0.930  0.020  1.080
 H18  C11  C12   single    1.531  0.020  1.531
 H18  C11  H111  single    0.970  0.020  1.090
 H18  C11  H112  single    0.970  0.020  1.090
 H18  C12  C13   single    1.521  0.020  1.521
 H18  C12  H121  single    0.970  0.020  1.090
 H18  C12  H122  single    0.970  0.020  1.090
 H18  C13  H131  single    0.970  0.020  1.090
 H18  C13  H132  single    0.970  0.020  1.090
 H18  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
 H18  HA    CA   S4    104.53  3.000
 H18  HA    CA   CF    110.29  3.000
 H18  S4    CA   CF    113.75  3.000
 H18  HA    CA   CB    109.61  3.000
 H18  S4    CA   CB    106.46  3.000
 H18  CF    CA   CB    111.87  3.000
 H18  HB2   CB   HB1   107.23  3.000
 H18  HB2   CB   CC    110.07  3.000
 H18  HB1   CB   CC    109.44  3.000
 H18  HB2   CB   CA    110.39  3.000
 H18  HB1   CB   CA    109.30  3.000
 H18  CC    CB   CA    110.34  3.000
 H18  HC2   CC   HC1   106.69  3.000
 H18  HC2   CC   CD    109.51  3.000
 H18  HC1   CC   CD    110.70  3.000
 H18  HC2   CC   CB    109.18  3.000
 H18  HC1   CC   CB    109.26  3.000
 H18  CD    CC   CB    111.39  3.000
 H18  HD2   CD   HD1   106.66  3.000
 H18  HD2   CD   CE    110.20  3.000
 H18  HD1   CD   CE    109.35  3.000
 H18  HD2   CD   CC    110.26  3.000
 H18  HD1   CD   CC    109.41  3.000
 H18  CE    CD   CC    110.86  3.000
 H18  HE2   CE   HE1   106.63  3.000
 H18  HE2   CE   CF    109.32  3.000
 H18  HE1   CE   CF    109.02  3.000
 H18  HE2   CE   CD    109.55  3.000
 H18  HE1   CE   CD    110.62  3.000
 H18  CF    CE   CD    111.58  3.000
 H18  HF2   CF   HF1   107.53  3.000
 H18  HF2   CF   CE    109.11  3.000
 H18  HF1   CF   CE    109.53  3.000
 H18  HF2   CF   CA    109.50  3.000
 H18  HF1   CF   CA    110.84  3.000
 H18  CE    CF   CA    110.28  3.000
 H18  HN1   N1   C2    117.89  3.000
 H18  HN1   N1   C6    116.10  3.000
 H18  C2    N1   C6    126.01  3.000
 H18  C5    C6   O2    123.47  3.000
 H18  C5    C6   N1    115.46  3.000
 H18  O2    C6   N1    121.07  3.000
 H18  C11   C5   C4    125.10  3.000
 H18  C11   C5   C6    114.96  3.000
 H18  C4    C5   C6    119.86  3.000
 H18  C3    C4   S4    122.87  3.000
 H18  C3    C4   C5    122.37  3.000
 H18  S4    C4   C5    114.66  3.000
 H18  OS    S4   C4    110.74  3.000
 H18  OS    S4   CA    107.58  3.000
 H18  C4    S4   CA     98.97  3.000
 H18  C10   C2   C3    120.90  3.000
 H18  C10   C2   N1    119.54  3.000
 H18  C3    C2   N1    119.56  3.000
 H18  C7    C3   C2    118.04  3.000
 H18  C7    C3   C4    125.22  3.000
 H18  C2    C3   C4    116.73  3.000
 H18  H7    C7   C8    120.00  3.000
 H18  H7    C7   C3    119.87  3.000
 H18  C8    C7   C3    120.13  3.000
 H18  CL    C8   C9    119.06  3.000
 H18  CL    C8   C7    119.30  3.000
 H18  C9    C8   C7    121.64  3.000
 H18  H9    C9   C10   120.20  3.000
 H18  H9    C9   C8    120.73  3.000
 H18  C10   C9   C8    119.07  3.000
 H18  H10   C10  C9    119.94  3.000
 H18  H10   C10  C2    119.83  3.000
 H18  C9    C10  C2    120.23  3.000
 H18  H122  C12  H121  106.47  3.000
 H18  H122  C12  C13   109.86  3.000
 H18  H121  C12  C13   109.95  3.000
 H18  H122  C12  C11   109.48  3.000
 H18  H121  C12  C11   109.16  3.000
 H18  C13   C12  C11   111.77  3.000
 H18  H133  C13  H132  107.67  3.000
 H18  H133  C13  H131  107.68  3.000
 H18  H132  C13  H131  107.75  3.000
 H18  H133  C13  C12   111.22  3.000
 H18  H132  C13  C12   111.15  3.000
 H18  H131  C13  C12   111.19  3.000
 H18  H112  C11  H111  105.43  3.000
 H18  H112  C11  C12   109.20  3.000
 H18  H111  C11  C12   109.36  3.000
 H18  H112  C11  C5    112.13  3.000
 H18  H111  C11  C5    108.65  3.000
 H18  C12   C11  C5    111.84  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
 H18  CONST_01  C4    C5   C6   N1     0.00   0.0  0
 H18  CONST_02  C4    C3   C2   N1     0.00   0.0  0
 H18  CONST_03  C7    C3   C2   N1   180.00   0.0  0
 H18  CONST_04  C9    C10  C2   N1   180.00   0.0  0
 H18  CONST_05  C3    C2   N1   C6     0.00   0.0  0
 H18  CONST_06  C10   C2   N1   C6   180.00   0.0  0
 H18  CONST_07  C3    C4   C5   C6     0.00   0.0  0
 H18  CONST_08  C2    N1   C6   C5     0.00   0.0  0
 H18  CONST_09  C2    C3   C4   C5     0.00   0.0  0
 H18  CONST_10  C7    C3   C4   C5   180.00   0.0  0
 H18  CONST_11  C10   C2   C3   C4   180.00   0.0  0
 H18  CONST_12  C8    C7   C3   C4   180.00   0.0  0
 H18  CONST_13  C8    C7   C3   C2     0.00   0.0  0
 H18  CONST_14  C8    C9   C10  C2     0.00   0.0  0
 H18  CONST_15  C9    C10  C2   C3     0.00   0.0  0
 H18  CONST_16  C9    C8   C7   C3     0.00   0.0  0
 H18  CONST_17  C10   C2   C3   C7     0.00   0.0  0
 H18  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 H18  CONST_19  C11   C5   C6   N1   180.00   0.0  0
 H18  CONST_20  S4    C4   C5   C6   180.00   0.0  0
 H18  CONST_21  C2    N1   C6   O2   180.00   0.0  0
 H18  CONST_22  C4    C5   C6   O2   180.00   0.0  0
 H18  CONST_23  C2    C3   C4   S4   180.00   0.0  0
 H18  CONST_24  C7    C3   C4   S4     0.00   0.0  0
 H18  CONST_25  C11   C5   C4   C3   180.00   0.0  0
 H18  CONST_26  CL    C8   C7   C3   180.00   0.0  0
 H18  CONST_27  CL    C8   C9   C10  180.00   0.0  0
 H18  CONST_28  H10   C10  C2   N1     0.00   0.0  0
 H18  CONST_29  HN1   N1   C6   C5   180.00   0.0  0
 H18  CONST_30  H7    C7   C3   C4     0.00   0.0  0
 H18  CONST_31  H9    C9   C10  C2   180.00   0.0  0
 H18  Var_01    CD    CC   CB   CA    55.72  30.0  1
 H18  Var_02    CD    CE   CF   CA   -55.73  30.0  1
 H18  Var_03    CE    CD   CC   CB   -55.83  30.0  1
 H18  Var_04    CF    CE   CD   CC    55.84  30.0  1
 H18  Var_05    C5    C4   S4   CA    89.30  30.0  2
 H18  Var_06    C12   C11  C5   C6   -86.38  30.0  2
 H18  Var_07    C13   C12  C11  C5   177.95  30.0  3
 H18  Var_08    H131  C13  C12  C11  179.04  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
 H18  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
 H18  plan-1  N1   0.020
 H18  plan-1  C6   0.020
 H18  plan-1  O2   0.020
 H18  plan-1  C5   0.020
 H18  plan-1  C4   0.020
 H18  plan-1  S4   0.020
 H18  plan-1  C2   0.020
 H18  plan-1  C3   0.020
 H18  plan-1  C7   0.020
 H18  plan-1  C8   0.020
 H18  plan-1  C9   0.020
 H18  plan-1  C10  0.020
 H18  plan-1  CL   0.020
 H18  plan-1  HN1  0.020
 H18  plan-1  H7   0.020
 H18  plan-1  H9   0.020
 H18  plan-1  H10  0.020
 H18  plan-1  C11  0.020
 H18  plan-2  CA   0.020
 H18  plan-2  C4   0.020
 H18  plan-2  S4   0.020
 H18  plan-2  OS   0.020

